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Showing NP-Card for 3-Oxoalanine (NP0091512)

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Record Information
Version2.0
Created at2022-05-11 18:40:11 UTC
Updated at2022-05-11 18:40:11 UTC
NP-MRD IDNP0091512
Secondary Accession NumbersNone
Natural Product Identification
Common Name3-Oxoalanine
Description3-Oxoalanine, also known as C-formylglycine or fgly, 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). 3-Oxoalanine is a very strong basic compound (based on its pKa). A non-proteinogenic alpha-amino acid that is serine in which the alcoholic hydroxy group has been formally oxidised to the corresponding formyl group.
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0091512 (3-Oxoalanine)


  Mrv0541 02241201472D          

  7  6  0  0  0  0            999 V2000
    8.3594  -10.3772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1844  -10.3772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5969  -11.0916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5969   -9.6627    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.9469   -9.6627    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9469  -11.0916    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1844  -11.8061    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  2  1  0  0  0  0
  5  1  1  0  0  0  0
  6  1  2  0  0  0  0
  7  3  2  0  0  0  0
M  END
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3D MOL for NP0091512 (3-Oxoalanine)

     RDKit          3D

 12 11  0  0  0  0  0  0  0  0999 V2000
   -0.9297   -1.3636    0.0263 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3877   -0.0638   -0.3214 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0952    1.0421    0.3395 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0272    0.8451    1.0872 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0555   -0.0951   -0.0235 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5684   -1.1375    0.4433 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9071    0.9756   -0.2288 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3046   -2.0756   -0.4312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8075   -1.5021    1.0537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4541    0.0671   -1.4454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7932    2.0630    0.1683 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2681    1.2448   -1.1452 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  2  5  1  0
  5  7  1  0
  5  6  2  0
  1  8  1  0
  1  9  1  0
  2 10  1  6
  3 11  1  0
  7 12  1  0
M  END
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3D SDF for NP0091512 (3-Oxoalanine)


  Mrv0541 02241201472D          

  7  6  0  0  0  0            999 V2000
    8.3594  -10.3772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1844  -10.3772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5969  -11.0916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5969   -9.6627    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.9469   -9.6627    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9469  -11.0916    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1844  -11.8061    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  2  1  0  0  0  0
  5  1  1  0  0  0  0
  6  1  2  0  0  0  0
  7  3  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0091512

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C3H5NO3/c4-2(1-5)3(6)7/h1-2H,4H2,(H,6,7)

> <INCHI_KEY>
XMTCKNXTTXDPJX-UHFFFAOYSA-N

> <FORMULA>
C3H5NO3

> <MOLECULAR_WEIGHT>
103.0767

> <EXACT_MASS>
103.026943031

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
8.592981726643526

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-amino-3-oxopropanoic acid

> <ALOGPS_LOGP>
-2.78

> <JCHEM_LOGP>
-3.5556656946363905

> <ALOGPS_LOGS>
0.37

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
16.720415685624044

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.657152128565897

> <JCHEM_PKA_STRONGEST_BASIC>
7.183752655408849

> <JCHEM_POLAR_SURFACE_AREA>
80.39

> <JCHEM_REFRACTIVITY>
21.058100000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.42e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
α-formylglycine

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for NP0091512 (3-Oxoalanine)

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PDB for NP0091512 (3-Oxoalanine)
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  C   UNK     0      15.604 -19.371   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      17.144 -19.371   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      17.914 -20.704   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0      17.914 -18.037   0.000  0.00  0.00           N+0
HETATM    5  O   UNK     0      14.834 -18.037   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      14.834 -20.704   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      17.144 -22.038   0.000  0.00  0.00           O+0
CONECT    1    2    5    6                                                  
CONECT    2    1    3    4                                                  
CONECT    3    2    7                                                       
CONECT    4    2                                                            
CONECT    5    1                                                            
CONECT    6    1                                                            
CONECT    7    3                                                            
MASTER        0    0    0    0    0    0    0    0    7    0   12    0
END

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3D PDB for NP0091512 (3-Oxoalanine)
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SMILES for NP0091512 (3-Oxoalanine)
NC(C=O)C(O)=O
Download
INCHI for NP0091512 (3-Oxoalanine)
InChI=1S/C3H5NO3/c4-2(1-5)3(6)7/h1-2H,4H2,(H,6,7)
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Synonyms
ValueSource
alpha-FormylglycineChEBI
C(alpha)-FormylglycineChEBI
C-FormylglycineChEBI
FGlyChEBI
a-FormylglycineGenerator
Α-formylglycineGenerator
C(a)-FormylglycineGenerator
C(Α)-formylglycineGenerator
2-Amino-3-oxo-propanoateHMDB
2-Amino-3-oxo-propanoic acidHMDB
2-FormylglycineHMDB
3-oxo-(9CI)-alanineHMDB
Amino-(8ci)malonaldehydic acidHMDB
L-alpha-FormylglycineHMDB
2-Amino-3-oxopropanoic acidHMDB
3-oxo-L-AlanineHMDB
Chemical FormulaC3H5NO3
Average Mass103.0767 Da
Monoisotopic Mass103.02694 Da
IUPAC Name2-amino-3-oxopropanoic acid
Traditional Nameα-formylglycine
CAS Registry NumberNot Available
SMILES
NC(C=O)C(O)=O
InChI Identifier
InChI=1S/C3H5NO3/c4-2(1-5)3(6)7/h1-2H,4H2,(H,6,7)
InChI KeyXMTCKNXTTXDPJX-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Anas platyrhynchosFooDB
AnatidaeFooDB
Anser anserFooDB
Bison bisonFooDB
Bos taurusFooDB
Bos taurus X Bison bisonFooDB
Bubalus bubalisFooDB
Capra aegagrus hircusFooDB
CervidaeFooDB
Cervus canadensisFooDB
ColumbaFooDB
ColumbidaeFooDB
Dromaius novaehollandiaeFooDB
Equus caballusFooDB
Gallus gallusFooDB
Lagopus mutaFooDB
LeporidaeFooDB
Lepus timidusFooDB
Melanitta fuscaFooDB
Meleagris gallopavoFooDB
Numida meleagrisFooDB
OdocoileusFooDB
OryctolagusFooDB
Ovis ariesFooDB
PhasianidaeFooDB
Phasianus colchicusFooDB
Struthio camelusFooDB
Sus scrofaFooDB
Sus scrofa domesticaFooDB
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
    • 

  • 1,3-dicarbonyl compound
    • 

  • Amino acid
    • 

  • Carboxylic acid
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Aldehyde
    • 

  • Hydrocarbon derivative
    • 

  • Organic oxide
    • 

  • Primary amine
    • 

  • Organooxygen compound
    • 

  • Organonitrogen compound
    • 

  • Organopnictogen compound
    • 

  • Primary aliphatic amine
    • 

  • Organic oxygen compound
    • 

  • Carbonyl group
    • 

  • Amine
    • 

  • Organic nitrogen compound
    • 

  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP-2.8ALOGPS
logP-3.6ChemAxon
logS0.37ALOGPS
pKa (Strongest Acidic)1.66ChemAxon
pKa (Strongest Basic)7.18ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area80.39 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity21.06 m³·mol⁻¹ChemAxon
Polarizability8.59 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0011602  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB028313  
KNApSAcK IDNot Available
Chemspider ID28  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound29  
PDB IDNot Available
ChEBI ID17740  
Good Scents IDNot Available
References
General References