(2R)-2-acetamido-3-{[(2-phenylethyl)carbamothioyl]sulfanyl}propanoic acid

• ChemBase ID: 159402
• Molecular Formular: C14H18N2O3S2
• Molecular Mass: 326.43432
• Monoisotopic Mass: 326.07588445
• SMILES: c1cccc(c1)CCNC(=S)SC[C@H](NC(=O)C)C(=O)O
• Canonical SMILES: CC(=O)N[C@H](C(=O)O)CSC(=S)NCCc1ccccc1
• InChI: InChI=1S/C14H18N2O3S2/c1-10(17)16-12(13(18)19)9-21-14(20)15-8-7-11-5-3-2-4-6-11/h2-6,12H,7-9H2,1H3,(H,15,20)(H,16,17)(H,18,19)/t12-/m0/s1
• InChIKey: BPWJNEDSCLPNGK-LBPRGKRZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-acetamido-3-{[(2-phenylethyl)carbamothioyl]sulfanyl}propanoic acid
• IUPAC Traditional name: (2R)-2-acetamido-3-{[(2-phenylethyl)carbamothioyl]sulfanyl}propanoic acid
• Synonyms: 2-Acetylamino-3-phenethylthiocarbamoylsulfanyl-propionic Acid; N-Acetyl-S-[N-(2-phenylethyl)thiocarbamoyl]-L-cysteine

Database IDs

• CAS Number: 131918-97-3
• PubChem SID: 162253537
• PubChem CID: 9797425

CALCULATED PROPERTIES

• Acid pKa: 3.870881
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): 0.28486165
• LogD (pH = 7.4): -1.5249074
• Log P: 1.9224292
• Molar Refractivity: 88.0671 cm^3
• Polarizability: 34.449627 Å^3
• Polar Surface Area: 78.43 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Methanol
• Apperance: Off-White Solid
• Melting Point: 55-58°C

DETAILS

Toronto Research Chemicals - A187360

An enzyme inhibitor of human liver microsome

REFERENCES

• Ding, J., et al.: chem. Res. Toxicol., 9, 6, 932 (1996)
• Vermeulen, M., et al.: Eur. J. Med. Chem. Chim. Ther., 38, 7-8, 729 (2003)