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Showing NP-Card for (3s)-3-{[(2r)-2-amino-2-carboxyethyl]sulfanyl}butanoic acid (NP0150304)

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Record Information
Version2.0
Created at2022-09-02 06:21:19 UTC
Updated at2022-09-02 06:21:19 UTC
NP-MRD IDNP0150304
Secondary Accession NumbersNone
Natural Product Identification
Common Name(3s)-3-{[(2r)-2-amino-2-carboxyethyl]sulfanyl}butanoic acid
Description(3S)-3-{[(2R)-2-amino-2-carboxyethyl]sulfanyl}butanoic acid belongs to the class of organic compounds known as l-cysteine-s-conjugates. L-cysteine-S-conjugates are compounds containing L-cysteine where the thio-group is conjugated. (3s)-3-{[(2r)-2-amino-2-carboxyethyl]sulfanyl}butanoic acid is found in Mariosousa millefolia. Based on a literature review very few articles have been published on (3S)-3-{[(2R)-2-amino-2-carboxyethyl]sulfanyl}butanoic acid.
Structure
Thumb
MOL3D MOLSDFPDBSMILESInChI

MOL for NP0150304 ((3s)-3-{[(2r)-2-amino-2-carboxyethyl]sulfanyl}butanoic acid)


  Mrv1652309022208212D          

 13 12  0  0  1  0            999 V2000
    5.1414    1.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1414    2.1434    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4270    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9980    2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    1.3184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8559    2.5559    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.5704    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2849    2.5559    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.2849    3.3809    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.9993    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7138    2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9993    1.3184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  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
  2  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  6  0  0  0
  9 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 NP0150304 ((3s)-3-{[(2r)-2-amino-2-carboxyethyl]sulfanyl}butanoic acid)

     RDKit          3D

 26 25  0  0  0  0  0  0  0  0999 V2000
   -1.7788   -0.4717   -1.5790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3672   -0.3463   -0.1601 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5000   -0.5756    0.7955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5818    0.4151    0.6128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5453    0.2349   -0.2104 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6219    1.6099    1.3222 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0283   -1.4165    0.2633 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.4684   -0.5002    0.7697 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0961    0.3304   -0.3200 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5255   -0.5433   -1.3854 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2614    1.0172    0.3176 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0634    1.9954    1.0816 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5681    0.5791    0.0761 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0382   -0.0945   -2.2979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7993    0.0149   -1.7081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0121   -1.5669   -1.7480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0274    0.7432    0.0221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9306   -1.5724    0.6889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1167   -0.5232    1.8572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4860    2.5318    0.9214 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2310   -1.2403    1.1666 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2428    0.1447    1.6592 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3950    1.1363   -0.6584 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5207   -0.3255   -1.6586 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4126   -1.5488   -1.1293 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9920   -0.0278    0.7980 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  6  1  0
  4  5  2  0
  2  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 13  1  0
 11 12  2  0
  1 14  1  0
  1 15  1  0
  1 16  1  0
  2 17  1  6
  3 18  1  0
  3 19  1  0
  6 20  1  0
  8 21  1  0
  8 22  1  0
  9 23  1  6
 10 24  1  0
 10 25  1  0
 13 26  1  0
M  END
Download

3D SDF for NP0150304 ((3s)-3-{[(2r)-2-amino-2-carboxyethyl]sulfanyl}butanoic acid)


  Mrv1652309022208212D          

 13 12  0  0  1  0            999 V2000
    5.1414    1.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1414    2.1434    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4270    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9980    2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    1.3184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8559    2.5559    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.5704    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2849    2.5559    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.2849    3.3809    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.9993    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7138    2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9993    1.3184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  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
  2  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  6  0  0  0
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0150304

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C7H13NO4S/c1-4(2-6(9)10)13-3-5(8)7(11)12/h4-5H,2-3,8H2,1H3,(H,9,10)(H,11,12)/t4-,5-/m0/s1

> <INCHI_KEY>
QAGUPZKZTPZYRU-WHFBIAKZSA-N

> <FORMULA>
C7H13NO4S

> <MOLECULAR_WEIGHT>
207.24

> <EXACT_MASS>
207.056529077

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
26

> <JCHEM_AVERAGE_POLARIZABILITY>
20.376463057680773

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3S)-3-{[(2R)-2-amino-2-carboxyethyl]sulfanyl}butanoic acid

> <ALOGPS_LOGP>
-2.55

> <JCHEM_LOGP>
-2.535936107443717

> <ALOGPS_LOGS>
-1.30

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
4.4158499006946075

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.075714340625178

> <JCHEM_PKA_STRONGEST_BASIC>
9.138834343510977

> <JCHEM_POLAR_SURFACE_AREA>
100.61999999999999

> <JCHEM_REFRACTIVITY>
48.1758

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.03e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3S)-3-{[(2R)-2-amino-2-carboxyethyl]sulfanyl}butanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for NP0150304 ((3s)-3-{[(2r)-2-amino-2-carboxyethyl]sulfanyl}butanoic acid)

Download
PDB for NP0150304 ((3s)-3-{[(2r)-2-amino-2-carboxyethyl]sulfanyl}butanoic acid)
HEADER    PROTEIN                                 02-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-SEP-22         0                                  
HETATM    1  C   UNK     0       9.597   2.461   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.597   4.001   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.264   4.771   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.930   4.001   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       5.596   4.771   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0       6.930   2.461   0.000  0.00  0.00           O+0
HETATM    7  S   UNK     0      10.931   4.771   0.000  0.00  0.00           S+0
HETATM    8  C   UNK     0      12.265   4.001   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      13.598   4.771   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0      13.598   6.311   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0      14.932   4.001   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      16.266   4.771   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      14.932   2.461   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4                                                            
CONECT    7    2    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   24    0
END

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3D PDB for NP0150304 ((3s)-3-{[(2r)-2-amino-2-carboxyethyl]sulfanyl}butanoic acid)
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SMILES for NP0150304 ((3s)-3-{[(2r)-2-amino-2-carboxyethyl]sulfanyl}butanoic acid)
C[C@@H](CC(O)=O)SC[C@H](N)C(O)=O
Download
INCHI for NP0150304 ((3s)-3-{[(2r)-2-amino-2-carboxyethyl]sulfanyl}butanoic acid)
InChI=1S/C7H13NO4S/c1-4(2-6(9)10)13-3-5(8)7(11)12/h4-5H,2-3,8H2,1H3,(H,9,10)(H,11,12)/t4-,5-/m0/s1
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View in JSmol
Synonyms
ValueSource
(3S)-3-{[(2R)-2-amino-2-carboxyethyl]sulfanyl}butanoateGenerator
(3S)-3-{[(2R)-2-amino-2-carboxyethyl]sulphanyl}butanoateGenerator
(3S)-3-{[(2R)-2-amino-2-carboxyethyl]sulphanyl}butanoic acidGenerator
Chemical FormulaC7H13NO4S
Average Mass207.2400 Da
Monoisotopic Mass207.05653 Da
IUPAC Name(3S)-3-{[(2R)-2-amino-2-carboxyethyl]sulfanyl}butanoic acid
Traditional Name(3S)-3-{[(2R)-2-amino-2-carboxyethyl]sulfanyl}butanoic acid
CAS Registry NumberNot Available
SMILES
C[C@@H](CC(O)=O)SC[C@H](N)C(O)=O
InChI Identifier
InChI=1S/C7H13NO4S/c1-4(2-6(9)10)13-3-5(8)7(11)12/h4-5H,2-3,8H2,1H3,(H,9,10)(H,11,12)/t4-,5-/m0/s1
InChI KeyQAGUPZKZTPZYRU-WHFBIAKZSA-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
Mariosousa millefoliaLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as l-cysteine-s-conjugates. L-cysteine-S-conjugates are compounds containing L-cysteine where the thio-group is conjugated.
KingdomOrganic compounds  
Super ClassOrganic acids and derivatives  
ClassCarboxylic acids and derivatives  
Sub ClassAmino acids, peptides, and analogues  
Direct ParentL-cysteine-S-conjugates  
Alternative Parents
Substituents
  • L-cysteine-s-conjugate
    • 

  • Alpha-amino acid
    • 

  • L-alpha-amino acid
    • 

  • Thia fatty acid
    • 

  • Dicarboxylic acid or derivatives
    • 

  • Fatty acyl
    • 

  • Fatty acid
    • 

  • Amino acid
    • 

  • Carboxylic acid
    • 

  • Thioether
    • 

  • Dialkylthioether
    • 

  • Sulfenyl compound
    • 

  • Organic nitrogen compound
    • 

  • Hydrocarbon derivative
    • 

  • Organic oxide
    • 

  • Primary amine
    • 

  • Organosulfur compound
    • 

  • Organooxygen compound
    • 

  • Organonitrogen compound
    • 

  • Primary aliphatic amine
    • 

  • Organopnictogen compound
    • 

  • Organic oxygen compound
    • 

  • Carbonyl group
    • 

  • Amine
    • 

  • 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-2.6ALOGPS
logP-2.5ChemAxon
logS-1.3ALOGPS
pKa (Strongest Acidic)2.08ChemAxon
pKa (Strongest Basic)9.14ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area100.62 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity48.18 m³·mol⁻¹ChemAxon
Polarizability20.38 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 Compound163191182  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]