MiMeDB: Showing metabocard for (S)-methyl-2-acetamido-4-(2-(methylamino)phenyl)-4-oxobutanoate (MMDBc0026377)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-15 16:01:48 UTC

Update Date

2022-08-31 06:52:01 UTC

Metabolite ID

MMDBc0026377

Metabolite Identification

Common Name

(S)-methyl-2-acetamido-4-(2-(methylamino)phenyl)-4-oxobutanoate

Description

(S)-methyl-2-acetamido-4-(2-(methylamino)phenyl)-4-oxobutanoate belongs to the class of organic compounds known as n-acyl-alpha amino acids and derivatives. N-acyl-alpha amino acids and derivatives are compounds containing an alpha amino acid (or a derivative thereof) which bears an acyl group at its terminal nitrogen atom. Based on a literature review very few articles have been published on (S)-methyl-2-acetamido-4-(2-(methylamino)phenyl)-4-oxobutanoate.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152118012D          

 21 21  0  0  1  0            999 V2000
    0.3020    2.3941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    5.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    5.2520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520    3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6645    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4270    3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520    5.2520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.1086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4270    5.2520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520    3.8230    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1895    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145    5.9664    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    3.1086    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    3.8230    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    5.2520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520    5.2520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    4.5375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  2  0  0  0  0
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
  9  1  1  4  0  0  0
 10  6  2  0  0  0  0
 11  7  2  0  0  0  0
 11 10  1  0  0  0  0
 12  8  1  0  0  0  0
 13  8  1  0  0  0  0
 13 10  1  0  0  0  0
 14 12  1  0  0  0  0
 15  2  1  0  0  0  0
 15 11  1  0  0  0  0
 16  9  2  0  0  0  0
 12 16  1  1  0  0  0
 17  9  1  0  0  0  0
 18 13  2  0  0  0  0
 19 14  2  0  0  0  0
 20  3  1  0  0  0  0
 20 14  1  0  0  0  0
 12 21  1  1  0  0  0
M  END
> <DATABASE_ID>
MMDBc0026377

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@@](CC(=O)C1=CC=CC=C1NC)(N=C(C)O)C(=O)OC

> <INCHI_IDENTIFIER>
InChI=1S/C14H18N2O4/c1-9(17)16-12(14(19)20-3)8-13(18)10-6-4-5-7-11(10)15-2/h4-7,12,15H,8H2,1-3H3,(H,16,17)/t12-/m0/s1

> <INCHI_KEY>
MJJGMIZYROXQLJ-LBPRGKRZSA-N

> <FORMULA>
C14H18N2O4

> <MOLECULAR_WEIGHT>
278.308

> <EXACT_MASS>
278.126657068

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
28.871523271781633

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-[(2S)-1-methoxy-4-[2-(methylamino)phenyl]-1,4-dioxobutan-2-yl]ethanimidic acid

> <ALOGPS_LOGP>
1.32

> <JCHEM_LOGP>
1.440838737666667

> <ALOGPS_LOGS>
-2.79

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.396929502580655

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.875911929282271

> <JCHEM_PKA_STRONGEST_BASIC>
2.805075858455609

> <JCHEM_POLAR_SURFACE_AREA>
87.99000000000001

> <JCHEM_REFRACTIVITY>
75.2782

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.48e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-[(2S)-1-methoxy-4-[2-(methylamino)phenyl]-1,4-dioxobutan-2-yl]ethanimidic 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       0.564   4.469   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.954  11.137   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.564   9.804   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.804   7.136   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.574   8.470   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.264   7.136   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.804   9.804   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.184   7.136   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334   5.803   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.494   8.470   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.264   9.804   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.644   7.136   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.954   8.470   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.874   8.470   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0       7.494  11.137   0.000  0.00  0.00           N+0
HETATM   16  N   UNK     0       2.874   5.803   0.000  0.00  0.00           N+0
HETATM   17  O   UNK     0       0.564   7.136   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       5.184   9.804   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       3.644   9.804   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       1.334   8.470   0.000  0.00  0.00           O+0
HETATM   21  H   UNK     0       4.414   8.470   0.000  0.00  0.00           H+0
CONECT    1    9                                                            
CONECT    2   15                                                            
CONECT    3   20                                                            
CONECT    4    5    6                                                       
CONECT    5    4    7                                                       
CONECT    6    4   10                                                       
CONECT    7    5   11                                                       
CONECT    8   12   13                                                       
CONECT    9    1   16   17                                                  
CONECT   10    6   11   13                                                  
CONECT   11    7   10   15                                                  
CONECT   12    8   14   16   21                                             
CONECT   13    8   10   18                                                  
CONECT   14   12   19   20                                                  
CONECT   15    2   11                                                       
CONECT   16    9   12                                                       
CONECT   17    9                                                            
CONECT   18   13                                                            
CONECT   19   14                                                            
CONECT   20    3   14                                                       
CONECT   21   12                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   42    0
END

Synonyms

Value	Source
(S)-Methyl-2-acetamido-4-(2-(methylamino)phenyl)-4-oxobutanoic acid	Generator

Molecular Formula

C₁₄H₁₈N₂O₄

Average Mass

278.308

Monoisotopic Mass

278.126657068

IUPAC Name

N-[(2S)-1-methoxy-4-[2-(methylamino)phenyl]-1,4-dioxobutan-2-yl]ethanimidic acid

Traditional Name

N-[(2S)-1-methoxy-4-[2-(methylamino)phenyl]-1,4-dioxobutan-2-yl]ethanimidic acid

CAS Registry Number

Not Available

SMILES

[H][C@@](CC(=O)C1=CC=CC=C1NC)(N=C(C)O)C(=O)OC

InChI Identifier

InChI=1S/C14H18N2O4/c1-9(17)16-12(14(19)20-3)8-13(18)10-6-4-5-7-11(10)15-2/h4-7,12,15H,8H2,1-3H3,(H,16,17)/t12-/m0/s1

InChI Key

MJJGMIZYROXQLJ-LBPRGKRZSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-acyl-alpha amino acids and derivatives. N-acyl-alpha amino acids and derivatives are compounds containing an alpha amino acid (or a derivative thereof) which bears an acyl group at its terminal nitrogen atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

N-acyl-alpha amino acids and derivatives

Alternative Parents

Substituents

Alkyl-phenylketone
N-acyl-alpha amino acid or derivatives
Alpha-amino acid ester
Butyrophenone
Phenylketone
Phenylalkylamine
Aniline or substituted anilines
Aryl alkyl ketone
Aryl ketone
Gamma-keto acid
Benzoyl
Secondary aliphatic/aromatic amine
Fatty acid ester
Fatty acyl
Benzenoid
Keto acid
Monocyclic benzene moiety
Vinylogous amide
Methyl ester
Ketone
Carboxylic acid ester
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Secondary amine
Monocarboxylic acid or derivatives
Carboximidic acid derivative
Carboximidic acid
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Amine
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.45 g/L	ALOGPS
logP	1.32	ALOGPS
logP	1.44	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	5.88	ChemAxon
pKa (Strongest Basic)	2.81	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	87.99 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	75.28 m³·mol⁻¹	ChemAxon
Polarizability	28.87 Å³	ChemAxon
Number of Rings	1	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

75715000

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

146682994

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)-methyl-2-acetamido-4-(2-(methylamino)phenyl)-4-oxobutanoate (MMDBc0026377)

MOL for #<Metabolite:0x00007f46bd6acb78>

3D MOL for #<Metabolite:0x00007f46bd6acb78>

3D SDF for #<Metabolite:0x00007f46bd6acb78>

3D-SDF for #<Metabolite:0x00007f46bd6acb78>

PDB for #<Metabolite:0x00007f46bd6acb78>

3D PDB for #<Metabolite:0x00007f46bd6acb78>

SMILES for #<Metabolite:0x00007f46bd6acb78>

INCHI for #<Metabolite:0x00007f46bd6acb78>

Structure for #<Metabolite:0x00007f46bd6acb78>

3D Structure for #<Metabolite:0x00007f46bd6acb78>