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Showing NP-Card for (2s,3s,4r)-2-amino-4-hydroxy-3-methylpentanoic acid (NP0232233)

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Record Information
Version2.0
Created at2022-09-06 13:24:02 UTC
Updated at2022-09-06 13:24:02 UTC
NP-MRD IDNP0232233
Secondary Accession NumbersNone
Natural Product Identification
Common Name(2s,3s,4r)-2-amino-4-hydroxy-3-methylpentanoic acid
DescriptionSCHEMBL598327 belongs to the class of organic compounds known as isoleucine and derivatives. Isoleucine and derivatives are compounds containing isoleucine or a derivative thereof resulting from reaction of isoleucine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. (2s,3s,4r)-2-amino-4-hydroxy-3-methylpentanoic acid is found in Trigonella foenum-graecum. Based on a literature review very few articles have been published on SCHEMBL598327.
Structure
Thumb
MOL3D MOLSDFPDBSMILESInChI

MOL for NP0232233 ((2s,3s,4r)-2-amino-4-hydroxy-3-methylpentanoic acid)


  Mrv1652309062215242D          

 10  9  0  0  1  0            999 V2000
    1.9520    1.9520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520    1.1270    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2375   -0.1105    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1914    0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230    1.9520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664    0.7145    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3809    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664   -0.1105    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  6  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  2  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  1  0  0  0
M  END
Download

3D MOL for NP0232233 ((2s,3s,4r)-2-amino-4-hydroxy-3-methylpentanoic acid)

     RDKit          3D

 23 22  0  0  0  0  0  0  0  0999 V2000
    0.1761    2.0044    0.1950 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0255    0.4557    0.3858 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9461    0.0266   -0.6593 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2298    0.7104   -0.3299 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2782   -1.4000   -0.6452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5804   -2.2676   -1.2161 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4294   -1.8505    0.0339 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4087   -0.0435    0.3393 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6632   -1.4916    0.5276 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1098    0.4095   -0.7998 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1028    2.3279    0.7067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6740    2.5186    0.6580 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3036    2.1786   -0.8780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3947    0.3111    1.3871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6935    0.3785   -1.6732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4328    0.6102    0.6764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1916    1.6993   -0.6439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3348   -1.4198   -0.1160 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9510    0.4948    1.1859 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9422   -1.9473   -0.4429 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8696   -2.0756    1.0073 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6343   -1.6033    1.1302 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9983   -0.0264   -0.8287 H   0  0  0  0  0  0  0  0  0  0  0  0
  9  8  1  0
  8 10  1  0
  8  2  1  0
  2  1  1  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  7  1  0
  5  6  2  0
  9 20  1  0
  9 21  1  0
  9 22  1  0
  8 19  1  1
 10 23  1  0
  2 14  1  1
  1 11  1  0
  1 12  1  0
  1 13  1  0
  3 15  1  6
  4 16  1  0
  4 17  1  0
  7 18  1  0
M  END
Download

3D SDF for NP0232233 ((2s,3s,4r)-2-amino-4-hydroxy-3-methylpentanoic acid)


  Mrv1652309062215242D          

 10  9  0  0  1  0            999 V2000
    1.9520    1.9520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520    1.1270    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2375   -0.1105    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1914    0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230    1.9520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664    0.7145    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3809    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664   -0.1105    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  6  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  2  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0232233

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C6H13NO3/c1-3(4(2)8)5(7)6(9)10/h3-5,8H,7H2,1-2H3,(H,9,10)/t3-,4-,5+/m1/s1

> <INCHI_KEY>
OSCCDBFHNMXNME-WDCZJNDASA-N

> <FORMULA>
C6H13NO3

> <MOLECULAR_WEIGHT>
147.174

> <EXACT_MASS>
147.089543283

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
23

> <JCHEM_AVERAGE_POLARIZABILITY>
14.96953089809128

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3S,4R)-2-amino-4-hydroxy-3-methylpentanoic acid

> <JCHEM_LOGP>
-2.931421757828279

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.238137537934477

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.460320130533524

> <JCHEM_PKA_STRONGEST_BASIC>
9.215206644727141

> <JCHEM_POLAR_SURFACE_AREA>
83.55000000000001

> <JCHEM_REFRACTIVITY>
35.741600000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3S,4R)-2-amino-4-hydroxy-3-methylpentanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for NP0232233 ((2s,3s,4r)-2-amino-4-hydroxy-3-methylpentanoic acid)

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PDB for NP0232233 ((2s,3s,4r)-2-amino-4-hydroxy-3-methylpentanoic acid)
HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  C   UNK     0       3.644   3.644   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.644   2.104   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.310   1.334   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0       2.310  -0.206   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       0.976   2.104   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -0.357   1.334   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0       0.976   3.644   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       4.977   1.334   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.311   2.104   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       4.977  -0.206   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    8                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5                                                            
CONECT    8    2    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8                                                            
MASTER        0    0    0    0    0    0    0    0   10    0   18    0
END

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3D PDB for NP0232233 ((2s,3s,4r)-2-amino-4-hydroxy-3-methylpentanoic acid)
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SMILES for NP0232233 ((2s,3s,4r)-2-amino-4-hydroxy-3-methylpentanoic acid)
C[C@@H](O)[C@@H](C)[C@H](N)C(O)=O
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INCHI for NP0232233 ((2s,3s,4r)-2-amino-4-hydroxy-3-methylpentanoic acid)
InChI=1S/C6H13NO3/c1-3(4(2)8)5(7)6(9)10/h3-5,8H,7H2,1-2H3,(H,9,10)/t3-,4-,5+/m1/s1
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View in JSmol
SynonymsNot Available
Chemical FormulaC6H13NO3
Average Mass147.1740 Da
Monoisotopic Mass147.08954 Da
IUPAC Name(2S,3S,4R)-2-amino-4-hydroxy-3-methylpentanoic acid
Traditional Name(2S,3S,4R)-2-amino-4-hydroxy-3-methylpentanoic acid
CAS Registry NumberNot Available
SMILES
C[C@@H](O)[C@@H](C)[C@H](N)C(O)=O
InChI Identifier
InChI=1S/C6H13NO3/c1-3(4(2)8)5(7)6(9)10/h3-5,8H,7H2,1-2H3,(H,9,10)/t3-,4-,5+/m1/s1
InChI KeyOSCCDBFHNMXNME-WDCZJNDASA-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
Trigonella foenum-graecumLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as isoleucine and derivatives. Isoleucine and derivatives are compounds containing isoleucine or a derivative thereof resulting from reaction of isoleucine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.
KingdomOrganic compounds  
Super ClassOrganic acids and derivatives  
ClassCarboxylic acids and derivatives  
Sub ClassAmino acids, peptides, and analogues  
Direct ParentIsoleucine and derivatives  
Alternative Parents
Substituents
  • Isoleucine or derivatives
    • 

  • Alpha-amino acid
    • 

  • L-alpha-amino acid
    • 

  • Branched fatty acid
    • 

  • Methyl-branched fatty acid
    • 

  • Short-chain hydroxy acid
    • 

  • Hydroxy fatty acid
    • 

  • Fatty acyl
    • 

  • Fatty acid
    • 

  • 1,3-aminoalcohol
    • 

  • Amino acid
    • 

  • Secondary alcohol
    • 

  • Carboxylic acid
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Organic nitrogen compound
    • 

  • Organonitrogen compound
    • 

  • Organooxygen compound
    • 

  • Primary aliphatic amine
    • 

  • Primary amine
    • 

  • Hydrocarbon derivative
    • 

  • Carbonyl group
    • 

  • Organic oxide
    • 

  • Amine
    • 

  • Organic oxygen compound
    • 

  • Alcohol
    • 

  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic 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-2.9ChemAxon
pKa (Strongest Acidic)2.46ChemAxon
pKa (Strongest Basic)9.22ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area83.55 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity35.74 m³·mol⁻¹ChemAxon
Polarizability14.97 ųChemAxon
Number of Rings0ChemAxon
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 ID9369485  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound11194416  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]