MiMeDB: Showing metabocard for Nocobactin NA 10152B (MMDBc0024748)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-15 14:32:45 UTC

Update Date

2022-08-31 06:50:00 UTC

MiMeDB ID

MMDBc0024748

Metabolite Identification

Common Name

Nocobactin NA 10152B

Description

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152116322D          

 57 59  0  0  1  0            999 V2000
    0.1446    9.6438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7209    4.0954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6349    9.4620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8692    9.4456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9454    9.4456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1743    8.6530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9751    8.4549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2039    7.6622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0048    7.4641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2336    6.6714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0344    6.4733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5117   12.6742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9803   13.3052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3723    3.7091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3522    7.8604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1531    7.6622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1219    4.0535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2310   11.8984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6356    4.0805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7802    7.2659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1681   13.1605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2632    5.6806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7251    8.2567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3201    4.8543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2929    4.6898    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.3180    9.9246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0980    8.6530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4187   11.7537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4666    4.8880    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.9793    7.4641    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.8873   12.3847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0641    5.4825    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.0938    9.6438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0938    4.4917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3226    8.8512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1380   10.9780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9926    5.5236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4073    6.8696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6658    5.0862    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7505    8.2567    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6005   10.2948    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.5260    8.0585    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.8175    5.5086    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.8988    8.4549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0751   12.2400    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3226    3.6991    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1234    8.6530    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6483    6.2732    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6065    7.0677    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7548    7.2659    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1889    6.2453    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3453   10.7491    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6361    6.0770    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4921    4.8880    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2083    5.6715    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2082    6.6714    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8649    5.2843    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  9  1  0  0  0  0
 11 10  1  0  0  0  0
 13 12  2  0  0  0  0
 16 15  1  0  0  0  0
 17 14  1  0  0  0  0
 18 12  1  0  0  0  0
 19 14  1  0  0  0  0
 20 15  1  0  0  0  0
 21 13  1  0  0  0  0
 22 11  1  0  0  0  0
 23 16  1  0  0  0  0
 24 17  1  0  0  0  0
 25  2  1  6  0  0  0
 26  3  1  0  0  0  0
 27  4  1  0  0  0  0
 28 18  2  0  0  0  0
 29 19  1  0  0  0  0
 30 20  1  0  0  0  0
 31 21  2  0  0  0  0
 31 28  1  0  0  0  0
 32 22  1  0  0  0  0
 32 25  1  0  0  0  0
 33 26  2  0  0  0  0
 34 25  1  0  0  0  0
 35 33  1  0  0  0  0
 36 28  1  0  0  0  0
 37 29  1  0  0  0  0
 38 30  1  0  0  0  0
 29 39  1  1  0  0  0
 39 34  2  0  0  0  0
 30 40  1  6  0  0  0
 40 35  2  0  0  0  0
 41 33  1  0  0  0  0
 41 36  2  0  0  0  0
 42 23  1  0  0  0  0
 42 27  1  0  0  0  0
 43 24  1  0  0  0  0
 43 37  1  0  0  0  0
 44 27  2  0  0  0  0
 45 31  1  0  0  0  0
 34 46  1  4  0  0  0
 35 47  1  4  0  0  0
 48 37  2  0  0  0  0
 49 38  2  0  0  0  0
 50 42  1  0  0  0  0
 51 43  1  0  0  0  0
 52 26  1  0  0  0  0
 52 36  1  0  0  0  0
 32 53  1  6  0  0  0
 53 38  1  0  0  0  0
 25 54  1  1  0  0  0
 29 55  1  6  0  0  0
 30 56  1  6  0  0  0
 32 57  1  1  0  0  0
M  END


  Mrv1652305152116322D          

 57 59  0  0  1  0            999 V2000
    0.1446    9.6438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7209    4.0954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6349    9.4620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8692    9.4456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9454    9.4456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1743    8.6530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9751    8.4549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2039    7.6622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0048    7.4641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2336    6.6714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0344    6.4733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5117   12.6742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9803   13.3052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3723    3.7091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3522    7.8604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1531    7.6622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1219    4.0535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2310   11.8984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6356    4.0805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7802    7.2659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1681   13.1605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2632    5.6806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7251    8.2567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3201    4.8543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2929    4.6898    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.3180    9.9246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0980    8.6530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4187   11.7537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4666    4.8880    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.9793    7.4641    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.8873   12.3847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0641    5.4825    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.0938    9.6438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0938    4.4917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3226    8.8512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1380   10.9780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9926    5.5236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4073    6.8696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6658    5.0862    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7505    8.2567    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6005   10.2948    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.5260    8.0585    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.8175    5.5086    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.8988    8.4549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0751   12.2400    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3226    3.6991    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1234    8.6530    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6483    6.2732    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6065    7.0677    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7548    7.2659    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1889    6.2453    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3453   10.7491    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6361    6.0770    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4921    4.8880    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2083    5.6715    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2082    6.6714    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8649    5.2843    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  9  1  0  0  0  0
 11 10  1  0  0  0  0
 13 12  2  0  0  0  0
 16 15  1  0  0  0  0
 17 14  1  0  0  0  0
 18 12  1  0  0  0  0
 19 14  1  0  0  0  0
 20 15  1  0  0  0  0
 21 13  1  0  0  0  0
 22 11  1  0  0  0  0
 23 16  1  0  0  0  0
 24 17  1  0  0  0  0
 25  2  1  6  0  0  0
 26  3  1  0  0  0  0
 27  4  1  0  0  0  0
 28 18  2  0  0  0  0
 29 19  1  0  0  0  0
 30 20  1  0  0  0  0
 31 21  2  0  0  0  0
 31 28  1  0  0  0  0
 32 22  1  0  0  0  0
 32 25  1  0  0  0  0
 33 26  2  0  0  0  0
 34 25  1  0  0  0  0
 35 33  1  0  0  0  0
 36 28  1  0  0  0  0
 37 29  1  0  0  0  0
 38 30  1  0  0  0  0
 29 39  1  1  0  0  0
 39 34  2  0  0  0  0
 30 40  1  6  0  0  0
 40 35  2  0  0  0  0
 41 33  1  0  0  0  0
 41 36  2  0  0  0  0
 42 23  1  0  0  0  0
 42 27  1  0  0  0  0
 43 24  1  0  0  0  0
 43 37  1  0  0  0  0
 44 27  2  0  0  0  0
 45 31  1  0  0  0  0
 34 46  1  4  0  0  0
 35 47  1  4  0  0  0
 48 37  2  0  0  0  0
 49 38  2  0  0  0  0
 50 42  1  0  0  0  0
 51 43  1  0  0  0  0
 52 26  1  0  0  0  0
 52 36  1  0  0  0  0
 32 53  1  6  0  0  0
 53 38  1  0  0  0  0
 25 54  1  1  0  0  0
 29 55  1  6  0  0  0
 30 56  1  6  0  0  0
 32 57  1  1  0  0  0
M  END
> <DATABASE_ID>
MMDBc0024748

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@@](CCCCN(O)C(C)=O)(N=C(O)C1=C(C)OC(=N1)C1=CC=CC=C1O)C(=O)O[C@@]([H])(CCCCCCCCC)[C@@]([H])(C)C(O)=N[C@]1([H])CCCCN(O)C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C38H57N5O10/c1-5-6-7-8-9-10-11-22-32(25(2)34(46)39-29-19-14-17-24-43(51)37(29)48)53-38(49)30(20-15-16-23-42(50)27(4)44)40-35(47)33-26(3)52-36(41-33)28-18-12-13-21-31(28)45/h12-13,18,21,25,29-30,32,45,50-51H,5-11,14-17,19-20,22-24H2,1-4H3,(H,39,46)(H,40,47)/t25-,29-,30+,32+/m1/s1

> <INCHI_KEY>
TUZBABROGPEBNJ-OXYYHEDDSA-N

> <FORMULA>
C38H57N5O10

> <MOLECULAR_WEIGHT>
743.899

> <EXACT_MASS>
743.410543055

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
110

> <JCHEM_AVERAGE_POLARIZABILITY>
82.80857470499112

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3S)-N-[(3R)-1-hydroxy-2-oxoazepan-3-yl]-3-{[(2S)-2-({hydroxy[2-(2-hydroxyphenyl)-5-methyl-1,3-oxazol-4-yl]methylidene}amino)-6-(N-hydroxyacetamido)hexanoyl]oxy}-2-methyldodecanimidic acid

> <ALOGPS_LOGP>
4.81

> <JCHEM_LOGP>
6.491335486999997

> <ALOGPS_LOGS>
-4.31

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
7.615344051506626

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.943206163619715

> <JCHEM_PKA_STRONGEST_BASIC>
1.42526865166406

> <JCHEM_POLAR_SURFACE_AREA>
218.81999999999996

> <JCHEM_REFRACTIVITY>
207.19690000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
22

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.65e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3S)-N-[(3R)-1-hydroxy-2-oxoazepan-3-yl]-3-{[(2S)-2-({hydroxy[2-(2-hydroxyphenyl)-5-methyl-1,3-oxazol-4-yl]methylidene}amino)-6-(N-hydroxyacetamido)hexanoyl]oxy}-2-methyldodecanimidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 15-MAY-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-MAY-21         0                                  
HETATM    1  C   UNK     0       0.270  18.002   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.812   7.645   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.652  17.662   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      18.422  17.632   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.765  17.632   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.192  16.152   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.687  15.782   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.114  14.303   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.609  13.933   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.036  12.453   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.531  12.083   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      14.022  23.658   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      13.030  24.836   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      15.628   6.924   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      13.724  14.673   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      15.219  14.303   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      17.028   7.567   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      13.498  22.210   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      14.253   7.617   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      12.656  13.563   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      11.514  24.566   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       7.958  10.604   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      16.287  15.413   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      17.397   9.061   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       9.880   8.754   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       9.927  18.526   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      18.850  16.152   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      11.982  21.940   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      13.938   9.124   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      11.161  13.933   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      10.990  23.118   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       9.453  10.234   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      11.375  18.002   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      11.375   8.384   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      11.802  16.522   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      11.458  20.492   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      14.920  10.311   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      10.094  12.823   0.000  0.00  0.00           C+0
HETATM   39  N   UNK     0      12.443   9.494   0.000  0.00  0.00           N+0
HETATM   40  N   UNK     0      10.734  15.413   0.000  0.00  0.00           N+0
HETATM   41  N   UNK     0      12.321  19.217   0.000  0.00  0.00           N+0
HETATM   42  N   UNK     0      17.782  15.043   0.000  0.00  0.00           N+0
HETATM   43  N   UNK     0      16.459  10.283   0.000  0.00  0.00           N+0
HETATM   44  O   UNK     0      20.345  15.782   0.000  0.00  0.00           O+0
HETATM   45  O   UNK     0       9.474  22.848   0.000  0.00  0.00           O+0
HETATM   46  O   UNK     0      11.802   6.905   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0      13.297  16.152   0.000  0.00  0.00           O+0
HETATM   48  O   UNK     0      14.277  11.710   0.000  0.00  0.00           O+0
HETATM   49  O   UNK     0       8.599  13.193   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0      18.209  13.563   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0      17.153  11.658   0.000  0.00  0.00           O+0
HETATM   52  O   UNK     0       9.978  20.065   0.000  0.00  0.00           O+0
HETATM   53  O   UNK     0      10.521  11.344   0.000  0.00  0.00           O+0
HETATM   54  H   UNK     0       8.385   9.124   0.000  0.00  0.00           H+0
HETATM   55  H   UNK     0      13.456  10.587   0.000  0.00  0.00           H+0
HETATM   56  H   UNK     0      11.589  12.453   0.000  0.00  0.00           H+0
HETATM   57  H   UNK     0      10.948   9.864   0.000  0.00  0.00           H+0
CONECT    1    5                                                            
CONECT    2   25                                                            
CONECT    3   26                                                            
CONECT    4   27                                                            
CONECT    5    1    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   22                                                       
CONECT   12   13   18                                                       
CONECT   13   12   21                                                       
CONECT   14   17   19                                                       
CONECT   15   16   20                                                       
CONECT   16   15   23                                                       
CONECT   17   14   24                                                       
CONECT   18   12   28                                                       
CONECT   19   14   29                                                       
CONECT   20   15   30                                                       
CONECT   21   13   31                                                       
CONECT   22   11   32                                                       
CONECT   23   16   42                                                       
CONECT   24   17   43                                                       
CONECT   25    2   32   34   54                                             
CONECT   26    3   33   52                                                  
CONECT   27    4   42   44                                                  
CONECT   28   18   31   36                                                  
CONECT   29   19   37   39   55                                             
CONECT   30   20   38   40   56                                             
CONECT   31   21   28   45                                                  
CONECT   32   22   25   53   57                                             
CONECT   33   26   35   41                                                  
CONECT   34   25   39   46                                                  
CONECT   35   33   40   47                                                  
CONECT   36   28   41   52                                                  
CONECT   37   29   43   48                                                  
CONECT   38   30   49   53                                                  
CONECT   39   29   34                                                       
CONECT   40   30   35                                                       
CONECT   41   33   36                                                       
CONECT   42   23   27   50                                                  
CONECT   43   24   37   51                                                  
CONECT   44   27                                                            
CONECT   45   31                                                            
CONECT   46   34                                                            
CONECT   47   35                                                            
CONECT   48   37                                                            
CONECT   49   38                                                            
CONECT   50   42                                                            
CONECT   51   43                                                            
CONECT   52   26   36                                                       
CONECT   53   32   38                                                       
CONECT   54   25                                                            
CONECT   55   29                                                            
CONECT   56   30                                                            
CONECT   57   32                                                            
MASTER        0    0    0    0    0    0    0    0   57    0  118    0
END

Synonyms

Not Available

Chemical Formula

C₃₈H₅₇N₅O₁₀

Average Molecular Weight

743.899

Monoisotopic Molecular Weight

743.410543055

IUPAC Name

(2R,3S)-N-[(3R)-1-hydroxy-2-oxoazepan-3-yl]-3-{[(2S)-2-({hydroxy[2-(2-hydroxyphenyl)-5-methyl-1,3-oxazol-4-yl]methylidene}amino)-6-(N-hydroxyacetamido)hexanoyl]oxy}-2-methyldodecanimidic acid

Traditional Name

(2R,3S)-N-[(3R)-1-hydroxy-2-oxoazepan-3-yl]-3-{[(2S)-2-({hydroxy[2-(2-hydroxyphenyl)-5-methyl-1,3-oxazol-4-yl]methylidene}amino)-6-(N-hydroxyacetamido)hexanoyl]oxy}-2-methyldodecanimidic acid

CAS Registry Number

Not Available

SMILES

[H][C@@](CCCCN(O)C(C)=O)(N=C(O)C1=C(C)OC(=N1)C1=CC=CC=C1O)C(=O)O[C@@]([H])(CCCCCCCCC)[C@@]([H])(C)C(O)=N[C@]1([H])CCCCN(O)C1=O

InChI Identifier

InChI=1S/C38H57N5O10/c1-5-6-7-8-9-10-11-22-32(25(2)34(46)39-29-19-14-17-24-43(51)37(29)48)53-38(49)30(20-15-16-23-42(50)27(4)44)40-35(47)33-26(3)52-36(41-33)28-18-12-13-21-31(28)45/h12-13,18,21,25,29-30,32,45,50-51H,5-11,14-17,19-20,22-24H2,1-4H3,(H,39,46)(H,40,47)/t25-,29-,30+,32+/m1/s1

InChI Key

TUZBABROGPEBNJ-OXYYHEDDSA-N

Chemical Taxonomy

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.036 g/L	ALOGPS
logP	4.81	ALOGPS
logP	6.49	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	4.94	ChemAxon
pKa (Strongest Basic)	1.43	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	218.82 Å²	ChemAxon
Rotatable Bond Count	22	ChemAxon
Refractivity	207.2 m³·mol⁻¹	ChemAxon
Polarizability	82.81 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Not Available

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Proteins

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Not Available

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Related Health Condition	Evidence Type	Measured in Matrix	Data Source	Reference

Microbial Sources

Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
	Actinobacteria	1		Metabolic reconstruction

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference	Details

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

Not Available

References

Synthesis Reference

Not Available

General References

van Santen JA, Poynton EF, Iskakova D, McMann E, Alsup TA, Clark TN, Fergusson CH, Fewer DP, Hughes AH, McCadden CA, Parra J, Soldatou S, Rudolf JD, Janssen EM, Duncan KR, Linington RG: The Natural Products Atlas 2.0: a database of microbially-derived natural products. Nucleic Acids Res. 2022 Jan 7;50(D1):D1317-D1323. doi: 10.1093/nar/gkab941. [PubMed:34718710 ]

Showing metabocard for Nocobactin NA 10152B (MMDBc0024748)

MOL for #<Metabolite:0x000055b76c61cbb8>

3D MOL for #<Metabolite:0x000055b76c61cbb8>

3D SDF for #<Metabolite:0x000055b76c61cbb8>

3D-SDF for #<Metabolite:0x000055b76c61cbb8>

PDB for #<Metabolite:0x000055b76c61cbb8>

3D PDB for #<Metabolite:0x000055b76c61cbb8>

SMILES for #<Metabolite:0x000055b76c61cbb8>

INCHI for #<Metabolite:0x000055b76c61cbb8>

Structure for #<Metabolite:0x000055b76c61cbb8>

3D Structure for #<Metabolite:0x000055b76c61cbb8>