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Showing NP-Card for (3s)-3-amino-3-(c-hydroxycarbonimidoyl)propanoic acid (NP0274010)

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Record Information
Version1.0
Created at2022-09-08 21:14:55 UTC
Updated at2022-09-08 21:14:55 UTC
NP-MRD IDNP0274010
Secondary Accession NumbersNone
Natural Product Identification
Common Name(3s)-3-amino-3-(c-hydroxycarbonimidoyl)propanoic acid
DescriptionL-aspartic 1-amide, also known as L-alpha-asparagine, belongs to the class of organic compounds known as aspartic acid and derivatives. Aspartic acid and derivatives are compounds containing an aspartic acid or a derivative thereof resulting from reaction of aspartic acid at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. (3s)-3-amino-3-(c-hydroxycarbonimidoyl)propanoic acid is found in Astragalus falcatus, Chara corallina and Morus australis. L-aspartic 1-amide is a very strong basic compound (based on its pKa).
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0274010 ((3s)-3-amino-3-(c-hydroxycarbonimidoyl)propanoic acid)


  Mrv0541 05041413262D          

 10  9  0  0  1  0            999 V2000
    1.5395    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2539   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250   -0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9684    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  2  5  1  1  0  0  0
  6  4  2  0  0  0  0
  7  3  2  0  0  0  0
  8  3  1  0  0  0  0
  9  4  1  0  0  0  0
  2 10  1  1  0  0  0
M  END
Download

3D MOL for NP0274010 ((3s)-3-amino-3-(c-hydroxycarbonimidoyl)propanoic acid)

     RDKit          3D

 17 16  0  0  0  0  0  0  0  0999 V2000
    1.9713    1.6688    1.9989 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5866    0.7904    1.5962 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0572    0.6646    0.4433 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9725    1.7706   -0.3639 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5546   -0.6326    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7461   -1.6721    1.0252 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9156   -0.6509   -0.3108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3552    0.3029   -1.3129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1197    0.0938   -2.5227 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0360    1.4495   -0.9674 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6857    1.8354   -1.1015 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1359   -0.9863   -0.8780 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0721   -1.5306    1.7921 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6592   -2.6029    0.5731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5166   -0.4652    0.6264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1868   -1.6972   -0.5853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3114    1.6617   -0.0128 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8 10  1  0
  8  9  2  0
  5  3  1  0
  3  4  1  0
  3  2  2  0
  5 12  1  6
  6 13  1  0
  6 14  1  0
  7 15  1  0
  7 16  1  0
 10 17  1  0
  4 11  1  0
  2  1  1  0
M  END
Download

3D SDF for NP0274010 ((3s)-3-amino-3-(c-hydroxycarbonimidoyl)propanoic acid)


  Mrv0541 05041413262D          

 10  9  0  0  1  0            999 V2000
    1.5395    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2539   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250   -0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9684    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  2  5  1  1  0  0  0
  6  4  2  0  0  0  0
  7  3  2  0  0  0  0
  8  3  1  0  0  0  0
  9  4  1  0  0  0  0
  2 10  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0274010

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C4H8N2O3/c5-2(4(6)9)1-3(7)8/h2H,1,5H2,(H2,6,9)(H,7,8)/t2-/m0/s1

> <INCHI_KEY>
PMLJIHNCYNOQEQ-REOHCLBHSA-N

> <FORMULA>
C4H8N2O3

> <MOLECULAR_WEIGHT>
132.1179

> <EXACT_MASS>
132.053492132

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
11.954739308314203

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3S)-3-amino-3-(C-hydroxycarbonimidoyl)propanoic acid

> <ALOGPS_LOGP>
-3.39

> <JCHEM_LOGP>
-4.81125434462432

> <ALOGPS_LOGS>
-1.41

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
4.208537503522946

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.275401453599838

> <JCHEM_PKA_STRONGEST_BASIC>
9.715508963991393

> <JCHEM_POLAR_SURFACE_AREA>
107.4

> <JCHEM_REFRACTIVITY>
39.2915

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.12e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3S)-3-amino-3-(C-hydroxycarbonimidoyl)propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for NP0274010 ((3s)-3-amino-3-(c-hydroxycarbonimidoyl)propanoic acid)

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PDB for NP0274010 ((3s)-3-amino-3-(c-hydroxycarbonimidoyl)propanoic acid)
HEADER    PROTEIN                                 04-MAY-14   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-MAY-14         0                                  
HETATM    1  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM    6  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM    7  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   10  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
CONECT    1    2    3                                                       
CONECT    2    1    4    5   10                                             
CONECT    3    1    7    8                                                  
CONECT    4    2    6    9                                                  
CONECT    5    2                                                            
CONECT    6    4                                                            
CONECT    7    3                                                            
CONECT    8    3                                                            
CONECT    9    4                                                            
CONECT   10    2                                                            
MASTER        0    0    0    0    0    0    0    0   10    0   18    0
END

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3D PDB for NP0274010 ((3s)-3-amino-3-(c-hydroxycarbonimidoyl)propanoic acid)
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SMILES for NP0274010 ((3s)-3-amino-3-(c-hydroxycarbonimidoyl)propanoic acid)
[H][C@](N)(CC(O)=O)C(O)=N
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INCHI for NP0274010 ((3s)-3-amino-3-(c-hydroxycarbonimidoyl)propanoic acid)
InChI=1S/C4H8N2O3/c5-2(4(6)9)1-3(7)8/h2H,1,5H2,(H2,6,9)(H,7,8)/t2-/m0/s1
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View in JSmol
Synonyms
ValueSource
L-alpha-AsparagineChEBI
L-Aspartic acid 1-amideChEBI
L-a-AsparagineGenerator
L-Α-asparagineGenerator
L-Aspartate 1-amideGenerator
Chemical FormulaC4H8N2O3
Average Mass132.1179 Da
Monoisotopic Mass132.05349 Da
IUPAC Name(3S)-3-amino-3-(C-hydroxycarbonimidoyl)propanoic acid
Traditional Name(3S)-3-amino-3-(C-hydroxycarbonimidoyl)propanoic acid
CAS Registry NumberNot Available
SMILES
[H][C@](N)(CC(O)=O)C(O)=N
InChI Identifier
InChI=1S/C4H8N2O3/c5-2(4(6)9)1-3(7)8/h2H,1,5H2,(H2,6,9)(H,7,8)/t2-/m0/s1
InChI KeyPMLJIHNCYNOQEQ-REOHCLBHSA-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
Astragalus falcatusLOTUS Database
Chara corallinaLOTUS Database
Morus australisLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as aspartic acid and derivatives. Aspartic acid and derivatives are compounds containing an aspartic acid or a derivative thereof resulting from reaction of aspartic acid 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 ParentAspartic acid and derivatives  
Alternative Parents
Substituents
  • Aspartic acid or derivatives
    • 

  • Alpha-amino acid amide
    • 

  • Fatty amide
    • 

  • Fatty acyl
    • 

  • Fatty acid
    • 

  • Carboxamide group
    • 

  • Carboxylic acid salt
    • 

  • Amino acid
    • 

  • Primary carboxylic acid amide
    • 

  • Carboxylic acid
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Organic nitrogen compound
    • 

  • Organic zwitterion
    • 

  • Primary amine
    • 

  • Organooxygen compound
    • 

  • Organonitrogen compound
    • 

  • Organic salt
    • 

  • Primary aliphatic amine
    • 

  • Hydrocarbon derivative
    • 

  • Organic oxide
    • 

  • Organopnictogen compound
    • 

  • Organic oxygen compound
    • 

  • Carbonyl group
    • 

  • Amine
    • 

  • 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-3.4ALOGPS
logP-4.8ChemAxon
logS-1.4ALOGPS
pKa (Strongest Acidic)3.28ChemAxon
pKa (Strongest Basic)9.72ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area107.4 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity39.29 m³·mol⁻¹ChemAxon
Polarizability11.95 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 IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound7015701  
PDB IDNot Available
ChEBI ID21248  
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]