4-methyl-12-oxa-4-azapentacyclo[9.6.1.0^{1,13}.0^{5,17}.0^{7,18}]octadeca-7(18),8,10-trien-10-ol

• ChemBase ID: 1318
• Molecular Formular: C17H21NO2
• Molecular Mass: 271.35414
• Monoisotopic Mass: 271.15722892
• SMILES: O1C2C34C(C(N(CC3)C)Cc3c4c1c(O)cc3)CCC2
• Canonical SMILES: CN1CCC23C4C1Cc1c3c(OC2CCC4)c(cc1)O
• InChI: InChI=1S/C17H21NO2/c1-18-8-7-17-11-3-2-4-14(17)20-16-13(19)6-5-10(15(16)17)9-12(11)18/h5-6,11-12,14,19H,2-4,7-9H2,1H3
• InChIKey: LNNWVNGFPYWNQE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-methyl-12-oxa-4-azapentacyclo[9.6.1.0^{1,13}.0^{5,17}.0^{7,18}]octadeca-7(18),8,10-trien-10-ol
• IUPAC Traditional name: permonid
• Synonyms: Desomorphine

Database IDs

• CAS Number: 427-00-9
• PubChem SID: 46506785; 160964778
• PubChem CID: 521115

CALCULATED PROPERTIES

JChem

• Acid pKa: 10.350201
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -0.90902036
• LogD (pH = 7.4): 0.36914033
• Log P: 2.1093748
• Molar Refractivity: 77.7983 cm^3
• Polarizability: 30.317175 Å^3
• Polar Surface Area: 32.7 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.5
• LOG S: -2.5
• Solubility (Water): 8.60e-01 g/l

DETAILS

DrugBank - DB01531

Drug information: illicit; experimental