(2S,3R)-N-hydroxy-2-(3-hydroxypropyl)-N'-[(3S)-1-(2-methoxyethyl)-2-oxoazepan-3-yl]-3-(2-methylpropyl)butanediamide

• ChemBase ID: 1853
• Molecular Formular: C20H37N3O6
• Molecular Mass: 415.52428
• Monoisotopic Mass: 415.26823592
• SMILES: C1(=O)N(CCCC[C@@H]1NC(=O)[C@@H]([C@@H](C(=O)NO)CCCO)CC(C)C)CCOC
• Canonical SMILES: COCCN1CCCC[C@@H](C1=O)NC(=O)[C@@H]([C@@H](C(=O)NO)CCCO)CC(C)C
• InChI: InChI=1S/C20H37N3O6/c1-14(2)13-16(15(7-6-11-24)19(26)22-28)18(25)21-17-8-4-5-9-23(20(17)27)10-12-29-3/h14-17,24,28H,4-13H2,1-3H3,(H,21,25)(H,22,26)/t15-,16+,17-/m0/s1
• InChIKey: JLEGVELHGVWFGG-BBWFWOEESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3R)-N-hydroxy-2-(3-hydroxypropyl)-N'-[(3S)-1-(2-methoxyethyl)-2-oxoazepan-3-yl]-3-(2-methylpropyl)butanediamide
• IUPAC Traditional name: (2S,3R)-N-hydroxy-2-(3-hydroxypropyl)-N'-[(3S)-1-(2-methoxyethyl)-2-oxoazepan-3-yl]-3-(2-methylpropyl)butanediamide
• Synonyms: A Disubstituted Succinyl Caprolactam Hydroxymate Mmp3inhibitor

Database IDs

• PubChem SID: 160965308; 46508659
• PubChem CID: 17754156

CALCULATED PROPERTIES

JChem

• Acid pKa: 8.864687
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): 0.056265313
• LogD (pH = 7.4): 0.041876435
• Log P: 0.05645358
• Molar Refractivity: 108.504 cm^3
• Polarizability: 42.492107 Å^3
• Polar Surface Area: 128.2 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.76
• LOG S: -1.96
• Solubility (Water): 4.58e+00 g/l

DETAILS

DrugBank - DB02090

Drug information: experimental