MiMeDB: Showing metabocard for (S)-2-(2-oxo-1,2-dihydroquinoline-4-carboxamido)succinic acid (MMDBc0008359)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-15 01:14:04 UTC

Update Date

2022-08-31 06:28:28 UTC

Metabolite ID

MMDBc0008359

Metabolite Identification

Common Name

(S)-2-(2-oxo-1,2-dihydroquinoline-4-carboxamido)succinic acid

Description

CHEMBL2419348 belongs to the class of organic compounds known as aspartic acid and derivatives. Aspartic acid and derivatives are compounds containing an aspartic acid or a derivative thereof resulting from reaction of aspartic acid at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. Based on a literature review very few articles have been published on CHEMBL2419348.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152103142D          

 23 24  0  0  1  0            999 V2000
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8579   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  7  3  2  0  0  0  0
  8  5  2  0  0  0  0
  8  7  1  0  0  0  0
  9  4  2  0  0  0  0
  9  7  1  0  0  0  0
 10  6  1  0  0  0  0
 11  5  1  0  0  0  0
 12  6  1  0  0  0  0
 13  8  1  0  0  0  0
 14 10  1  0  0  0  0
 15  9  1  0  0  0  0
 15 11  2  0  0  0  0
 10 16  1  6  0  0  0
 16 13  2  0  0  0  0
 17 11  1  0  0  0  0
 18 12  2  0  0  0  0
 19 12  1  0  0  0  0
 13 20  1  4  0  0  0
 21 14  2  0  0  0  0
 22 14  1  0  0  0  0
 10 23  1  6  0  0  0
M  END
> <DATABASE_ID>
MMDBc0008359

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@@](CC(O)=O)(N=C(O)C1=CC(O)=NC2=CC=CC=C12)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C14H12N2O6/c17-11-5-8(7-3-1-2-4-9(7)15-11)13(20)16-10(14(21)22)6-12(18)19/h1-5,10H,6H2,(H,15,17)(H,16,20)(H,18,19)(H,21,22)/t10-/m0/s1

> <INCHI_KEY>
BYSCNVOECWFNOS-JTQLQIEISA-N

> <FORMULA>
C14H12N2O6

> <MOLECULAR_WEIGHT>
304.258

> <EXACT_MASS>
304.069536114

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
34

> <JCHEM_AVERAGE_POLARIZABILITY>
28.210500778591268

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S)-2-{[hydroxy(2-hydroxyquinolin-4-yl)methylidene]amino}butanedioic acid

> <ALOGPS_LOGP>
0.91

> <JCHEM_LOGP>
1.7206488073333335

> <ALOGPS_LOGS>
-3.03

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
5.029199277032315

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.321072974119476

> <JCHEM_PKA_STRONGEST_BASIC>
0.8795302813909206

> <JCHEM_POLAR_SURFACE_AREA>
140.31

> <JCHEM_REFRACTIVITY>
73.3844

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.86e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-{[hydroxy(2-hydroxyquinolin-4-yl)methylidene]amino}butanedioic 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      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.667   3.080   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.334   0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.001   2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  -3.850   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.667  -1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.001   0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -5.335  -1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000  -6.160   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0      -5.335  -0.000   0.000  0.00  0.00           N+0
HETATM   16  N   UNK     0      -1.334  -3.850   0.000  0.00  0.00           N+0
HETATM   17  O   UNK     0      -6.668  -2.310   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       4.001  -3.850   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       2.667  -6.160   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       0.000  -1.540   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       1.334  -6.930   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -1.334  -6.930   0.000  0.00  0.00           O+0
HETATM   23  H   UNK     0       1.334  -5.390   0.000  0.00  0.00           H+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1    7                                                       
CONECT    4    2    9                                                       
CONECT    5    8   11                                                       
CONECT    6   10   12                                                       
CONECT    7    3    8    9                                                  
CONECT    8    5    7   13                                                  
CONECT    9    4    7   15                                                  
CONECT   10    6   14   16   23                                             
CONECT   11    5   15   17                                                  
CONECT   12    6   18   19                                                  
CONECT   13    8   16   20                                                  
CONECT   14   10   21   22                                                  
CONECT   15    9   11                                                       
CONECT   16   10   13                                                       
CONECT   17   11                                                            
CONECT   18   12                                                            
CONECT   19   12                                                            
CONECT   20   13                                                            
CONECT   21   14                                                            
CONECT   22   14                                                            
CONECT   23   10                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   48    0
END

Synonyms

Not Available

Molecular Formula

C₁₄H₁₂N₂O₆

Average Mass

304.258

Monoisotopic Mass

304.069536114

IUPAC Name

(2S)-2-{[hydroxy(2-hydroxyquinolin-4-yl)methylidene]amino}butanedioic acid

Traditional Name

(2S)-2-{[hydroxy(2-hydroxyquinolin-4-yl)methylidene]amino}butanedioic acid

CAS Registry Number

Not Available

SMILES

[H][C@@](CC(O)=O)(N=C(O)C1=CC(O)=NC2=CC=CC=C12)C(O)=O

InChI Identifier

InChI=1S/C14H12N2O6/c17-11-5-8(7-3-1-2-4-9(7)15-11)13(20)16-10(14(21)22)6-12(18)19/h1-5,10H,6H2,(H,15,17)(H,16,20)(H,18,19)(H,21,22)/t10-/m0/s1

InChI Key

BYSCNVOECWFNOS-JTQLQIEISA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aspartic acid and derivatives. Aspartic acid and derivatives are compounds containing an aspartic acid or a derivative thereof resulting from reaction of aspartic acid at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Aspartic acid and derivatives

Alternative Parents

Substituents

Aspartic acid or derivatives
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Quinoline-4-carboxamide
Dihydroquinolone
Dihydroquinoline
Quinoline
Pyridine carboxylic acid or derivatives
Pyridinone
Dicarboxylic acid or derivatives
Pyridine
Benzenoid
Heteroaromatic compound
Lactam
Carboxamide group
Secondary carboxylic acid amide
Azacycle
Carboxylic acid
Organoheterocyclic compound
Carbonyl group
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.29 g/L	ALOGPS
logP	0.91	ALOGPS
logP	1.72	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	3.32	ChemAxon
pKa (Strongest Basic)	0.88	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	140.31 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	73.38 m³·mol⁻¹	ChemAxon
Polarizability	28.21 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	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

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Not Available

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
Eukaryota/Fungi	Ascomycota	2	Human feces; Human sputum; Human	Metabolic reconstruction

Exposure Sources

Source Type	Source Sub-type	Species	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

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

30819427

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

73350744

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

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 (S)-2-(2-oxo-1,2-dihydroquinoline-4-carboxamido)succinic acid (MMDBc0008359)

MOL for #<Metabolite:0x00007f46ca9905a8>

3D MOL for #<Metabolite:0x00007f46ca9905a8>

3D SDF for #<Metabolite:0x00007f46ca9905a8>

3D-SDF for #<Metabolite:0x00007f46ca9905a8>

PDB for #<Metabolite:0x00007f46ca9905a8>

3D PDB for #<Metabolite:0x00007f46ca9905a8>

SMILES for #<Metabolite:0x00007f46ca9905a8>

INCHI for #<Metabolite:0x00007f46ca9905a8>

Structure for #<Metabolite:0x00007f46ca9905a8>

3D Structure for #<Metabolite:0x00007f46ca9905a8>