MiMeDB: Showing metabocard for Phosphoribosyl formamidocarboxamide (MMDBc0029653)

Plant

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-17 23:36:13 UTC

Update Date

2022-08-31 14:16:37 UTC

Metabolite ID

MMDBc0029653

Metabolite Identification

Common Name

Phosphoribosyl formamidocarboxamide

Description

Phosphoribosyl formamidocarboxamide is an intermediate in purine metabolism, where it is the byproduct of phosphoribosylaminoimidazolecarboxamide formyltransferase (EC 2.1.2.3) and IMP cyclohydrolase (EC 3.5.4.10). It is also a byproduct of Ligases (EC 6.3.4.-).

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0001439
     RDKit          3D
Phosphoribosyl formamidocarboxamide
 39 40  0  0  0  0  0  0  0  0999 V2000
    6.1903   -0.6282   -0.9376 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0201    0.0877   -0.4812 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2005    1.2431   -0.1208 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7611   -0.5960   -0.4850 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5436   -1.8701   -0.9163 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2626   -2.1572   -0.7924 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6025   -1.0580   -0.2674 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2146   -1.1606   -0.0284 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6210   -0.3157   -0.7426 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8694   -0.7792   -0.3297 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0036    0.1037   -0.7907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8040    1.3681   -0.2572 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0229    2.4468   -0.7111 P   0  0  0  0  0  5  0  0  0  0  0  0
   -3.5470    3.1807   -1.9610 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4732    1.6224   -1.0329 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3207    3.5835    0.4804 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7356   -0.7244    1.1848 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5947   -1.6658    1.7679 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2694   -1.1086    1.3705 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2834   -2.4061    1.9065 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5076   -0.1007   -0.0767 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3400    1.1622    0.4767 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2877    1.9898    0.8361 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0654    1.9363    0.7471 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1512   -0.3668   -0.6272 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1124   -1.4338   -1.5955 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8455   -3.1220   -1.0740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1633   -2.1955   -0.3961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9820   -1.8264   -0.6670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0502    0.1724   -1.8910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9568   -0.3251   -0.4212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4463    1.2633   -1.9550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1419    3.4209    0.9862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9666    0.2895    1.5472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5536   -1.4960    2.7421 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1819   -0.3918    2.0456 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6280   -2.7806    1.8393 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3054    1.6598    0.7680 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5855    2.9788    1.3451 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 13 16  1  0
 10 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
  7 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 21  4  2  0
 19  8  1  0
  1 25  1  0
  1 26  1  0
  6 27  1  0
  8 28  1  6
 10 29  1  1
 11 30  1  0
 11 31  1  0
 15 32  1  0
 16 33  1  0
 17 34  1  1
 18 35  1  0
 19 36  1  1
 20 37  1  0
 22 38  1  0
 23 39  1  0
M  END


  Mrv0541 02231219082D          

 24 25  0  0  1  0            999 V2000
    0.7304    0.2422    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1628   -0.4844    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5592    0.2422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4806    1.0294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5072   -0.0037    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0946   -1.2716    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8128    1.0294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0437   -0.4239    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1429    1.5062    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1694   -0.4844    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9196   -1.2716    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3898   -1.9377    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5924    1.2867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7069   -1.1770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9528   -0.2271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4079   -1.9377    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2055    0.7380    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7589    2.0928    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1950   -1.8393    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1193    0.5790    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9444    0.5790    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7694    0.5790    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9444    1.4040    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9520   -0.2422    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  2  5  1  0  0  0  0
  2  6  1  0  0  0  0
  3  7  2  0  0  0  0
  3  8  1  0  0  0  0
  4  9  2  0  0  0  0
  5 10  1  0  0  0  0
  6 11  1  0  0  0  0
  6 12  1  6  0  0  0
  7 13  1  0  0  0  0
  8 14  1  0  0  0  0
 10 15  1  1  0  0  0
 11 16  1  6  0  0  0
 13 17  1  0  0  0  0
 13 18  2  0  0  0  0
 14 19  2  0  0  0  0
 15 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 21 24  2  0  0  0  0
  7  9  1  0  0  0  0
 10 11  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0029653

> <DATABASE_NAME>
MIME

> <SMILES>
NC(=O)C1=C(NC=O)N(C=N1)[C@@H]1O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C10H15N4O9P/c11-8(18)5-9(13-3-15)14(2-12-5)10-7(17)6(16)4(23-10)1-22-24(19,20)21/h2-4,6-7,10,16-17H,1H2,(H2,11,18)(H,13,15)(H2,19,20,21)/t4-,6-,7-,10-/m1/s1

> <INCHI_KEY>
ABCOOORLYAOBOZ-KQYNXXCUSA-N

> <FORMULA>
C10H15N4O9P

> <MOLECULAR_WEIGHT>
366.2213

> <EXACT_MASS>
366.05766461

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_AVERAGE_POLARIZABILITY>
30.517327817160112

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[(2R,3S,4R,5R)-5-(4-carbamoyl-5-formamido-1H-imidazol-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}phosphonic acid

> <ALOGPS_LOGP>
-1.83

> <JCHEM_LOGP>
-4.055197561194165

> <ALOGPS_LOGS>
-2.23

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
2.681798851252253

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.2092767239597313

> <JCHEM_PKA_STRONGEST_BASIC>
6.250636913328091

> <JCHEM_POLAR_SURFACE_AREA>
206.45999999999995

> <JCHEM_REFRACTIVITY>
74.8142

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.14e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(2R,3S,4R,5R)-5-(4-carbamoyl-5-formamidoimidazol-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxyphosphonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0001439
     RDKit          3D
Phosphoribosyl formamidocarboxamide
 39 40  0  0  0  0  0  0  0  0999 V2000
    6.1903   -0.6282   -0.9376 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0201    0.0877   -0.4812 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2005    1.2431   -0.1208 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7611   -0.5960   -0.4850 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5436   -1.8701   -0.9163 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2626   -2.1572   -0.7924 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6025   -1.0580   -0.2674 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2146   -1.1606   -0.0284 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6210   -0.3157   -0.7426 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8694   -0.7792   -0.3297 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0036    0.1037   -0.7907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8040    1.3681   -0.2572 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0229    2.4468   -0.7111 P   0  0  0  0  0  5  0  0  0  0  0  0
   -3.5470    3.1807   -1.9610 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4732    1.6224   -1.0329 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3207    3.5835    0.4804 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7356   -0.7244    1.1848 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5947   -1.6658    1.7679 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2694   -1.1086    1.3705 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2834   -2.4061    1.9065 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5076   -0.1007   -0.0767 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3400    1.1622    0.4767 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2877    1.9898    0.8361 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0654    1.9363    0.7471 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1512   -0.3668   -0.6272 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1124   -1.4338   -1.5955 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8455   -3.1220   -1.0740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1633   -2.1955   -0.3961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9820   -1.8264   -0.6670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0502    0.1724   -1.8910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9568   -0.3251   -0.4212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4463    1.2633   -1.9550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1419    3.4209    0.9862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9666    0.2895    1.5472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5536   -1.4960    2.7421 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1819   -0.3918    2.0456 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6280   -2.7806    1.8393 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3054    1.6598    0.7680 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5855    2.9788    1.3451 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 13 16  1  0
 10 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
  7 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 21  4  2  0
 19  8  1  0
  1 25  1  0
  1 26  1  0
  6 27  1  0
  8 28  1  6
 10 29  1  1
 11 30  1  0
 11 31  1  0
 15 32  1  0
 16 33  1  0
 17 34  1  1
 18 35  1  0
 19 36  1  1
 20 37  1  0
 22 38  1  0
 23 39  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  N   UNK     0       1.363   0.452   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0       0.304  -0.904   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.911   0.452   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.897   1.922   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -0.947  -0.007   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -0.177  -2.374   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.384   1.922   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0       3.815  -0.791   0.000  0.00  0.00           N+0
HETATM    9  N   UNK     0       2.133   2.812   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0      -2.183  -0.904   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.717  -2.374   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       0.728  -3.617   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       4.839   2.402   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.186  -2.197   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.645  -0.424   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -2.628  -3.617   0.000  0.00  0.00           O+0
HETATM   17  N   UNK     0       5.984   1.378   0.000  0.00  0.00           N+0
HETATM   18  O   UNK     0       5.150   3.907   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       4.097  -3.433   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -3.956   1.081   0.000  0.00  0.00           O+0
HETATM   21  P   UNK     0      -5.496   1.081   0.000  0.00  0.00           P+0
HETATM   22  O   UNK     0      -7.036   1.081   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -5.496   2.621   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -5.510  -0.452   0.000  0.00  0.00           O+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5    6                                                  
CONECT    3    1    7    8                                                  
CONECT    4    1    9                                                       
CONECT    5    2   10                                                       
CONECT    6    2   11   12                                                  
CONECT    7    3   13    9                                                  
CONECT    8    3   14                                                       
CONECT    9    4    7                                                       
CONECT   10    5   15   11                                                  
CONECT   11    6   16   10                                                  
CONECT   12    6                                                            
CONECT   13    7   17   18                                                  
CONECT   14    8   19                                                       
CONECT   15   10   20                                                       
CONECT   16   11                                                            
CONECT   17   13                                                            
CONECT   18   13                                                            
CONECT   19   14                                                            
CONECT   20   15   21                                                       
CONECT   21   20   22   23   24                                             
CONECT   22   21                                                            
CONECT   23   21                                                            
CONECT   24   21                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   50    0
END

COMPND    HMDB0001439
HETATM    1  N1  UNL     1       6.190  -0.628  -0.938  1.00  0.00           N  
HETATM    2  C1  UNL     1       5.020   0.088  -0.481  1.00  0.00           C  
HETATM    3  O1  UNL     1       5.200   1.243  -0.121  1.00  0.00           O  
HETATM    4  C2  UNL     1       3.761  -0.596  -0.485  1.00  0.00           C  
HETATM    5  N2  UNL     1       3.544  -1.870  -0.916  1.00  0.00           N  
HETATM    6  C3  UNL     1       2.263  -2.157  -0.792  1.00  0.00           C  
HETATM    7  N3  UNL     1       1.602  -1.058  -0.267  1.00  0.00           N  
HETATM    8  C4  UNL     1       0.215  -1.161  -0.028  1.00  0.00           C  
HETATM    9  O2  UNL     1      -0.621  -0.316  -0.743  1.00  0.00           O  
HETATM   10  C5  UNL     1      -1.869  -0.779  -0.330  1.00  0.00           C  
HETATM   11  C6  UNL     1      -3.004   0.104  -0.791  1.00  0.00           C  
HETATM   12  O3  UNL     1      -2.804   1.368  -0.257  1.00  0.00           O  
HETATM   13  P1  UNL     1      -4.023   2.447  -0.711  1.00  0.00           P  
HETATM   14  O4  UNL     1      -3.547   3.181  -1.961  1.00  0.00           O  
HETATM   15  O5  UNL     1      -5.473   1.622  -1.033  1.00  0.00           O  
HETATM   16  O6  UNL     1      -4.321   3.583   0.480  1.00  0.00           O  
HETATM   17  C7  UNL     1      -1.736  -0.724   1.185  1.00  0.00           C  
HETATM   18  O7  UNL     1      -2.595  -1.666   1.768  1.00  0.00           O  
HETATM   19  C8  UNL     1      -0.269  -1.109   1.370  1.00  0.00           C  
HETATM   20  O8  UNL     1      -0.283  -2.406   1.907  1.00  0.00           O  
HETATM   21  C9  UNL     1       2.508  -0.101  -0.077  1.00  0.00           C  
HETATM   22  N4  UNL     1       2.340   1.162   0.477  1.00  0.00           N  
HETATM   23  C10 UNL     1       1.288   1.990   0.836  1.00  0.00           C  
HETATM   24  O9  UNL     1       0.065   1.936   0.747  1.00  0.00           O  
HETATM   25  H1  UNL     1       7.151  -0.367  -0.627  1.00  0.00           H  
HETATM   26  H2  UNL     1       6.112  -1.434  -1.596  1.00  0.00           H  
HETATM   27  H3  UNL     1       1.845  -3.122  -1.074  1.00  0.00           H  
HETATM   28  H4  UNL     1      -0.163  -2.195  -0.396  1.00  0.00           H  
HETATM   29  H5  UNL     1      -1.982  -1.826  -0.667  1.00  0.00           H  
HETATM   30  H6  UNL     1      -3.050   0.172  -1.891  1.00  0.00           H  
HETATM   31  H7  UNL     1      -3.957  -0.325  -0.421  1.00  0.00           H  
HETATM   32  H8  UNL     1      -5.446   1.263  -1.955  1.00  0.00           H  
HETATM   33  H9  UNL     1      -5.142   3.421   0.986  1.00  0.00           H  
HETATM   34  H10 UNL     1      -1.967   0.289   1.547  1.00  0.00           H  
HETATM   35  H11 UNL     1      -2.554  -1.496   2.742  1.00  0.00           H  
HETATM   36  H12 UNL     1       0.182  -0.392   2.046  1.00  0.00           H  
HETATM   37  H13 UNL     1       0.628  -2.781   1.839  1.00  0.00           H  
HETATM   38  H14 UNL     1       3.305   1.660   0.768  1.00  0.00           H  
HETATM   39  H15 UNL     1       1.585   2.979   1.345  1.00  0.00           H  
CONECT    1    2   25   26
CONECT    2    3    3    4
CONECT    4    5   21   21
CONECT    5    6    6
CONECT    6    7   27
CONECT    7    8   21
CONECT    8    9   19   28
CONECT    9   10
CONECT   10   11   17   29
CONECT   11   12   30   31
CONECT   12   13
CONECT   13   14   14   15   16
CONECT   15   32
CONECT   16   33
CONECT   17   18   19   34
CONECT   18   35
CONECT   19   20   36
CONECT   20   37
CONECT   21   22
CONECT   22   23   38
CONECT   23   24   24   39
END

HMDB0001439
     RDKit          3D
Phosphoribosyl formamidocarboxamide
 39 40  0  0  0  0  0  0  0  0999 V2000
    6.1903   -0.6282   -0.9376 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0201    0.0877   -0.4812 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2005    1.2431   -0.1208 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7611   -0.5960   -0.4850 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5436   -1.8701   -0.9163 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2626   -2.1572   -0.7924 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6025   -1.0580   -0.2674 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2146   -1.1606   -0.0284 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6210   -0.3157   -0.7426 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8694   -0.7792   -0.3297 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0036    0.1037   -0.7907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8040    1.3681   -0.2572 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0229    2.4468   -0.7111 P   0  0  0  0  0  5  0  0  0  0  0  0
   -3.5470    3.1807   -1.9610 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4732    1.6224   -1.0329 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3207    3.5835    0.4804 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7356   -0.7244    1.1848 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5947   -1.6658    1.7679 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2694   -1.1086    1.3705 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2834   -2.4061    1.9065 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5076   -0.1007   -0.0767 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3400    1.1622    0.4767 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2877    1.9898    0.8361 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0654    1.9363    0.7471 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1512   -0.3668   -0.6272 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1124   -1.4338   -1.5955 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8455   -3.1220   -1.0740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1633   -2.1955   -0.3961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9820   -1.8264   -0.6670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0502    0.1724   -1.8910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9568   -0.3251   -0.4212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4463    1.2633   -1.9550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1419    3.4209    0.9862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9666    0.2895    1.5472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5536   -1.4960    2.7421 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1819   -0.3918    2.0456 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6280   -2.7806    1.8393 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3054    1.6598    0.7680 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5855    2.9788    1.3451 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 13 16  1  0
 10 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
  7 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 21  4  2  0
 19  8  1  0
  1 25  1  0
  1 26  1  0
  6 27  1  0
  8 28  1  6
 10 29  1  1
 11 30  1  0
 11 31  1  0
 15 32  1  0
 16 33  1  0
 17 34  1  1
 18 35  1  0
 19 36  1  1
 20 37  1  0
 22 38  1  0
 23 39  1  0
M  END

Synonyms

Value	Source
1-(5'-Phosphoribosyl)-5-formamido-4-imidazolecarboxamide	ChEBI
5'-Phosphoribosyl-5-formamido-4-imidazolecarboxamide	ChEBI
5-Formamido-1-(5-phosphoribosyl)imidazole-4-carboxamide	ChEBI
FAICAR	ChEBI
5-Formamido-1-(5-phospho-D-ribosyl)imidazole-4-carboxamide	Kegg
5'-P-Ribosyl-5-formamido-4-imidazole carboxamide	HMDB
5'-Phosphoribosyl-5-formamido-4-imidazole carboxamide	HMDB
5-amino-1-(5-phospho-D-Ribosyl)imidazole-4-carboxamide	HMDB
5-formamido-1-(5-Phosphoribosyl)-imidazole-4-carboxamide	HMDB
5-Phosphoribosyl-5-formamido-4-imid-carboxamide	HMDB
Phosphoribosyl-formamido-carboxamide	HMDB
5-Formamidoimidazole-4-carboxamide ribotide	MeSH, HMDB
5-(Formylamino)-1-(5-O-phosphono-beta-D-ribofuranosyl)-1H-imidazole-4-carboxamide	HMDB
5-(Formylamino)-1-(5-O-phosphono-β-D-ribofuranosyl)-1H-imidazole-4-carboxamide	HMDB
5-Formylamino-4-imidazolecarboxamide ribonucleotide	HMDB

Molecular Formula

C₁₀H₁₅N₄O₉P

Average Mass

366.2213

Monoisotopic Mass

366.05766461

IUPAC Name

{[(2R,3S,4R,5R)-5-(4-carbamoyl-5-formamido-1H-imidazol-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}phosphonic acid

Traditional Name

[(2R,3S,4R,5R)-5-(4-carbamoyl-5-formamidoimidazol-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxyphosphonic acid

CAS Registry Number

Not Available

SMILES

NC(=O)C1=C(NC=O)N(C=N1)[C@@H]1O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]1O

InChI Identifier

InChI=1S/C10H15N4O9P/c11-8(18)5-9(13-3-15)14(2-12-5)10-7(17)6(16)4(23-10)1-22-24(19,20)21/h2-4,6-7,10,16-17H,1H2,(H2,11,18)(H,13,15)(H2,19,20,21)/t4-,6-,7-,10-/m1/s1

InChI Key

ABCOOORLYAOBOZ-KQYNXXCUSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1-ribosyl-imidazolecarboxamides. These are organic compounds containing the imidazole ring linked to a ribose ring through a 1-2 bond.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Imidazole ribonucleosides and ribonucleotides

Sub Class

1-ribosyl-imidazolecarboxamides

Direct Parent

1-ribosyl-imidazolecarboxamides

Alternative Parents

Substituents

1-ribosyl-imidazolecarboxamide
Pentose phosphate
Pentose-5-phosphate
Glycosyl compound
N-glycosyl compound
Monosaccharide phosphate
Pentose monosaccharide
N-arylamide
2-heteroaryl carboxamide
Imidazole-4-carbonyl group
Monoalkyl phosphate
N-substituted imidazole
Organic phosphoric acid derivative
Monosaccharide
Alkyl phosphate
Phosphoric acid ester
Heteroaromatic compound
Azole
Vinylogous amide
Imidazole
Tetrahydrofuran
Carboxamide group
1,2-diol
Secondary carboxylic acid amide
Primary carboxylic acid amide
Secondary alcohol
Oxacycle
Azacycle
Organoheterocyclic compound
Carboxylic acid derivative
Organic nitrogen compound
Organic oxide
Alcohol
Carbonyl group
Hydrocarbon derivative
Organic oxygen compound
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

1-(phosphoribosyl)imidazolecarboxamide (CHEBI:18381 )

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Property	Value	Source
Water Solubility	2.14 g/L	ALOGPS
logP	-1.8	ALOGPS
logP	-4.1	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	1.21	ChemAxon
pKa (Strongest Basic)	6.25	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	206.46 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	74.81 m³·mol⁻¹	ChemAxon
Polarizability	30.52 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Chromatographic Retention Times and Retention Indices

Retention Times

Not Available

Retention Indices

Not Available

Chromatographic Retention Times and Retention Indices

Retention Times

Not Available

Retention Indices

Not Available

Biological Properties

Cellular Locations

Cytoplasm

Biospecimen Locations

Feces

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species
MMDBp0191758	Soluble calcium-activated nucleotidase 1	Unknown	Q8WVQ1	Homo_sapiens
MMDBp0192097	Inosine triphosphate pyrophosphatase	Unknown	Q9BY32	Homo_sapiens
MMDBp0192500	Bifunctional purine biosynthesis protein PURH	Enzyme	P31939	Homo_sapiens

Human Pathways

Pathways

Name	SMPDB/PathBank

Microbial Pathways

Pathways

Not Available

Metabolic Reactions

Reactions

This table shows at most 20 reactions. For the full list of associated reactions:

See All Associated Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Proteobacteria	402	Human feces; Human sputum; Human ; Human unknown; Pig ; Human pleural fluid plaque; Human dental plaque; Human nasal swab; Human feces; pleural fluid plaque; bal; River trout ; Rat ; Sheep ; Chicken	Unknown; Metabolic reconstruction
Bacteria	Firmicutes	479	Human feces; Human pleural fluid plaque; Pig ; Human ; Cattle ; Catfish	Metabolic reconstruction
Bacteria	Actinobacteria	147	Human feces; Human sputum; Human bronchial brush; Human nasopharyngeal swab; Human pleural fluid plaque; Human dental plaque; Human ; Cattle	Metabolic reconstruction
Bacteria	Verrucomicrobia	1	Human ; Human feces	Metabolic reconstruction
Bacteria	Bacteroidetes	126	Human feces; Human appendix biopsy; Human	Metabolic reconstruction
Bacteria	Synergistetes	4	Human feces	Metabolic reconstruction
Bacteria	Spirochaetes	8	Human feces; Pig ; Human	Metabolic reconstruction
Archaea	Thaumarchaeota	1	Human feces	Metabolic reconstruction
Bacteria	Fusobacteria	20	Human feces; Human	Metabolic reconstruction
Archaea	Euryarchaeota	5	Human feces; Cattle ; Human	Metabolic reconstruction
Bacteria	Candidatus Melainabacteria	1	Human feces	Metabolic reconstruction
Bacteria	Planctomycetes	2	Human feces	Metabolic reconstruction
Archaea	Crenarchaeota	1	Human feces	Metabolic reconstruction
Bacteria	Cyanobacteria	28	Human
Bacteria	Aquificae	2
Bacteria	Chloroflexi	1
Bacteria	Chlorobi	11
Bacteria	Deinococcus-Thermus	3
Bacteria	Elusimicrobia	1
Bacteria	Thermotogae	2
Eukaryota/Fungi	Ascomycota	3	Human feces	Unknown
Bacteria	nah	1
Bacteria	Nitrospirae	1
Bacteria/NULL	Proteobacteria	1	Human feces; Human sputum; Human ; Human unknown; Pig ; Human pleural fluid plaque; Human dental plaque; Human nasal swab; Human feces; pleural fluid plaque; bal; River trout ; Rat ; Sheep ; Chicken	Unknown; Metabolic reconstruction
Archaea/Archaea	Euryarchaeota	26	Human feces; Cattle ; Human	Metabolic reconstruction
Archaea/Archaea	Crenarchaeota	10	Human feces	Metabolic reconstruction
Archaea/Archaea	Thaumarchaeota	2	Human feces	Metabolic reconstruction
Archaea/Archaea	Korarchaeota	1

Exposure Sources

Food Exposures

Other Exposures

Source Type	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified									HMDB

External Links

HMDB ID

HMDB0001439

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB022622

KNApSAcK ID

Not Available

Chemspider ID

145893

KEGG Compound ID

C04734

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

166760

PDB ID

Not Available

ChEBI ID

18381

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

Not Available

General References

Noronha A, Modamio J, Jarosz Y, Guerard E, Sompairac N, Preciat G, Danielsdottir AD, Krecke M, Merten D, Haraldsdottir HS, Heinken A, Heirendt L, Magnusdottir S, Ravcheev DA, Sahoo S, Gawron P, Friscioni L, Garcia B, Prendergast M, Puente A, Rodrigues M, Roy A, Rouquaya M, Wiltgen L, Zagare A, John E, Krueger M, Kuperstein I, Zinovyev A, Schneider R, Fleming RMT, Thiele I: The Virtual Metabolic Human database: integrating human and gut microbiome metabolism with nutrition and disease. Nucleic Acids Res. 2019 Jan 8;47(D1):D614-D624. doi: 10.1093/nar/gky992. [PubMed:30371894 ]

Showing metabocard for Phosphoribosyl formamidocarboxamide (MMDBc0029653)

MOL for #<Metabolite:0x00007f12417f0ff8>

3D MOL for #<Metabolite:0x00007f12417f0ff8>

3D SDF for #<Metabolite:0x00007f12417f0ff8>

3D-SDF for #<Metabolite:0x00007f12417f0ff8>

PDB for #<Metabolite:0x00007f12417f0ff8>

3D PDB for #<Metabolite:0x00007f12417f0ff8>

SMILES for #<Metabolite:0x00007f12417f0ff8>

INCHI for #<Metabolite:0x00007f12417f0ff8>

Structure for #<Metabolite:0x00007f12417f0ff8>

3D Structure for #<Metabolite:0x00007f12417f0ff8>