(2S)-4-(methylsulfanyl)-N-(pyridin-4-yl)-2-{[(1s,4s)-4-methylcyclohexyl]formamido}butanamide

• ChemBase ID: 5212
• Molecular Formular: C18H27N3O2S
• Molecular Mass: 349.49088
• Monoisotopic Mass: 349.18239812
• SMILES: O=C([C@@H]1CC[C@H](C)CC1)N[C@@H](CCSC)C(=O)Nc1ccncc1
• Canonical SMILES: CSCC[C@@H](C(=O)Nc1ccncc1)NC(=O)[C@@H]1CC[C@@H](CC1)C
• InChI: InChI=1S/C18H27N3O2S/c1-13-3-5-14(6-4-13)17(22)21-16(9-12-24-2)18(23)20-15-7-10-19-11-8-15/h7-8,10-11,13-14,16H,3-6,9,12H2,1-2H3,(H,21,22)(H,19,20,23)/t13-,14+,16-/m0/s1
• InChIKey: OCZKGSPGDOPDAI-LZWOXQAQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-4-(methylsulfanyl)-N-(pyridin-4-yl)-2-{[(1s,4s)-4-methylcyclohexyl]formamido}butanamide
• IUPAC Traditional name: (2S)-4-(methylsulfanyl)-N-(pyridin-4-yl)-2-{[(1s,4s)-4-methylcyclohexyl]formamido}butanamide
• Synonyms: CIS-4-METHYL-N-[(1S)-3-(METHYLSULFANYL)-1-(PYRIDIN-4-YLCARBAMOYL)PROPYL]CYCLOHEXANECARBOXAMIDE

Database IDs

• PubChem SID: 160968641; 99444040
• PubChem CID: 25134245

CALCULATED PROPERTIES

JChem

• Acid pKa: 12.396322
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 2.1938584
• LogD (pH = 7.4): 2.5021358
• Log P: 2.5087144
• Molar Refractivity: 98.901 cm^3
• Polarizability: 38.10813 Å^3
• Polar Surface Area: 71.09 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.15
• LOG S: -4.64
• Solubility (Water): 7.98e-03 g/l

DETAILS

DrugBank - DB07569

Drug information: experimental