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Showing metabocard for (2S)-2-Amino-3-[(2-chloroacetyl)amino]propanoic acid (HMDB0243596)

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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-10 20:50:58 UTC
Update Date2021-09-26 22:50:44 UTC
HMDB IDHMDB0243596
Secondary Accession NumbersNone
Metabolite Identification
Common Name(2S)-2-Amino-3-[(2-chloroacetyl)amino]propanoic acid
Description(2S)-2-Amino-3-[(2-chloroacetyl)amino]propanoic acid belongs to the class of organic compounds known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon). Based on a literature review very few articles have been published on (2S)-2-Amino-3-[(2-chloroacetyl)amino]propanoic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). (2s)-2-amino-3-[(2-chloroacetyl)amino]propanoic acid is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically (2S)-2-Amino-3-[(2-chloroacetyl)amino]propanoic acid is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0243596 ((2S)-2-Amino-3-[(2-chloroacetyl)amino]propanoic acid)

  Mrv1652309102122512D          

 11 10  0  0  0  0            999 V2000
    3.1895    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0461    1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605    2.6664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    0.6039    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    1.4289    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    2.6664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474    1.8414    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  2  6  1  0  0  0  0
  1  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
M  END
Download

3D MOL for HMDB0243596 ((2S)-2-Amino-3-[(2-chloroacetyl)amino]propanoic acid)

HMDB0243596
     RDKit          3D
(2S)-2-Amino-3-[(2-chloroacetyl)amino]propanoic acid
 20 19  0  0  0  0  0  0  0  0999 V2000
   -2.4713   -1.2374    1.0892 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6420   -0.1708    0.5003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2245   -0.6711    0.5729 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7366    0.2362    0.0445 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1106   -0.0927    0.0416 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4492   -1.2029    0.5170 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1802    0.7781   -0.4821 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6012    2.3011   -1.1215 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.0909    0.1628   -0.8533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0683   -0.4496   -1.3525 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4824    1.1374   -1.6275 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2004   -2.1748    0.6764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1644   -1.3081    2.1018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8011    0.7201    1.1428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0119   -0.8562    1.6575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2144   -1.6624    0.0414 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4705    1.1607   -0.3526 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8788    0.9958    0.3587 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7898    0.2520   -1.2729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8454    2.0816   -1.6817 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  2  9  1  0
  9 10  2  0
  9 11  1  0
  1 12  1  0
  1 13  1  0
  2 14  1  0
  3 15  1  0
  3 16  1  0
  4 17  1  0
  7 18  1  0
  7 19  1  0
 11 20  1  0
M  END
Download

3D SDF for HMDB0243596 ((2S)-2-Amino-3-[(2-chloroacetyl)amino]propanoic acid)

  Mrv1652309102122512D          

 11 10  0  0  0  0            999 V2000
    3.1895    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0461    1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605    2.6664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    0.6039    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    1.4289    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    2.6664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474    1.8414    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  2  6  1  0  0  0  0
  1  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0243596

> <DATABASE_NAME>
hmdb

> <SMILES>
NC(CNC(=O)CCl)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C5H9ClN2O3/c6-1-4(9)8-2-3(7)5(10)11/h3H,1-2,7H2,(H,8,9)(H,10,11)

> <INCHI_KEY>
FOJRYNHRKWPSMC-UHFFFAOYSA-N

> <FORMULA>
C5H9ClN2O3

> <MOLECULAR_WEIGHT>
180.59

> <EXACT_MASS>
180.0301699

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
20

> <JCHEM_AVERAGE_POLARIZABILITY>
16.046744444864164

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-amino-3-(2-chloroacetamido)propanoic acid

> <ALOGPS_LOGP>
-2.74

> <JCHEM_LOGP>
-3.637788483130377

> <ALOGPS_LOGS>
-0.67

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.93535744611803

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8041889724922373

> <JCHEM_PKA_STRONGEST_BASIC>
8.5021166241927

> <JCHEM_POLAR_SURFACE_AREA>
92.41999999999999

> <JCHEM_REFRACTIVITY>
37.895500000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.84e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-amino-3-(2-chloroacetamido)propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0243596 ((2S)-2-Amino-3-[(2-chloroacetyl)amino]propanoic acid)

HMDB0243596
     RDKit          3D
(2S)-2-Amino-3-[(2-chloroacetyl)amino]propanoic acid
 20 19  0  0  0  0  0  0  0  0999 V2000
   -2.4713   -1.2374    1.0892 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6420   -0.1708    0.5003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2245   -0.6711    0.5729 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7366    0.2362    0.0445 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1106   -0.0927    0.0416 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4492   -1.2029    0.5170 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1802    0.7781   -0.4821 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6012    2.3011   -1.1215 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.0909    0.1628   -0.8533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0683   -0.4496   -1.3525 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4824    1.1374   -1.6275 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2004   -2.1748    0.6764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1644   -1.3081    2.1018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8011    0.7201    1.1428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0119   -0.8562    1.6575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2144   -1.6624    0.0414 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4705    1.1607   -0.3526 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8788    0.9958    0.3587 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7898    0.2520   -1.2729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8454    2.0816   -1.6817 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  2  9  1  0
  9 10  2  0
  9 11  1  0
  1 12  1  0
  1 13  1  0
  2 14  1  0
  3 15  1  0
  3 16  1  0
  4 17  1  0
  7 18  1  0
  7 19  1  0
 11 20  1  0
M  END
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PDB for HMDB0243596 ((2S)-2-Amino-3-[(2-chloroacetyl)amino]propanoic acid)

HEADER    PROTEIN                                 10-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-21         0                                  
HETATM    1  C   UNK     0       5.954   3.437   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.620   2.667   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.286   3.437   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       1.953   2.667   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0       3.286   4.977   0.000  0.00  0.00           O+0
HETATM    6  N   UNK     0       4.620   1.127   0.000  0.00  0.00           N+0
HETATM    7  N   UNK     0       7.287   2.667   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       8.621   3.437   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       8.621   4.977   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       9.955   2.667   0.000  0.00  0.00           C+0
HETATM   11 Cl   UNK     0      11.288   3.437   0.000  0.00  0.00          Cl+0
CONECT    1    2    7                                                       
CONECT    2    1    3    6                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3                                                            
CONECT    6    2                                                            
CONECT    7    1    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10                                                            
MASTER        0    0    0    0    0    0    0    0   11    0   20    0
END
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3D PDB for HMDB0243596 ((2S)-2-Amino-3-[(2-chloroacetyl)amino]propanoic acid)

COMPND    HMDB0243596
HETATM    1  N1  UNL     1      -2.471  -1.237   1.089  1.00  0.00           N  
HETATM    2  C1  UNL     1      -1.642  -0.171   0.500  1.00  0.00           C  
HETATM    3  C2  UNL     1      -0.225  -0.671   0.573  1.00  0.00           C  
HETATM    4  N2  UNL     1       0.737   0.236   0.045  1.00  0.00           N  
HETATM    5  C3  UNL     1       2.111  -0.093   0.042  1.00  0.00           C  
HETATM    6  O1  UNL     1       2.449  -1.203   0.517  1.00  0.00           O  
HETATM    7  C4  UNL     1       3.180   0.778  -0.482  1.00  0.00           C  
HETATM    8 CL1  UNL     1       2.601   2.301  -1.122  1.00  0.00          CL  
HETATM    9  C5  UNL     1      -2.091   0.163  -0.853  1.00  0.00           C  
HETATM   10  O2  UNL     1      -3.068  -0.450  -1.352  1.00  0.00           O  
HETATM   11  O3  UNL     1      -1.482   1.137  -1.628  1.00  0.00           O  
HETATM   12  H1  UNL     1      -2.200  -2.175   0.676  1.00  0.00           H  
HETATM   13  H2  UNL     1      -2.164  -1.308   2.102  1.00  0.00           H  
HETATM   14  H3  UNL     1      -1.801   0.720   1.143  1.00  0.00           H  
HETATM   15  H4  UNL     1      -0.012  -0.856   1.658  1.00  0.00           H  
HETATM   16  H5  UNL     1      -0.214  -1.662   0.041  1.00  0.00           H  
HETATM   17  H6  UNL     1       0.471   1.161  -0.353  1.00  0.00           H  
HETATM   18  H7  UNL     1       3.879   0.996   0.359  1.00  0.00           H  
HETATM   19  H8  UNL     1       3.790   0.252  -1.273  1.00  0.00           H  
HETATM   20  H9  UNL     1      -1.845   2.082  -1.682  1.00  0.00           H  
CONECT    1    2   12   13
CONECT    2    3    9   14
CONECT    3    4   15   16
CONECT    4    5   17
CONECT    5    6    6    7
CONECT    7    8   18   19
CONECT    9   10   10   11
CONECT   11   20
END
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SMILES for HMDB0243596 ((2S)-2-Amino-3-[(2-chloroacetyl)amino]propanoic acid)

NC(CNC(=O)CCl)C(O)=O
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INCHI for HMDB0243596 ((2S)-2-Amino-3-[(2-chloroacetyl)amino]propanoic acid)

InChI=1S/C5H9ClN2O3/c6-1-4(9)8-2-3(7)5(10)11/h3H,1-2,7H2,(H,8,9)(H,10,11)
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
(2S)-2-Amino-3-[(2-chloroacetyl)amino]propanoateGenerator
Chemical FormulaC5H9ClN2O3
Average Molecular Weight180.59
Monoisotopic Molecular Weight180.0301699
IUPAC Name2-amino-3-(2-chloroacetamido)propanoic acid
Traditional Name2-amino-3-(2-chloroacetamido)propanoic acid
CAS Registry NumberNot Available
SMILES
NC(CNC(=O)CCl)C(O)=O
InChI Identifier
InChI=1S/C5H9ClN2O3/c6-1-4(9)8-2-3(7)5(10)11/h3H,1-2,7H2,(H,8,9)(H,10,11)
InChI KeyFOJRYNHRKWPSMC-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon).
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentAlpha amino acids
Alternative Parents
Substituents
  • Alpha-amino acid
  • Chloroacetamide
  • Carboxamide group
  • Amino acid
  • Secondary carboxylic acid amide
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Alkyl chloride
  • Primary amine
  • Organooxygen compound
  • Organonitrogen compound
  • Organochloride
  • Organohalogen compound
  • Hydrocarbon derivative
  • Primary aliphatic amine
  • Organic oxide
  • Organic oxygen compound
  • Carbonyl group
  • Amine
  • Organic nitrogen compound
  • Alkyl halide
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
Biological locationSource
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
Predicted Chromatographic Properties
Spectra
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Blood
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID26504687
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound53463813
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]