3-{[(4R,5S,6S,7R)-4,7-dibenzyl-3-(cyclopropylmethyl)-5,6-dihydroxy-2-oxo-1,3-diazepan-1-yl]methyl}-N-(1,3-thiazol-2-yl)benzamide

• ChemBase ID: 4173
• Molecular Formular: C34H36N4O4S
• Molecular Mass: 596.73904
• Monoisotopic Mass: 596.24572665
• SMILES: O[C@@H]1[C@@H](O)[C@@H](Cc2ccccc2)N(Cc2cc(ccc2)C(=O)Nc2nccs2)C(=O)N(CC2CC2)[C@@H]1Cc1ccccc1
• Canonical SMILES: O[C@@H]1[C@@H](O)[C@@H](Cc2ccccc2)N(C(=O)N([C@@H]1Cc1ccccc1)Cc1cccc(c1)C(=O)Nc1nccs1)CC1CC1
• InChI: InChI=1S/C34H36N4O4S/c39-30-28(19-23-8-3-1-4-9-23)37(21-25-14-15-25)34(42)38(29(31(30)40)20-24-10-5-2-6-11-24)22-26-12-7-13-27(18-26)32(41)36-33-35-16-17-43-33/h1-13,16-18,25,28-31,39-40H,14-15,19-22H2,(H,35,36,41)/t28-,29-,30+,31+/m1/s1
• InChIKey: HFLCERPZYCWLSZ-VKONIRKNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-{[(4R,5S,6S,7R)-4,7-dibenzyl-3-(cyclopropylmethyl)-5,6-dihydroxy-2-oxo-1,3-diazepan-1-yl]methyl}-N-(1,3-thiazol-2-yl)benzamide
• IUPAC Traditional name: 3-{[(4R,5S,6S,7R)-4,7-dibenzyl-3-(cyclopropylmethyl)-5,6-dihydroxy-2-oxo-1,3-diazepan-1-yl]methyl}-N-(1,3-thiazol-2-yl)benzamide
• Synonyms: INHIBITOR Q8467 OF DUPONT MERCK

Database IDs

• PubChem SID: 160967605; 46507402
• PubChem CID: 448069

CALCULATED PROPERTIES

JChem

• Acid pKa: 9.45538
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 5.184409
• LogD (pH = 7.4): 5.1808405
• Log P: 5.1844563
• Molar Refractivity: 167.5308 cm^3
• Polarizability: 64.13468 Å^3
• Polar Surface Area: 106.0 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 3.83
• LOG S: -5.33
• Solubility (Water): 2.81e-03 g/l

DETAILS

DrugBank - DB04609

Drug information: experimental