(2S)-2-[(3S)-4-(1,4-dihydroquinolin-3-ylmethyl)-3-(2-methylpropyl)-2,5-dioxo-1,4-diazepan-1-yl]-N-methyl-3-(naphthalen-2-yl)propanamide

• ChemBase ID: 4276
• Molecular Formular: C33H38N4O3
• Molecular Mass: 538.67982
• Monoisotopic Mass: 538.2943911
• SMILES: CNC(=O)[C@H](Cc1cc2ccccc2cc1)N1CCC(=O)N(CC2=CNc3ccccc3C2)[C@@H](CC(C)C)C1=O
• Canonical SMILES: CNC(=O)[C@@H](N1CCC(=O)N([C@H](C1=O)CC(C)C)CC1=CNc2c(C1)cccc2)Cc1ccc2c(c1)cccc2
• InChI: InChI=1S/C33H38N4O3/c1-22(2)16-30-33(40)36(29(32(39)34-3)19-23-12-13-25-8-4-5-9-26(25)17-23)15-14-31(38)37(30)21-24-18-27-10-6-7-11-28(27)35-20-24/h4-13,17,20,22,29-30,35H,14-16,18-19,21H2,1-3H3,(H,34,39)/t29-,30-/m0/s1
• InChIKey: CMHVLIQQGTVPBK-KYJUHHDHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[(3S)-4-(1,4-dihydroquinolin-3-ylmethyl)-3-(2-methylpropyl)-2,5-dioxo-1,4-diazepan-1-yl]-N-methyl-3-(naphthalen-2-yl)propanamide
• IUPAC Traditional name: (2S)-2-[(3S)-4-(1,4-dihydroquinolin-3-ylmethyl)-3-(2-methylpropyl)-2,5-dioxo-1,4-diazepan-1-yl]-N-methyl-3-(naphthalen-2-yl)propanamide
• Synonyms: (S)-2-((S)-3-ISOBUTYL-2,5-DIOXO-4-QUINOLIN-3-YLMETHYL-[1,4]DIAZEPAN-1YL)-N-METHYL-3-NAPHTALEN-2-YL-PROPIONAMIDE

Database IDs

• PubChem SID: 46505747; 160967708
• PubChem CID: 5288688

CALCULATED PROPERTIES

JChem

• Acid pKa: 15.718664
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 3.82958
• LogD (pH = 7.4): 3.8295841
• Log P: 3.8295844
• Molar Refractivity: 158.6848 cm^3
• Polarizability: 61.810596 Å^3
• Polar Surface Area: 81.75 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 4.0
• LOG S: -5.11
• Solubility (Water): 4.22e-03 g/l

DETAILS

DrugBank - DB04724

Drug information: experimental