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Showing NP-Card for (2s)-2-amino-4-(furan-2-yl)-4-oxobutanoic acid (NP0258816)

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Record Information
Version2.0
Created at2022-09-08 00:27:36 UTC
Updated at2022-09-08 00:27:36 UTC
NP-MRD IDNP0258816
Secondary Accession NumbersNone
Natural Product Identification
Common Name(2s)-2-amino-4-(furan-2-yl)-4-oxobutanoic acid
Description3-(2-Furoyl)-L-alanin belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom. (2s)-2-amino-4-(furan-2-yl)-4-oxobutanoic acid is found in Fagopyrum esculentum and Rumex obtusifolius. Based on a literature review very few articles have been published on 3-(2-Furoyl)-L-alanin.
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0258816 ((2s)-2-amino-4-(furan-2-yl)-4-oxobutanoic acid)


  Mrv1652309082202272D          

 13 13  0  0  1  0            999 V2000
    1.2020   -0.4152    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2020   -1.2402    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4875   -1.6527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2269   -1.2402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2269   -0.4152    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9414   -1.6527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0277   -2.4731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8346   -2.6447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2471   -1.9302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6951   -1.3171    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9165   -1.6527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6309   -1.2402    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9165   -2.4777    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  6 10  1  0  0  0  0
  2 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
M  END
Download

3D MOL for NP0258816 ((2s)-2-amino-4-(furan-2-yl)-4-oxobutanoic acid)

     RDKit          3D

 22 22  0  0  0  0  0  0  0  0999 V2000
   -2.8709   -0.6467    0.8305 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9557    0.4438    0.4255 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5914   -0.1691    0.4130 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4930    0.7633    0.0668 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2473    1.9755   -0.1068 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8792    0.2744   -0.0772 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2800   -1.0240    0.0831 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6482   -1.0508   -0.1382 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9928    0.2511   -0.4222 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9092    1.0176   -0.3770 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4023    0.9968   -0.8593 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8798    1.9607   -1.4402 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5078    0.4159   -1.5167 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6318   -0.2864    1.4516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3670   -1.4526    1.2206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0155    1.1931    1.2387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5725   -0.9911   -0.3487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3567   -0.6512    1.4044 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6950   -1.9024    0.3328 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3403   -1.8694   -0.1099 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9676    0.6808   -0.6585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3014    0.0706   -0.9892 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  2  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  2 11  1  0
 11 13  1  0
 11 12  2  0
 10  6  1  0
  1 14  1  0
  1 15  1  0
  2 16  1  1
  3 17  1  0
  3 18  1  0
  7 19  1  0
  8 20  1  0
  9 21  1  0
 13 22  1  0
M  END
Download

3D SDF for NP0258816 ((2s)-2-amino-4-(furan-2-yl)-4-oxobutanoic acid)


  Mrv1652309082202272D          

 13 13  0  0  1  0            999 V2000
    1.2020   -0.4152    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2020   -1.2402    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4875   -1.6527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2269   -1.2402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2269   -0.4152    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9414   -1.6527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0277   -2.4731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8346   -2.6447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2471   -1.9302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6951   -1.3171    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9165   -1.6527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6309   -1.2402    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9165   -2.4777    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  6 10  1  0  0  0  0
  2 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0258816

> <DATABASE_NAME>
NP-MRD

> <SMILES>
N[C@@H](CC(=O)C1=CC=CO1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C8H9NO4/c9-5(8(11)12)4-6(10)7-2-1-3-13-7/h1-3,5H,4,9H2,(H,11,12)/t5-/m0/s1

> <INCHI_KEY>
KJZYUHUJOOMESO-YFKPBYRVSA-N

> <FORMULA>
C8H9NO4

> <MOLECULAR_WEIGHT>
183.163

> <EXACT_MASS>
183.053157774

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
22

> <JCHEM_AVERAGE_POLARIZABILITY>
17.035379143338353

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-amino-4-(furan-2-yl)-4-oxobutanoic acid

> <JCHEM_LOGP>
-2.6684295933899373

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.180741971016108

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.7198800886154384

> <JCHEM_PKA_STRONGEST_BASIC>
8.962080151281299

> <JCHEM_POLAR_SURFACE_AREA>
93.53000000000002

> <JCHEM_REFRACTIVITY>
42.74070000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-amino-4-(furan-2-yl)-4-oxobutanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for NP0258816 ((2s)-2-amino-4-(furan-2-yl)-4-oxobutanoic acid)

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PDB for NP0258816 ((2s)-2-amino-4-(furan-2-yl)-4-oxobutanoic acid)
HEADER    PROTEIN                                 08-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-SEP-22         0                                  
HETATM    1  N   UNK     0       2.244  -0.775   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0       2.244  -2.315   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.910  -3.085   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.424  -2.315   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -0.424  -0.775   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -1.757  -3.085   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.918  -4.617   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.425  -4.937   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.195  -3.603   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -3.164  -2.459   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       3.577  -3.085   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       4.911  -2.315   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       3.577  -4.625   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   11                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7   10                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9    6                                                       
CONECT   11    2   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   26    0
END

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3D PDB for NP0258816 ((2s)-2-amino-4-(furan-2-yl)-4-oxobutanoic acid)
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SMILES for NP0258816 ((2s)-2-amino-4-(furan-2-yl)-4-oxobutanoic acid)
N[C@@H](CC(=O)C1=CC=CO1)C(O)=O
Download
INCHI for NP0258816 ((2s)-2-amino-4-(furan-2-yl)-4-oxobutanoic acid)
InChI=1S/C8H9NO4/c9-5(8(11)12)4-6(10)7-2-1-3-13-7/h1-3,5H,4,9H2,(H,11,12)/t5-/m0/s1
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View in JSmol
SynonymsNot Available
Chemical FormulaC8H9NO4
Average Mass183.1630 Da
Monoisotopic Mass183.05316 Da
IUPAC Name(2S)-2-amino-4-(furan-2-yl)-4-oxobutanoic acid
Traditional Name(2S)-2-amino-4-(furan-2-yl)-4-oxobutanoic acid
CAS Registry NumberNot Available
SMILES
N[C@@H](CC(=O)C1=CC=CO1)C(O)=O
InChI Identifier
InChI=1S/C8H9NO4/c9-5(8(11)12)4-6(10)7-2-1-3-13-7/h1-3,5H,4,9H2,(H,11,12)/t5-/m0/s1
InChI KeyKJZYUHUJOOMESO-YFKPBYRVSA-N
Experimental Spectra
Not Available
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Fagopyrum esculentumLOTUS Database
Rumex obtusifoliusLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom.
KingdomOrganic compounds  
Super ClassOrganic acids and derivatives  
ClassCarboxylic acids and derivatives  
Sub ClassAmino acids, peptides, and analogues  
Direct ParentL-alpha-amino acids  
Alternative Parents
Substituents
  • L-alpha-amino acid
    • 

  • Gamma-keto acid
    • 

  • Aryl ketone
    • 

  • Aryl alkyl ketone
    • 

  • Beta-aminoketone
    • 

  • Keto acid
    • 

  • Furan
    • 

  • Heteroaromatic compound
    • 

  • Ketone
    • 

  • Amino acid
    • 

  • Oxacycle
    • 

  • Carboxylic acid
    • 

  • Organoheterocyclic compound
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Carbonyl group
    • 

  • Primary aliphatic amine
    • 

  • Organic nitrogen compound
    • 

  • Organic oxide
    • 

  • Organic oxygen compound
    • 

  • Amine
    • 

  • Organonitrogen compound
    • 

  • Organooxygen compound
    • 

  • Primary amine
    • 

  • Hydrocarbon derivative
    • 

  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External DescriptorsNot Available
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-2.7ChemAxon
pKa (Strongest Acidic)1.72ChemAxon
pKa (Strongest Basic)8.96ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area93.53 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity42.74 m³·mol⁻¹ChemAxon
Polarizability17.04 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID50366611  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound15108500  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]