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Showing metabocard for 2-Chloroacetamide (HMDB0250106)

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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-11 07:04:46 UTC
Update Date2021-09-26 23:01:21 UTC
HMDB IDHMDB0250106
Secondary Accession NumbersNone
Metabolite Identification
Common Name2-Chloroacetamide
Description2-chloroethanimidic acid belongs to the class of organic compounds known as chloroacetamides. These are organic compounds with the general formula RNHC(=O)CH2Cl, where R= organyl group. Based on a literature review a significant number of articles have been published on 2-chloroethanimidic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). 2-chloroacetamide is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 2-Chloroacetamide 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 HMDB0250106 (2-Chloroacetamide)


  Mrv1572004201614312D          

  5  4  0  0  0  0            999 V2000
    1.2375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    1.4289    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.7145    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  1  1  0  0  0  0
  4  2  2  0  0  0  0
  5  2  1  0  0  0  0
M  END
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3D MOL for HMDB0250106 (2-Chloroacetamide)

HMDB0250106
     RDKit          3D
2-Chloroacetamide
  9  8  0  0  0  0  0  0  0  0999 V2000
    1.0775   -0.8261   -0.8617 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3770    0.0470   -0.2237 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8149    1.3434   -0.0289 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9446   -0.3968    0.3062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2835    0.5289   -0.3531 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.9961   -0.6774   -1.2815 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9657    1.7447    0.9050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8732   -0.2955    1.4254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1299   -1.4682    0.1124 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  1  0
  1  6  1  0
  3  7  1  0
  4  8  1  0
  4  9  1  0
M  END
Download

3D SDF for HMDB0250106 (2-Chloroacetamide)


  Mrv1572004201614312D          

  5  4  0  0  0  0            999 V2000
    1.2375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    1.4289    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.7145    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  1  1  0  0  0  0
  4  2  2  0  0  0  0
  5  2  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0250106

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(=N)CCl

> <INCHI_IDENTIFIER>
InChI=1S/C2H4ClNO/c3-1-2(4)5/h1H2,(H2,4,5)

> <INCHI_KEY>
VXIVSQZSERGHQP-UHFFFAOYSA-N

> <FORMULA>
C2H4ClNO

> <MOLECULAR_WEIGHT>
93.51

> <EXACT_MASS>
92.9981415

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
9

> <JCHEM_AVERAGE_POLARIZABILITY>
7.671261302465777

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-chloroethanimidic acid

> <ALOGPS_LOGP>
-0.65

> <JCHEM_LOGP>
-2.318265533805791

> <ALOGPS_LOGS>
-1.25

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
-3.0203789382255124

> <JCHEM_PKA_STRONGEST_BASIC>
11.83423436113934

> <JCHEM_POLAR_SURFACE_AREA>
44.08

> <JCHEM_REFRACTIVITY>
30.155699999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.23e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
chloroacetamide

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0250106 (2-Chloroacetamide)

HMDB0250106
     RDKit          3D
2-Chloroacetamide
  9  8  0  0  0  0  0  0  0  0999 V2000
    1.0775   -0.8261   -0.8617 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3770    0.0470   -0.2237 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8149    1.3434   -0.0289 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9446   -0.3968    0.3062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2835    0.5289   -0.3531 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.9961   -0.6774   -1.2815 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9657    1.7447    0.9050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8732   -0.2955    1.4254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1299   -1.4682    0.1124 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  1  0
  1  6  1  0
  3  7  1  0
  4  8  1  0
  4  9  1  0
M  END
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PDB for HMDB0250106 (2-Chloroacetamide)

HEADER    PROTEIN                                 20-APR-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-APR-16         0                                  
HETATM    1  C   UNK     0       2.310   1.334   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM    3 Cl   UNK     0       1.540   2.667   0.000  0.00  0.00          Cl+0
HETATM    4  N   UNK     0       2.310  -1.334   0.000  0.00  0.00           N+0
HETATM    5  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1    4    5                                                  
CONECT    3    1                                                            
CONECT    4    2                                                            
CONECT    5    2                                                            
MASTER        0    0    0    0    0    0    0    0    5    0    8    0
END
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3D PDB for HMDB0250106 (2-Chloroacetamide)

COMPND    HMDB0250106
HETATM    1  N1  UNL     1       1.078  -0.826  -0.862  1.00  0.00           N  
HETATM    2  C1  UNL     1       0.377   0.047  -0.224  1.00  0.00           C  
HETATM    3  O1  UNL     1       0.815   1.343  -0.029  1.00  0.00           O  
HETATM    4  C2  UNL     1      -0.945  -0.397   0.306  1.00  0.00           C  
HETATM    5 CL1  UNL     1      -2.284   0.529  -0.353  1.00  0.00          CL  
HETATM    6  H1  UNL     1       1.996  -0.677  -1.282  1.00  0.00           H  
HETATM    7  H2  UNL     1       0.966   1.745   0.905  1.00  0.00           H  
HETATM    8  H3  UNL     1      -0.873  -0.295   1.425  1.00  0.00           H  
HETATM    9  H4  UNL     1      -1.130  -1.468   0.112  1.00  0.00           H  
CONECT    1    2    2    6
CONECT    2    3    4
CONECT    3    7
CONECT    4    5    8    9
END
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SMILES for HMDB0250106 (2-Chloroacetamide)

OC(=N)CCl
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INCHI for HMDB0250106 (2-Chloroacetamide)

InChI=1S/C2H4ClNO/c3-1-2(4)5/h1H2,(H2,4,5)
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View in JSmolView Stereo Labels
Synonyms
ValueSource
2-ChloroethanimidateGenerator
2-chloro-AcetamideChEMBL
ChloracetamideMeSH
ChloroacetamideMeSH
Chemical FormulaC2H4ClNO
Average Molecular Weight93.51
Monoisotopic Molecular Weight92.9981415
IUPAC Name2-chloroethanimidic acid
Traditional Namechloroacetamide
CAS Registry NumberNot Available
SMILES
OC(=N)CCl
InChI Identifier
InChI=1S/C2H4ClNO/c3-1-2(4)5/h1H2,(H2,4,5)
InChI KeyVXIVSQZSERGHQP-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as chloroacetamides. These are organic compounds with the general formula RNHC(=O)CH2Cl, where R= organyl group.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassCarboxylic acid derivatives
Direct ParentChloroacetamides
Alternative Parents
Substituents
  • Chloroacetamide
  • Primary carboxylic acid amide
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Organochloride
  • Organohalogen compound
  • Carbonyl group
  • Alkyl halide
  • Alkyl chloride
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
Biological location
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
PropertyValueSource
logP-0.65ALOGPS
logP-2.3ChemAxon
logS-1.2ALOGPS
pKa (Strongest Acidic)-3ChemAxon
pKa (Strongest Basic)11.83ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area44.08 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity30.16 m³·mol⁻¹ChemAxon
Polarizability7.67 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M+H]+122.5930932474
DeepCCS[M-H]-120.61930932474
DeepCCS[M-2H]-156.20530932474
DeepCCS[M+Na]+130.82330932474
AllCCS[M+H]+125.432859911
AllCCS[M+H-H2O]+121.132859911
AllCCS[M+NH4]+129.532859911
AllCCS[M+Na]+130.732859911
AllCCS[M-H]-135.932859911
AllCCS[M+Na-2H]-141.532859911
AllCCS[M+HCOO]-147.632859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
2-ChloroacetamideOC(=N)CCl1629.4Standard polar33892256
2-ChloroacetamideOC(=N)CCl1015.7Standard non polar33892256
2-ChloroacetamideOC(=N)CCl1094.3Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
2-Chloroacetamide,2TMS,isomer #1C[Si](C)(C)N=C(CCl)O[Si](C)(C)C1172.4Semi standard non polar33892256
2-Chloroacetamide,2TMS,isomer #1C[Si](C)(C)N=C(CCl)O[Si](C)(C)C1142.3Standard non polar33892256
2-Chloroacetamide,2TMS,isomer #1C[Si](C)(C)N=C(CCl)O[Si](C)(C)C1292.6Standard polar33892256
2-Chloroacetamide,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)N=C(CCl)O[Si](C)(C)C(C)(C)C1587.1Semi standard non polar33892256
2-Chloroacetamide,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)N=C(CCl)O[Si](C)(C)C(C)(C)C1529.2Standard non polar33892256
2-Chloroacetamide,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)N=C(CCl)O[Si](C)(C)C(C)(C)C1547.6Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 2-Chloroacetamide GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-9000000000-af3740b1db339cf436942021-09-24Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2-Chloroacetamide GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2-Chloroacetamide GC-MS (TMS_1_1) - 70eV, PositiveNot Available2021-11-03Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2-Chloroacetamide GC-MS (TMS_1_2) - 70eV, PositiveNot Available2021-11-03Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2-Chloroacetamide GC-MS (TBDMS_1_1) - 70eV, PositiveNot Available2021-11-03Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2-Chloroacetamide GC-MS (TBDMS_1_2) - 70eV, PositiveNot Available2021-11-03Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Chloroacetamide 10V, Positive-QTOFsplash10-0006-9000000000-58484f8d8dec164d04b42016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Chloroacetamide 20V, Positive-QTOFsplash10-004l-9000000000-d1cb1f4d342c84abea842016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Chloroacetamide 40V, Positive-QTOFsplash10-004i-9000000000-faa683ca3075cd4077262016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Chloroacetamide 10V, Negative-QTOFsplash10-0006-9000000000-1d5ab6c688c10d50224b2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Chloroacetamide 20V, Negative-QTOFsplash10-0006-9000000000-1232f5b347d1d2c6ad082016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Chloroacetamide 40V, Negative-QTOFsplash10-0006-9000000000-c752c333bbf2371b08332016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Chloroacetamide 10V, Positive-QTOFsplash10-0006-9000000000-806cbc0d5921a8ab81dc2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Chloroacetamide 20V, Positive-QTOFsplash10-0006-9000000000-d60fe6ef00c5b3b5d2a12021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Chloroacetamide 40V, Positive-QTOFsplash10-002f-9000000000-c6963de90359ab8e544d2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Chloroacetamide 10V, Negative-QTOFsplash10-0006-9000000000-a81620e6a6d82575a9a42021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Chloroacetamide 20V, Negative-QTOFsplash10-0006-9000000000-5eb6abcdb586c11177d42021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Chloroacetamide 40V, Negative-QTOFsplash10-0006-9000000000-90726b17dc36e29c52992021-10-12Wishart LabView Spectrum
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 ID6332
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound6580
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 ]