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Showing metabocard for 2,2-Dibromo-2-cyanoacetamide (HMDB0034616)

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IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesXML
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 19:30:07 UTC
Update Date2022-03-07 02:54:10 UTC
HMDB IDHMDB0034616
Secondary Accession Numbers
  • HMDB34616
Metabolite Identification
Common Name2,2-Dibromo-2-cyanoacetamide
Description2,2-Dibromo-2-cyanoacetamide belongs to the class of organic compounds known as primary carboxylic acid amides. Primary carboxylic acid amides are compounds comprising primary carboxylic acid amide functional group, with the general structure RC(=O)NH2. Based on a literature review a small amount of articles have been published on 2,2-Dibromo-2-cyanoacetamide.
Structure
Data?1563862591
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0034616 (2,2-Dibromo-2-cyanoacetamide)


  Mrv0541 02241217172D          

  8  7  0  0  0  0            999 V2000
   -0.2469   -0.9851    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -0.2469   -0.1642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0679   -0.2463    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -1.0679    0.9851    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3291    0.6567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9023   -0.9851    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5740   -0.2463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0679    0.3283    0.0000 N   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
  2  5  1  0  0  0  0
  2  7  1  0  0  0  0
  4  5  3  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
M  END
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3D MOL for HMDB0034616 (2,2-Dibromo-2-cyanoacetamide)

HMDB0034616
     RDKit          3D
2,2-Dibromo-2-cyanoacetamide
 10  9  0  0  0  0  0  0  0  0999 V2000
   -1.5167    2.3055    0.0393 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2413    1.1805    0.1080 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8853   -0.2384    0.2189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3557   -1.0350   -1.5058 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -1.8592   -1.1248    1.6142 Br  0  0  0  0  0  0  0  0  0  0  0  0
    0.5700   -0.4292    0.4045 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5369    0.0071   -0.5449 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9550   -1.0035    1.4520 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2967    0.1183   -1.5727 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4997    0.2195   -0.2135 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  3  6  1  0
  6  7  1  0
  6  8  2  0
  7  9  1  0
  7 10  1  0
M  END
Download

3D SDF for HMDB0034616 (2,2-Dibromo-2-cyanoacetamide)


  Mrv0541 02241217172D          

  8  7  0  0  0  0            999 V2000
   -0.2469   -0.9851    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -0.2469   -0.1642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0679   -0.2463    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -1.0679    0.9851    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3291    0.6567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9023   -0.9851    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5740   -0.2463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0679    0.3283    0.0000 N   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
  2  5  1  0  0  0  0
  2  7  1  0  0  0  0
  4  5  3  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0034616

> <DATABASE_NAME>
hmdb

> <SMILES>
NC(=O)C(Br)(Br)C#N

> <INCHI_IDENTIFIER>
InChI=1S/C3H2Br2N2O/c4-3(5,1-6)2(7)8/h(H2,7,8)

> <INCHI_KEY>
UUIVKBHZENILKB-UHFFFAOYSA-N

> <FORMULA>
C3H2Br2N2O

> <MOLECULAR_WEIGHT>
241.869

> <EXACT_MASS>
239.85338799

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
13.64194646612745

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2,2-dibromo-2-cyanoacetamide

> <ALOGPS_LOGP>
0.64

> <JCHEM_LOGP>
0.24330146

> <ALOGPS_LOGS>
-1.87

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.435937040976352

> <JCHEM_POLAR_SURFACE_AREA>
66.88

> <JCHEM_REFRACTIVITY>
35.378299999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.29e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,2-dibromo-2-cyanoacetamide

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0034616 (2,2-Dibromo-2-cyanoacetamide)

HMDB0034616
     RDKit          3D
2,2-Dibromo-2-cyanoacetamide
 10  9  0  0  0  0  0  0  0  0999 V2000
   -1.5167    2.3055    0.0393 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2413    1.1805    0.1080 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8853   -0.2384    0.2189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3557   -1.0350   -1.5058 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -1.8592   -1.1248    1.6142 Br  0  0  0  0  0  0  0  0  0  0  0  0
    0.5700   -0.4292    0.4045 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5369    0.0071   -0.5449 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9550   -1.0035    1.4520 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2967    0.1183   -1.5727 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4997    0.2195   -0.2135 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  3  6  1  0
  6  7  1  0
  6  8  2  0
  7  9  1  0
  7 10  1  0
M  END
Download

PDB for HMDB0034616 (2,2-Dibromo-2-cyanoacetamide)

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1 Br   UNK     0      -0.461  -1.839   0.000  0.00  0.00          Br+0
HETATM    2  C   UNK     0      -0.461  -0.307   0.000  0.00  0.00           C+0
HETATM    3 Br   UNK     0      -1.993  -0.460   0.000  0.00  0.00          Br+0
HETATM    4  N   UNK     0      -1.993   1.839   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0      -0.614   1.226   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       1.684  -1.839   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       1.071  -0.460   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0       1.993   0.613   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3    5    7                                             
CONECT    3    2                                                            
CONECT    4    5                                                            
CONECT    5    2    4                                                       
CONECT    6    7                                                            
CONECT    7    2    6    8                                                  
CONECT    8    7                                                            
MASTER        0    0    0    0    0    0    0    0    8    0   14    0
END
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3D PDB for HMDB0034616 (2,2-Dibromo-2-cyanoacetamide)

COMPND    HMDB0034616
HETATM    1  N1  UNL     1      -1.517   2.306   0.039  1.00  0.00           N  
HETATM    2  C1  UNL     1      -1.241   1.181   0.108  1.00  0.00           C  
HETATM    3  C2  UNL     1      -0.885  -0.238   0.219  1.00  0.00           C  
HETATM    4 BR1  UNL     1      -1.356  -1.035  -1.506  1.00  0.00          BR  
HETATM    5 BR2  UNL     1      -1.859  -1.125   1.614  1.00  0.00          BR  
HETATM    6  C3  UNL     1       0.570  -0.429   0.404  1.00  0.00           C  
HETATM    7  N2  UNL     1       1.537   0.007  -0.545  1.00  0.00           N  
HETATM    8  O1  UNL     1       0.955  -1.004   1.452  1.00  0.00           O  
HETATM    9  H1  UNL     1       1.297   0.118  -1.573  1.00  0.00           H  
HETATM   10  H2  UNL     1       2.500   0.219  -0.214  1.00  0.00           H  
CONECT    1    2    2    2
CONECT    2    3
CONECT    3    4    5    6
CONECT    6    7    8    8
CONECT    7    9   10
END
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SMILES for HMDB0034616 (2,2-Dibromo-2-cyanoacetamide)

NC(=O)C(Br)(Br)C#N
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INCHI for HMDB0034616 (2,2-Dibromo-2-cyanoacetamide)

InChI=1S/C3H2Br2N2O/c4-3(5,1-6)2(7)8/h(H2,7,8)
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View in JSmolView Stereo Labels
Synonyms
ValueSource
2, 2-dibromo-2-CarbamoylacetonitrileHMDB
2,2-dibromo-2-CarbamoylacetonitrileHMDB
2,2-dibromo-2-cyano-AcetamideHMDB
2,2-dibromo-2-Cyanoacetamide, 9ciHMDB
2,2-dibromo-3-NitrilopropionamideHMDB, MeSH
2-cyano-2,2-dibromo-AcetamideHMDB
DbnpaHMDB
dibromocyano Acetic acid amideHMDB
DibromocyanoacetamideHMDB
XD-7287l AntimicrobialHMDB
2,2-Dibromo-2-cyanoethanimidateGenerator
Chemical FormulaC3H2Br2N2O
Average Molecular Weight241.869
Monoisotopic Molecular Weight239.85338799
IUPAC Name2,2-dibromo-2-cyanoacetamide
Traditional Name2,2-dibromo-2-cyanoacetamide
CAS Registry Number10222-01-2
SMILES
NC(=O)C(Br)(Br)C#N
InChI Identifier
InChI=1S/C3H2Br2N2O/c4-3(5,1-6)2(7)8/h(H2,7,8)
InChI KeyUUIVKBHZENILKB-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as primary carboxylic acid amides. Primary carboxylic acid amides are compounds comprising primary carboxylic acid amide functional group, with the general structure RC(=O)NH2.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassCarboxylic acid derivatives
Direct ParentPrimary carboxylic acid amides
Alternative Parents
Substituents
  • Primary carboxylic acid amide
  • Carbonitrile
  • Nitrile
  • Alkyl bromide
  • Organic oxide
  • Hydrocarbon derivative
  • Organopnictogen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organobromide
  • Organohalogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Carbonyl group
  • Alkyl halide
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
Source
ProcessNot Available
Role
Biological role
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point126 °CNot Available
Boiling Point221.50 °C. @ 760.00 mm Hg (est)The Good Scents Company Information System
Water Solubility0.82 mg/L @ 25 °C (exp)The Good Scents Company Information System
LogP0.820The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility3.29 g/LALOGPS
logP0.64ALOGPS
logP0.24ChemAxon
logS-1.9ALOGPS
pKa (Strongest Acidic)4.44ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area66.88 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity35.38 m³·mol⁻¹ChemAxon
Polarizability13.64 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]+128.36430932474
DeepCCS[M-H]-126.27930932474
DeepCCS[M-2H]-162.08530932474
DeepCCS[M+Na]+136.81530932474
AllCCS[M+H]+142.232859911
AllCCS[M+H-H2O]+138.832859911
AllCCS[M+NH4]+145.432859911
AllCCS[M+Na]+146.432859911
AllCCS[M-H]-146.532859911
AllCCS[M+Na-2H]-150.032859911
AllCCS[M+HCOO]-153.832859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
2,2-Dibromo-2-cyanoacetamideNC(=O)C(Br)(Br)C#N1635.0Standard polar33892256
2,2-Dibromo-2-cyanoacetamideNC(=O)C(Br)(Br)C#N1309.2Standard non polar33892256
2,2-Dibromo-2-cyanoacetamideNC(=O)C(Br)(Br)C#N1283.1Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
2,2-Dibromo-2-cyanoacetamide,1TMS,isomer #1C[Si](C)(C)NC(=O)C(Br)(Br)C#N1546.5Semi standard non polar33892256
2,2-Dibromo-2-cyanoacetamide,1TMS,isomer #1C[Si](C)(C)NC(=O)C(Br)(Br)C#N1342.8Standard non polar33892256
2,2-Dibromo-2-cyanoacetamide,2TMS,isomer #1C[Si](C)(C)N(C(=O)C(Br)(Br)C#N)[Si](C)(C)C1646.3Semi standard non polar33892256
2,2-Dibromo-2-cyanoacetamide,2TMS,isomer #1C[Si](C)(C)N(C(=O)C(Br)(Br)C#N)[Si](C)(C)C1512.2Standard non polar33892256
2,2-Dibromo-2-cyanoacetamide,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)NC(=O)C(Br)(Br)C#N1766.1Semi standard non polar33892256
2,2-Dibromo-2-cyanoacetamide,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)NC(=O)C(Br)(Br)C#N1593.6Standard non polar33892256
2,2-Dibromo-2-cyanoacetamide,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)N(C(=O)C(Br)(Br)C#N)[Si](C)(C)C(C)(C)C2131.1Semi standard non polar33892256
2,2-Dibromo-2-cyanoacetamide,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)N(C(=O)C(Br)(Br)C#N)[Si](C)(C)C(C)(C)C1945.5Standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 2,2-Dibromo-2-cyanoacetamide GC-MS (Non-derivatized) - 70eV, Positivesplash10-0007-9730000000-3e9b962794008e79ac662017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2,2-Dibromo-2-cyanoacetamide GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2,2-Dibromo-2-cyanoacetamide GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,2-Dibromo-2-cyanoacetamide 10V, Positive-QTOFsplash10-0006-0090000000-f148161fd0888fa156c22016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,2-Dibromo-2-cyanoacetamide 20V, Positive-QTOFsplash10-0006-0190000000-8934a94985cf8264c79a2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,2-Dibromo-2-cyanoacetamide 40V, Positive-QTOFsplash10-006t-1980000000-f6e67546e4eb31e298a42016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,2-Dibromo-2-cyanoacetamide 10V, Negative-QTOFsplash10-000i-1090000000-9d5ec19ff67f0a4910d12016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,2-Dibromo-2-cyanoacetamide 20V, Negative-QTOFsplash10-0006-9310000000-e9f71c841a85dd047d742016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,2-Dibromo-2-cyanoacetamide 40V, Negative-QTOFsplash10-0006-9100000000-3e3bf475773aabd46e502016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,2-Dibromo-2-cyanoacetamide 10V, Positive-QTOFsplash10-0006-0090000000-873360195b7d9e74563f2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,2-Dibromo-2-cyanoacetamide 20V, Positive-QTOFsplash10-0006-0090000000-52bc951032548146a8692021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,2-Dibromo-2-cyanoacetamide 40V, Positive-QTOFsplash10-0002-0910000000-54041c3de35ab2492f632021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,2-Dibromo-2-cyanoacetamide 10V, Negative-QTOFsplash10-000i-0090000000-4caae72a4f1fdf2c34bf2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,2-Dibromo-2-cyanoacetamide 20V, Negative-QTOFsplash10-000l-5090000000-586b117b4a557e03f2d72021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,2-Dibromo-2-cyanoacetamide 40V, Negative-QTOFsplash10-0006-9000000000-90726b17dc36e29c52992021-09-24Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB013134
KNApSAcK IDNot Available
Chemspider ID23422
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkDBNPA
METLIN IDNot Available
PubChem Compound25059
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1331041
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .