(2R)-6-amino-N-(2-cyclohexylethyl)-2-[(2R)-3-hydroxy-2-(2-{4-[4-(2-methyl-1H-imidazol-1-yl)butyl]phenyl}acetamido)propanamido]hexanamide

• ChemBase ID: 2212
• Molecular Formular: C33H52N6O4
• Molecular Mass: 596.80378
• Monoisotopic Mass: 596.40500417
• SMILES: Cc1nccn1CCCCc1ccc(CC(=O)N[C@H](CO)C(=O)N[C@H](CCCCN)C(=O)NCCC2CCCCC2)cc1
• Canonical SMILES: NCCCC[C@H](C(=O)NCCC1CCCCC1)NC(=O)[C@H](NC(=O)Cc1ccc(cc1)CCCCn1ccnc1C)CO
• InChI: InChI=1S/C33H52N6O4/c1-25-35-20-22-39(25)21-8-6-11-27-13-15-28(16-14-27)23-31(41)37-30(24-40)33(43)38-29(12-5-7-18-34)32(42)36-19-17-26-9-3-2-4-10-26/h13-16,20,22,26,29-30,40H,2-12,17-19,21,23-24,34H2,1H3,(H,36,42)(H,37,41)(H,38,43)/t29-,30-/m1/s1
• InChIKey: WHLPIOSHBKQGHA-LOYHVIPDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-6-amino-N-(2-cyclohexylethyl)-2-[(2R)-3-hydroxy-2-(2-{4-[4-(2-methyl-1H-imidazol-1-yl)butyl]phenyl}acetamido)propanamido]hexanamide
• IUPAC Traditional name: (2R)-6-amino-N-(2-cyclohexylethyl)-2-[(2R)-3-hydroxy-2-(2-{4-[4-(2-methylimidazol-1-yl)butyl]phenyl}acetamido)propanamido]hexanamide
• Synonyms: [Cyclohexylethyl]-[[[[4-[2-Methyl-1-Imidazolyl-Butyl]Phenyl]Acetyl]-Seryl]-Lysinyl]-Amine

Database IDs

• PubChem SID: 46504453; 160965665
• PubChem CID: 10579415

CALCULATED PROPERTIES

JChem

• Acid pKa: 12.202588
• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): -1.6495718
• LogD (pH = 7.4): -0.46143845
• Log P: 2.3873196
• Molar Refractivity: 168.82 cm^3
• Polarizability: 65.74633 Å^3
• Polar Surface Area: 151.37 Å^2
• Rotatable Bonds: 19
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 3.59
• LOG S: -5.3
• Solubility (Water): 2.99e-03 g/l

DETAILS

DrugBank - DB02477

Drug information: experimental