(4R,5S,6S,7R)-4,7-dibenzyl-5,6-dihydroxy-1,3-bis(prop-2-en-1-yl)-1,3-diazepan-2-one

• ChemBase ID: 4564
• Molecular Formular: C25H30N2O3
• Molecular Mass: 406.5173
• Monoisotopic Mass: 406.22564283
• SMILES: O=C1N([C@@H]([C@H](O)[C@@H](O)[C@H](N1CC=C)Cc1ccccc1)Cc1ccccc1)CC=C
• Canonical SMILES: C=CCN1[C@H](Cc2ccccc2)[C@H](O)[C@H]([C@H](N(C1=O)CC=C)Cc1ccccc1)O
• InChI: InChI=1S/C25H30N2O3/c1-3-15-26-21(17-19-11-7-5-8-12-19)23(28)24(29)22(27(16-4-2)25(26)30)18-20-13-9-6-10-14-20/h3-14,21-24,28-29H,1-2,15-18H2/t21-,22-,23+,24+/m1/s1
• InChIKey: IWJSQELMWLOYSO-LWSSLDFYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4R,5S,6S,7R)-4,7-dibenzyl-5,6-dihydroxy-1,3-bis(prop-2-en-1-yl)-1,3-diazepan-2-one
• IUPAC Traditional name: (4R,5S,6S,7R)-4,7-dibenzyl-5,6-dihydroxy-1,3-bis(prop-2-en-1-yl)-1,3-diazepan-2-one
• Synonyms: [4-R-(4-ALPHA,6-BETA,7-BETA]-HEXAHYDRO-5,6-DI(HYDROXY)-1,3-DI(ALLYL)-4,7-BISPHENYLMETHYL)-2H-1,3-DIAZEPINONE

Database IDs

• PubChem SID: 160967996; 99443381
• PubChem CID: 446158

CALCULATED PROPERTIES

JChem

• Acid pKa: 13.229737
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 3.7069776
• LogD (pH = 7.4): 3.7069774
• Log P: 3.706978
• Molar Refractivity: 119.0864 cm^3
• Polarizability: 46.24059 Å^3
• Polar Surface Area: 64.01 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.97
• LOG S: -3.21
• Solubility (Water): 2.50e-01 g/l

DETAILS

DrugBank - DB06910

Drug information: experimental