(2S)-2-[(R)-{[3,5-bis(trifluoromethyl)phenyl]amino}(sulfanyl)methyl]-2-cyanoacetamide

• ChemBase ID: 4567
• Molecular Formular: C12H9F6N3OS
• Molecular Mass: 357.2747792
• Monoisotopic Mass: 357.03705224
• SMILES: c1c(cc(cc1C(F)(F)F)N[C@@H]([C@H](C(=O)N)C#N)S)C(F)(F)F
• Canonical SMILES: S[C@H]([C@H](C(=O)N)C#N)Nc1cc(cc(c1)C(F)(F)F)C(F)(F)F
• InChI: InChI=1S/C12H9F6N3OS/c13-11(14,15)5-1-6(12(16,17)18)3-7(2-5)21-10(23)8(4-19)9(20)22/h1-3,8,10,21,23H,(H2,20,22)/t8-,10+/m0/s1
• InChIKey: ZTUMRSFHUOBXAC-WCBMZHEXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[(R)-{[3,5-bis(trifluoromethyl)phenyl]amino}(sulfanyl)methyl]-2-cyanoacetamide
• IUPAC Traditional name: (2S)-2-[(R)-{[3,5-bis(trifluoromethyl)phenyl]amino}(sulfanyl)methyl]-2-cyanoacetamide
• Synonyms: (2R,3R)-3-{[3,5-BIS(TRIFLUOROMETHYL)PHENYL]AMINO}-2-CYANO-3-THIOXOPROPANAMIDE

Database IDs

• PubChem SID: 99443384; 160967999
• PubChem CID: 46937036

CALCULATED PROPERTIES

JChem

• Acid pKa: 7.2900505
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): 2.51124
• LogD (pH = 7.4): 2.6758683
• Log P: 2.5052867
• Molar Refractivity: 73.3267 cm^3
• Polarizability: 25.758095 Å^3
• Polar Surface Area: 78.91 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.57
• LOG S: -4.07
• Solubility (Water): 3.04e-02 g/l

DETAILS

DrugBank - DB06913

Drug information: experimental