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Showing NP-Card for DL-threo-beta-Methylaspartate (NP0002707)

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Record Information
Version1.0
Created at2020-11-23 19:38:26 UTC
Updated at2021-08-12 19:51:55 UTC
NP-MRD IDNP0002707
Secondary Accession NumbersNone
Natural Product Identification
Common NameDL-threo-beta-Methylaspartate
Provided ByBMRBBMRB logo
Description(3S)-3-methyl-D-aspartic acid belongs to the class of organic compounds known as d-alpha-amino acids. These are alpha amino acids which have the D-configuration of the alpha-carbon atom. It was first documented in 2008 (PMID: 17984079). Based on a literature review a significant number of articles have been published on (3S)-3-methyl-D-aspartic acid (PMID: 34347485) (PMID: 34217688) (PMID: 34080035) (PMID: 34395628) (PMID: 34392174) (PMID: 34371166).
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for NP0002707 (DL-threo-beta-Methylaspartate)


     RDKit          2D

 19 18  0  0  0  0  0  0  0  0999 V2000
    1.1038   -0.7023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0681    0.3828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1532    1.4185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7988    2.8760    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5926    0.9966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0170   -0.6529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0187   -1.7379    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0527    0.4322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8094    1.9123    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5102    0.0778    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6774   -1.3758    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4072    0.0401    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2640   -1.6530    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8276    1.5860    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6777    2.0323    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1020   -1.6886    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4031   -3.1774    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5064   -1.9295    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5459    1.1629    0.0000 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
  3  5  1  0
  2  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  8 10  1  0
  1 11  1  6
  1 12  1  0
  1 13  1  0
  2 14  1  6
  5 15  1  0
  6 16  1  6
  7 17  1  0
  7 18  1  0
 10 19  1  0
M  END
Download

3D MOL for NP0002707 (DL-threo-beta-Methylaspartate)

NP0002707
     RDKit          3D

 19 18  0  0  0  0  0  0  0  0999 V2000
    1.0835   -1.2112   -0.7444 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2248    0.0106   -0.5047 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0689    1.0577    0.0655 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9176    1.6157    1.1805 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1522    1.4924   -0.6861 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9276   -0.4035    0.3563 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5550   -0.9345    1.6297 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9439    0.6964    0.4950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3835    1.0702    1.6127 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4500    1.3577   -0.6149 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8116   -1.3843    0.0587 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4643   -2.1284   -0.8196 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6138   -1.1060   -1.7222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1903    0.3796   -1.4649 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6141    0.8691   -1.3377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4616   -1.2191   -0.1953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1142   -1.8543    1.5461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0990   -0.2675    2.2662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8260    1.9594   -1.1212 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
  3  5  1  0
  2  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  8 10  1  0
  1 11  1  0
  1 12  1  0
  1 13  1  0
  2 14  1  6
  5 15  1  0
  6 16  1  6
  7 17  1  0
  7 18  1  0
 10 19  1  0
M  END
Download

3D SDF for NP0002707 (DL-threo-beta-Methylaspartate)


     RDKit          2D

 19 18  0  0  0  0  0  0  0  0999 V2000
    1.1038   -0.7023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0681    0.3828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1532    1.4185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7988    2.8760    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5926    0.9966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0170   -0.6529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0187   -1.7379    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0527    0.4322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8094    1.9123    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5102    0.0778    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6774   -1.3758    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4072    0.0401    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2640   -1.6530    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8276    1.5860    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6777    2.0323    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1020   -1.6886    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4031   -3.1774    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5064   -1.9295    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5459    1.1629    0.0000 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
  3  5  1  0
  2  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  8 10  1  0
  1 11  1  6
  1 12  1  0
  1 13  1  0
  2 14  1  6
  5 15  1  0
  6 16  1  6
  7 17  1  0
  7 18  1  0
 10 19  1  0
M  END
> <DATABASE_ID>
NP0002707

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C5H9NO4/c1-2(4(7)8)3(6)5(9)10/h2-3H,6H2,1H3,(H,7,8)(H,9,10)/t2-,3+/m0/s1

> <INCHI_KEY>
LXRUAYBIUSUULX-STHAYSLISA-N

> <FORMULA>
C5H9NO4

> <MOLECULAR_WEIGHT>
147.1293

> <EXACT_MASS>
147.053157781

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
13.144014738520838

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3S)-2-amino-3-methylbutanedioic acid

> <ALOGPS_LOGP>
-3.30

> <JCHEM_LOGP>
-2.9678511295775207

> <ALOGPS_LOGS>
-0.18

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
5.218916889007896

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8740175638422683

> <JCHEM_PKA_STRONGEST_BASIC>
9.676481201050818

> <JCHEM_POLAR_SURFACE_AREA>
100.62

> <JCHEM_REFRACTIVITY>
31.107200000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.74e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2s,3s-3-methylaspartic acid

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for NP0002707 (DL-threo-beta-Methylaspartate)

NP0002707
     RDKit          3D

 19 18  0  0  0  0  0  0  0  0999 V2000
    1.0835   -1.2112   -0.7444 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2248    0.0106   -0.5047 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0689    1.0577    0.0655 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9176    1.6157    1.1805 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1522    1.4924   -0.6861 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9276   -0.4035    0.3563 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5550   -0.9345    1.6297 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9439    0.6964    0.4950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3835    1.0702    1.6127 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4500    1.3577   -0.6149 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8116   -1.3843    0.0587 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4643   -2.1284   -0.8196 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6138   -1.1060   -1.7222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1903    0.3796   -1.4649 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6141    0.8691   -1.3377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4616   -1.2191   -0.1953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1142   -1.8543    1.5461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0990   -0.2675    2.2662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8260    1.9594   -1.1212 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
  3  5  1  0
  2  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  8 10  1  0
  1 11  1  0
  1 12  1  0
  1 13  1  0
  2 14  1  6
  5 15  1  0
  6 16  1  6
  7 17  1  0
  7 18  1  0
 10 19  1  0
M  END
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PDB for NP0002707 (DL-threo-beta-Methylaspartate)

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         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  O   UNK     0       6.311   2.104   0.000  0.00  0.00           O+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 NP0002707 (DL-threo-beta-Methylaspartate)

COMPND    NP0002707
HETATM    1  C1  UNL     1       1.084  -1.211  -0.744  1.00  0.00           C  
HETATM    2  C2  UNL     1       0.225   0.011  -0.505  1.00  0.00           C  
HETATM    3  C3  UNL     1       1.069   1.058   0.066  1.00  0.00           C  
HETATM    4  O1  UNL     1       0.918   1.616   1.180  1.00  0.00           O  
HETATM    5  O2  UNL     1       2.152   1.492  -0.686  1.00  0.00           O  
HETATM    6  C4  UNL     1      -0.928  -0.404   0.356  1.00  0.00           C  
HETATM    7  N1  UNL     1      -0.555  -0.935   1.630  1.00  0.00           N  
HETATM    8  C5  UNL     1      -1.944   0.696   0.495  1.00  0.00           C  
HETATM    9  O3  UNL     1      -2.384   1.070   1.613  1.00  0.00           O  
HETATM   10  O4  UNL     1      -2.450   1.358  -0.615  1.00  0.00           O  
HETATM   11  H1  UNL     1       1.812  -1.384   0.059  1.00  0.00           H  
HETATM   12  H2  UNL     1       0.464  -2.128  -0.820  1.00  0.00           H  
HETATM   13  H3  UNL     1       1.614  -1.106  -1.722  1.00  0.00           H  
HETATM   14  H4  UNL     1      -0.190   0.380  -1.465  1.00  0.00           H  
HETATM   15  H5  UNL     1       2.614   0.869  -1.338  1.00  0.00           H  
HETATM   16  H6  UNL     1      -1.462  -1.219  -0.195  1.00  0.00           H  
HETATM   17  H7  UNL     1      -0.114  -1.854   1.546  1.00  0.00           H  
HETATM   18  H8  UNL     1      -0.099  -0.267   2.266  1.00  0.00           H  
HETATM   19  H9  UNL     1      -1.826   1.959  -1.121  1.00  0.00           H  
CONECT    1    2   11   12   13
CONECT    2    3    6   14
CONECT    3    4    4    5
CONECT    5   15
CONECT    6    7    8   16
CONECT    7   17   18
CONECT    8    9    9   10
CONECT   10   19
END
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SMILES for NP0002707 (DL-threo-beta-Methylaspartate)

C[C@@H]([C@@H](N)C(O)=O)C(O)=O
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INCHI for NP0002707 (DL-threo-beta-Methylaspartate)

InChI=1S/C5H9NO4/c1-2(4(7)8)3(6)5(9)10/h2-3H,6H2,1H3,(H,7,8)(H,9,10)/t2-,3+/m0/s1
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View in JSmol
Synonyms
ValueSource
(3S)-3-Methyl-D-aspartateGenerator
(2R,3S)-2-Amino-3-methylbutanedioateGenerator
Chemical FormulaC5H9NO4
Average Mass147.1293 Da
Monoisotopic Mass147.05316 Da
IUPAC Name(2R,3S)-2-amino-3-methylbutanedioic acid
Traditional Name2s,3s-3-methylaspartic acid
CAS Registry NumberNot Available
SMILES
C[C@@H]([C@@H](N)C(O)=O)C(O)=O
InChI Identifier
InChI=1S/C5H9NO4/c1-2(4(7)8)3(6)5(9)10/h2-3H,6H2,1H3,(H,7,8)(H,9,10)/t2-,3+/m0/s1
InChI KeyLXRUAYBIUSUULX-STHAYSLISA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
Description Belongs to the class of organic compounds known as d-alpha-amino acids. These are alpha amino acids which have the D-configuration of the alpha-carbon atom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentD-alpha-amino acids
Alternative Parents
Substituents
  • D-alpha-amino acid
  • Branched fatty acid
  • Methyl-branched fatty acid
  • Dicarboxylic acid or derivatives
  • Fatty acid
  • Fatty acyl
  • Amino acid
  • Carboxylic acid
  • Organopnictogen compound
  • Organic nitrogen compound
  • Amine
  • Organic oxygen compound
  • Primary amine
  • Organooxygen compound
  • Organonitrogen compound
  • Primary aliphatic amine
  • Carbonyl group
  • Hydrocarbon derivative
  • Organic oxide
  • 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-3.3ALOGPS
logP-3ChemAxon
logS-0.18ALOGPS
pKa (Strongest Acidic)1.87ChemAxon
pKa (Strongest Basic)9.68ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area100.62 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity31.11 m³·mol⁻¹ChemAxon
Polarizability13.14 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDDB04313
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID4449932
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound5287600
PDB IDACB
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
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