(2S)-N-[(3S,5S)-5-hydroxyoxolan-3-yl]-4-methyl-2-[(phenylcarbamothioyl)amino]pentanamide

• ChemBase ID: 5268
• Molecular Formular: C17H25N3O3S
• Molecular Mass: 351.4637
• Monoisotopic Mass: 351.16166268
• SMILES: c1ccccc1NC(=S)N[C@@H](CC(C)C)C(=O)N[C@@H]1CO[C@@H](C1)O
• Canonical SMILES: CC(C[C@@H](C(=O)N[C@@H]1CO[C@@H](C1)O)NC(=S)Nc1ccccc1)C
• InChI: InChI=1S/C17H25N3O3S/c1-11(2)8-14(16(22)18-13-9-15(21)23-10-13)20-17(24)19-12-6-4-3-5-7-12/h3-7,11,13-15,21H,8-10H2,1-2H3,(H,18,22)(H2,19,20,24)/t13-,14-,15-/m0/s1
• InChIKey: DBPWWBMTZYJGGV-KKUMJFAQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-N-[(3S,5S)-5-hydroxyoxolan-3-yl]-4-methyl-2-[(phenylcarbamothioyl)amino]pentanamide
• IUPAC Traditional name: (2S)-N-[(3S,5S)-5-hydroxyoxolan-3-yl]-4-methyl-2-[(phenylcarbamothioyl)amino]pentanamide
• Synonyms: (2S)-4-METHYL-2-(3-PHENYLTHIOUREIDO)-N-((3S)-TETRAHYDRO-2-HYDROXY-3-FURANYL)PENTANAMIDE

Database IDs

• PubChem SID: 160968697; 99444098
• PubChem CID: 6857711

CALCULATED PROPERTIES

JChem

• Acid pKa: 9.432995
• H Acceptors: 3
• H Donor: 4
• LogD (pH = 5.5): 2.455844
• LogD (pH = 7.4): 2.4520857
• Log P: 2.4558933
• Molar Refractivity: 97.6827 cm^3
• Polarizability: 38.084187 Å^3
• Polar Surface Area: 82.62 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.38
• LOG S: -3.97
• Solubility (Water): 3.75e-02 g/l

DETAILS

DrugBank - DB07627

Drug information: experimental