(2R)-2-amino-3-[(phosphonomethyl)sulfanyl]propanoic acid

• ChemBase ID: 2197
• Molecular Formular: C4H10NO5PS
• Molecular Mass: 215.164661
• Monoisotopic Mass: 215.00173006
• SMILES: N[C@@H](CSCP(=O)(O)O)C(=O)O
• Canonical SMILES: OC(=O)[C@H](CSCP(=O)(O)O)N
• InChI: InChI=1S/C4H10NO5PS/c5-3(4(6)7)1-12-2-11(8,9)10/h3H,1-2,5H2,(H,6,7)(H2,8,9,10)/t3-/m0/s1
• InChIKey: IIALWEPLPCANHU-VKHMYHEASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-amino-3-[(phosphonomethyl)sulfanyl]propanoic acid
• IUPAC Traditional name: @S-methyl phosphocysteine
• Synonyms: S-Methyl Phosphocysteine

Database IDs

• PubChem SID: 46508988; 160965650
• PubChem CID: 192579

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.4934068
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -5.930753
• LogD (pH = 7.4): -6.532207
• Log P: -3.1637785
• Molar Refractivity: 43.3513 cm^3
• Polarizability: 17.715937 Å^3
• Polar Surface Area: 120.85 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -2.3
• LOG S: -0.89
• Solubility (Water): 2.76e+01 g/l

DETAILS

DrugBank - DB02461

Drug information: experimental