2-{[(2R)-1-phenyl-3-sulfanylpropan-2-yl]carbamoyl}acetic acid

• ChemBase ID: 1702
• Molecular Formular: C12H15NO3S
• Molecular Mass: 253.3174
• Monoisotopic Mass: 253.07726435
• SMILES: SC[C@@H](Cc1ccccc1)NC(=O)CC(=O)O
• Canonical SMILES: SC[C@@H](Cc1ccccc1)NC(=O)CC(=O)O
• InChI: InChI=1S/C12H15NO3S/c14-11(7-12(15)16)13-10(8-17)6-9-4-2-1-3-5-9/h1-5,10,17H,6-8H2,(H,13,14)(H,15,16)/t10-/m1/s1
• InChIKey: REPVVNYZORKKPQ-SNVBAGLBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{[(2R)-1-phenyl-3-sulfanylpropan-2-yl]carbamoyl}acetic acid
• IUPAC Traditional name: 2-{[(2R)-1-phenyl-3-sulfanylpropan-2-yl]carbamoyl}acetic acid
• Synonyms: 3-{[(1r)-1-Benzyl-2-Sulfanylethyl]Amino}-3-Oxopropanoic Acid

Database IDs

• PubChem SID: 160965159; 46508282
• PubChem CID: 657144

CALCULATED PROPERTIES

JChem

• Acid pKa: 4.11239
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): 0.16194248
• LogD (pH = 7.4): -1.5281538
• Log P: 1.5638775
• Molar Refractivity: 67.2194 cm^3
• Polarizability: 26.171213 Å^3
• Polar Surface Area: 66.4 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.75
• LOG S: -2.79
• Solubility (Water): 4.12e-01 g/l

DETAILS

DrugBank - DB01935

Drug information: experimental