2-({18-cyclohexyl-8-oxa-11-azatetracyclo[9.7.0.0^{2,7}.0^{12,17}]octadeca-1(18),2,4,6,12,14,16-heptaen-14-yl}formamido)-2-methylpropanoic acid

• ChemBase ID: 5659
• Molecular Formular: C27H30N2O4
• Molecular Mass: 446.5381
• Monoisotopic Mass: 446.22055745
• SMILES: CC(NC(=O)c1ccc2c(n3c(c4c(cccc4)OCC3)c2C2CCCCC2)c1)(C(=O)O)C
• Canonical SMILES: OC(=O)C(NC(=O)c1ccc2c(c1)n1CCOc3c(c1c2C1CCCCC1)cccc3)(C)C
• InChI: InChI=1S/C27H30N2O4/c1-27(2,26(31)32)28-25(30)18-12-13-19-21(16-18)29-14-15-33-22-11-7-6-10-20(22)24(29)23(19)17-8-4-3-5-9-17/h6-7,10-13,16-17H,3-5,8-9,14-15H2,1-2H3,(H,28,30)(H,31,32)
• InChIKey: LNQWELVSNCYKDU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-({18-cyclohexyl-8-oxa-11-azatetracyclo[9.7.0.0^{2,7}.0^{12,17}]octadeca-1(18),2,4,6,12,14,16-heptaen-14-yl}formamido)-2-methylpropanoic acid
• IUPAC Traditional name: 2-({18-cyclohexyl-8-oxa-11-azatetracyclo[9.7.0.0^{2,7}.0^{12,17}]octadeca-1(18),2,4,6,12,14,16-heptaen-14-yl}formamido)-2-methylpropanoic acid
• Synonyms: N-[(13-CYCLOHEXYL-6,7-DIHYDROINDOLO[1,2-D][1,4]BENZOXAZEPIN-10-YL)CARBONYL]-2-METHYL-L-ALANINE

Database IDs

• PubChem SID: 99444502; 160969086
• PubChem CID: 11987832

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.7893882
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 3.490081
• LogD (pH = 7.4): 1.9353064
• Log P: 5.2025332
• Molar Refractivity: 127.0076 cm^3
• Polarizability: 50.986115 Å^3
• Polar Surface Area: 80.56 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 5.17
• LOG S: -5.68
• Solubility (Water): 9.43e-04 g/l

DETAILS

DrugBank - DB08031

Drug information: experimental