(2R)-2-amino-3-(phosphonosulfanyl)propanoic acid

• ChemBase ID: 3212
• Molecular Formular: C3H8NO5PS
• Molecular Mass: 201.138081
• Monoisotopic Mass: 200.98607999
• SMILES: N[C@@H](CSP(=O)(O)O)C(=O)O
• Canonical SMILES: OC(=O)[C@H](CSP(=O)(O)O)N
• InChI: InChI=1S/C3H8NO5PS/c4-2(3(5)6)1-11-10(7,8)9/h2H,1,4H2,(H,5,6)(H2,7,8,9)/t2-/m0/s1
• InChIKey: MNEMQJJMDDZXRO-REOHCLBHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-amino-3-(phosphonosulfanyl)propanoic acid
• IUPAC Traditional name: @S-phosphocysteine
• Synonyms: S-Phosphocysteine

Database IDs

• PubChem SID: 160966655; 46505488
• PubChem CID: 3082729

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.5043312
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -5.7376847
• LogD (pH = 7.4): -6.756074
• Log P: -3.0443733
• Molar Refractivity: 39.5232 cm^3
• Polarizability: 15.978549 Å^3
• Polar Surface Area: 120.85 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -2.29
• LOG S: -0.67
• Solubility (Water): 4.29e+01 g/l

DETAILS

DrugBank - DB03544

Drug information: experimental