MiMeDB: Showing metabocard for finafloxacin (MMDBc0032895)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-18 22:56:50 UTC

Update Date

2022-08-31 21:45:18 UTC

Metabolite ID

MMDBc0032895

Metabolite Identification

Common Name

finafloxacin

Description

A quinolone that is 4-oxo-1,4-dihydroquinoline-3-carboxylic acid which is substituted at positions 1, 6, 7 and 8 by cyclopropyl, fluoro, hexahydropyrrolo[3,4-b][1,4]oxazin-6-yl and cyano groups respectively; an antibiotic used for treatment of acut

Structure

MOL SDF PDB SMILES InChI

 
  Mrv1533004301518312D          

 31 35  0  0  1  0            999 V2000
   21.6997  -16.5816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4010  -16.9941    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.9985  -16.9941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6997  -15.7566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4010  -17.8192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1435  -16.5816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2559  -16.5816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4010  -15.3441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9985  -15.3441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8135  -18.5204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9885  -18.5204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1435  -15.7566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5960  -17.1179    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.2559  -15.7566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4010  -14.5603    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.8448  -15.3441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1009  -16.4578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1009  -17.7779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5546  -15.3441    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   24.5461  -15.7566    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.8448  -14.5603    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.3172  -16.7054    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   18.3172  -17.5304    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   17.5746  -16.2929    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6159  -17.9429    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.8733  -16.7054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8733  -17.5304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3172  -18.3555    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   18.3172  -15.8803    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   21.0086  -17.8191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0086  -18.6441    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  2  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  1  0  0  0  0
  4  8  1  0  0  0  0
  4  9  2  0  0  0  0
  5 10  1  0  0  0  0
  5 11  1  0  0  0  0
  6 12  2  0  0  0  0
  7 13  1  0  0  0  0
  7 14  2  0  0  0  0
  8 15  2  0  0  0  0
 12 16  1  0  0  0  0
 13 17  1  0  0  0  0
 13 18  1  0  0  0  0
 14 19  1  0  0  0  0
 16 20  1  0  0  0  0
 16 21  2  0  0  0  0
 17 22  1  0  0  0  0
 18 23  1  0  0  0  0
 22 24  1  0  0  0  0
 23 25  1  0  0  0  0
 24 26  1  0  0  0  0
 25 27  1  0  0  0  0
  8 12  1  0  0  0  0
  9 14  1  0  0  0  0
 10 11  1  0  0  0  0
 22 23  1  0  0  0  0
 26 27  1  0  0  0  0
 23 28  1  1  0  0  0
 22 29  1  6  0  0  0
  3 30  1  0  0  0  0
 30 31  3  0  0  0  0
M  END

 
  Mrv1533004301518312D          

 31 35  0  0  1  0            999 V2000
   21.6997  -16.5816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4010  -16.9941    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.9985  -16.9941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6997  -15.7566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4010  -17.8192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1435  -16.5816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2559  -16.5816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4010  -15.3441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9985  -15.3441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8135  -18.5204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9885  -18.5204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1435  -15.7566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5960  -17.1179    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.2559  -15.7566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4010  -14.5603    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.8448  -15.3441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1009  -16.4578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1009  -17.7779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5546  -15.3441    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   24.5461  -15.7566    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.8448  -14.5603    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.3172  -16.7054    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   18.3172  -17.5304    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   17.5746  -16.2929    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6159  -17.9429    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.8733  -16.7054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8733  -17.5304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3172  -18.3555    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   18.3172  -15.8803    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   21.0086  -17.8191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0086  -18.6441    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  2  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  1  0  0  0  0
  4  8  1  0  0  0  0
  4  9  2  0  0  0  0
  5 10  1  0  0  0  0
  5 11  1  0  0  0  0
  6 12  2  0  0  0  0
  7 13  1  0  0  0  0
  7 14  2  0  0  0  0
  8 15  2  0  0  0  0
 12 16  1  0  0  0  0
 13 17  1  0  0  0  0
 13 18  1  0  0  0  0
 14 19  1  0  0  0  0
 16 20  1  0  0  0  0
 16 21  2  0  0  0  0
 17 22  1  0  0  0  0
 18 23  1  0  0  0  0
 22 24  1  0  0  0  0
 23 25  1  0  0  0  0
 24 26  1  0  0  0  0
 25 27  1  0  0  0  0
  8 12  1  0  0  0  0
  9 14  1  0  0  0  0
 10 11  1  0  0  0  0
 22 23  1  0  0  0  0
 26 27  1  0  0  0  0
 23 28  1  1  0  0  0
 22 29  1  6  0  0  0
  3 30  1  0  0  0  0
 30 31  3  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0032895

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@]12CN(C[C@]1([H])OCCN2)C1=C(F)C=C2C(=O)C(=CN(C3CC3)C2=C1C#N)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H19FN4O4/c21-14-5-11-17(25(10-1-2-10)7-13(19(11)26)20(27)28)12(6-22)18(14)24-8-15-16(9-24)29-4-3-23-15/h5,7,10,15-16,23H,1-4,8-9H2,(H,27,28)/t15-,16-/m0/s1

> <INCHI_KEY>
FYMHQCNFKNMJAV-HOTGVXAUSA-N

> <FORMULA>
C20H19FN4O4

> <MOLECULAR_WEIGHT>
398.394

> <EXACT_MASS>
398.139033271

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
48

> <JCHEM_AVERAGE_POLARIZABILITY>
39.74994819660739

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
7-[(4aS,7aS)-octahydropyrrolo[3,4-b]morpholin-6-yl]-8-cyano-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

> <ALOGPS_LOGP>
-0.59

> <JCHEM_LOGP>
-1.0753612003166761

> <ALOGPS_LOGS>
-3.28

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.520373409118642

> <JCHEM_PKA_STRONGEST_BASIC>
7.539196803096164

> <JCHEM_POLAR_SURFACE_AREA>
105.9

> <JCHEM_REFRACTIVITY>
102.0759

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.08e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7-[(4aS,7aS)-hexahydro-2H-pyrrolo[3,4-b]morpholin-6-yl]-8-cyano-1-cyclopropyl-6-fluoro-4-oxoquinoline-3-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 30-APR-15   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   30-APR-15         0                                  
HETATM    1  C   UNK     0      40.506 -30.952   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0      41.815 -31.722   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0      39.197 -31.722   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      40.506 -29.412   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      41.815 -33.262   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      43.201 -30.952   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      37.811 -30.952   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      41.815 -28.642   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      39.197 -28.642   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      42.585 -34.571   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      41.045 -34.571   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      43.201 -29.412   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0      36.579 -31.953   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0      37.811 -29.412   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      41.815 -27.179   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      44.510 -28.642   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      35.655 -30.721   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      35.655 -33.185   0.000  0.00  0.00           C+0
HETATM   19  F   UNK     0      36.502 -28.642   0.000  0.00  0.00           F+0
HETATM   20  O   UNK     0      45.819 -29.412   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      44.510 -27.179   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      34.192 -31.183   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      34.192 -32.723   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      32.806 -30.413   0.000  0.00  0.00           O+0
HETATM   25  N   UNK     0      32.883 -33.493   0.000  0.00  0.00           N+0
HETATM   26  C   UNK     0      31.497 -31.183   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      31.497 -32.723   0.000  0.00  0.00           C+0
HETATM   28  H   UNK     0      34.192 -34.264   0.000  0.00  0.00           H+0
HETATM   29  H   UNK     0      34.192 -29.643   0.000  0.00  0.00           H+0
HETATM   30  C   UNK     0      39.216 -33.262   0.000  0.00  0.00           C+0
HETATM   31  N   UNK     0      39.216 -34.802   0.000  0.00  0.00           N+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5    6                                                  
CONECT    3    1    7   30                                                  
CONECT    4    1    8    9                                                  
CONECT    5    2   10   11                                                  
CONECT    6    2   12                                                       
CONECT    7    3   13   14                                                  
CONECT    8    4   15   12                                                  
CONECT    9    4   14                                                       
CONECT   10    5   11                                                       
CONECT   11    5   10                                                       
CONECT   12    6   16    8                                                  
CONECT   13    7   17   18                                                  
CONECT   14    7   19    9                                                  
CONECT   15    8                                                            
CONECT   16   12   20   21                                                  
CONECT   17   13   22                                                       
CONECT   18   13   23                                                       
CONECT   19   14                                                            
CONECT   20   16                                                            
CONECT   21   16                                                            
CONECT   22   17   24   23   29                                             
CONECT   23   18   25   22   28                                             
CONECT   24   22   26                                                       
CONECT   25   23   27                                                       
CONECT   26   24   27                                                       
CONECT   27   25   26                                                       
CONECT   28   23                                                            
CONECT   29   22                                                            
CONECT   30    3   31                                                       
CONECT   31   30                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   70    0
END

Synonyms

Value	Source
Xtoro	ChEBI

Molecular Formula

C₂₀H₁₉FN₄O₄

Average Mass

398.394

Monoisotopic Mass

398.139033271

IUPAC Name

7-[(4aS,7aS)-octahydropyrrolo[3,4-b]morpholin-6-yl]-8-cyano-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

Traditional Name

7-[(4aS,7aS)-hexahydro-2H-pyrrolo[3,4-b]morpholin-6-yl]-8-cyano-1-cyclopropyl-6-fluoro-4-oxoquinoline-3-carboxylic acid

CAS Registry Number

Not Available

SMILES

[H][C@]12CN(C[C@]1([H])OCCN2)C1=C(F)C=C2C(=O)C(=CN(C3CC3)C2=C1C#N)C(O)=O

InChI Identifier

InChI=1S/C20H19FN4O4/c21-14-5-11-17(25(10-1-2-10)7-13(19(11)26)20(27)28)12(6-22)18(14)24-8-15-16(9-24)29-4-3-23-15/h5,7,10,15-16,23H,1-4,8-9H2,(H,27,28)/t15-,16-/m0/s1

InChI Key

FYMHQCNFKNMJAV-HOTGVXAUSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as quinoline carboxylic acids. These are quinolines in which the quinoline ring system is substituted by a carboxyl group at one or more positions.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolines and derivatives

Sub Class

Quinoline carboxylic acids

Direct Parent

Quinoline carboxylic acids

Alternative Parents

Substituents

Quinoline-3-carboxylic acid
Fluoroquinolone
Aminoquinoline
Haloquinoline
Dihydroquinolone
Dihydroquinoline
Pyridine carboxylic acid
Pyridine carboxylic acid or derivatives
Tertiary aliphatic/aromatic amine
Dialkylarylamine
Benzenoid
Aryl fluoride
Aryl halide
Pyridine
Morpholine
Oxazinane
Vinylogous amide
Heteroaromatic compound
Pyrrolidine
Amino acid or derivatives
Tertiary amine
Amino acid
Oxacycle
Azacycle
Secondary amine
Carboxylic acid derivative
Carboxylic acid
Dialkyl ether
Secondary aliphatic amine
Ether
Monocarboxylic acid or derivatives
Carbonitrile
Nitrile
Organic oxygen compound
Organopnictogen compound
Organic oxide
Organic nitrogen compound
Hydrocarbon derivative
Amine
Organohalogen compound
Organofluoride
Organonitrogen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

organofluorine compound (CHEBI:85176 )
tertiary amino compound (CHEBI:85176 )
monocarboxylic acid (CHEBI:85176 )
secondary amino compound (CHEBI:85176 )
nitrile (CHEBI:85176 )
cyclopropanes (CHEBI:85176 )
quinolone (CHEBI:85176 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.21 g/L	ALOGPS
logP	-0.59	ALOGPS
logP	-1.1	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	4.52	ChemAxon
pKa (Strongest Basic)	7.54	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	105.9 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	102.08 m³·mol⁻¹	ChemAxon
Polarizability	39.75 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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

Not Available

Biospecimen Locations

Not Available

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

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	1	Human	Unknown

Exposure Sources

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

External Links

HMDB ID

Not Available

DrugBank ID

DB09047

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Finafloxacin

METLIN ID

Not Available

PubChem Compound

11567473

PDB ID

Not Available

ChEBI ID

85176

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

Not Available

General References

Huang W, Brewer LK, Jones JW, Nguyen AT, Marcu A, Wishart DS, Oglesby-Sherrouse AG, Kane MA, Wilks A: PAMDB: a comprehensive Pseudomonas aeruginosa metabolome database. Nucleic Acids Res. 2018 Jan 4;46(D1):D575-D580. doi: 10.1093/nar/gkx1061. [PubMed:29106626 ]

Showing metabocard for finafloxacin (MMDBc0032895)

MOL for #<Metabolite:0x0000560be1d13f60>

3D MOL for #<Metabolite:0x0000560be1d13f60>

3D SDF for #<Metabolite:0x0000560be1d13f60>

3D-SDF for #<Metabolite:0x0000560be1d13f60>

PDB for #<Metabolite:0x0000560be1d13f60>

3D PDB for #<Metabolite:0x0000560be1d13f60>

SMILES for #<Metabolite:0x0000560be1d13f60>

INCHI for #<Metabolite:0x0000560be1d13f60>

Structure for #<Metabolite:0x0000560be1d13f60>

3D Structure for #<Metabolite:0x0000560be1d13f60>