(2S,3S)-3-amino-5-(ethylsulfanyl)-2-hydroxy-N-[(1S)-1-(naphthalen-1-yl)ethyl]pentanamide

• ChemBase ID: 3730
• Molecular Formular: C19H26N2O2S
• Molecular Mass: 346.48694
• Monoisotopic Mass: 346.17149908
• SMILES: CCSCC[C@@H]([C@@H](C(=O)N[C@H](c1cccc2c1cccc2)C)O)N
• Canonical SMILES: CCSCC[C@@H]([C@@H](C(=O)N[C@H](c1cccc2c1cccc2)C)O)N
• InChI: InChI=1S/C19H26N2O2S/c1-3-24-12-11-17(20)18(22)19(23)21-13(2)15-10-6-8-14-7-4-5-9-16(14)15/h4-10,13,17-18,22H,3,11-12,20H2,1-2H3,(H,21,23)/t13-,17-,18-/m0/s1
• InChIKey: AIIOXZPEXXZCML-KKXDTOCCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S)-3-amino-5-(ethylsulfanyl)-2-hydroxy-N-[(1S)-1-(naphthalen-1-yl)ethyl]pentanamide
• IUPAC Traditional name: (2S,3S)-3-amino-5-(ethylsulfanyl)-2-hydroxy-N-[(1S)-1-(naphthalen-1-yl)ethyl]pentanamide
• Synonyms: (2s,3r)-3-Amino-2-Hydroxy-5-(Ethylsulfanyl)Pentanoyl-((S)-(-)-(1-Naphthyl)Ethyl)Amide

Database IDs

• PubChem SID: 160967168; 46508224
• PubChem CID: 5287684

CALCULATED PROPERTIES

JChem

• Acid pKa: 12.5862
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): -0.5863116
• LogD (pH = 7.4): 0.8785507
• Log P: 2.2426705
• Molar Refractivity: 100.5468 cm^3
• Polarizability: 40.849255 Å^3
• Polar Surface Area: 75.35 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.55
• LOG S: -4.58
• Solubility (Water): 9.18e-03 g/l

DETAILS

DrugBank - DB04108

Drug information: experimental