3-(cyclopropylmethyl)-19-(2-hydroxypropan-2-yl)-15-methoxy-13-oxa-3-azahexacyclo[13.2.2.1^{2,8}.0^{1,6}.0^{6,14}.0^{7,12}]icosa-7,9,11,16-tetraen-11-ol

• ChemBase ID: 1277
• Molecular Formular: C26H33NO4
• Molecular Mass: 423.54452
• Monoisotopic Mass: 423.24095854
• SMILES: O1C2C34C5(C(N(CC3)CC3CC3)Cc3c4c1c(O)cc3)CC(C2(OC)C=C5)C(O)(C)C
• Canonical SMILES: COC12C=CC3(CC1C(O)(C)C)C14C2Oc2c4c(CC3N(CC1)CC1CC1)ccc2O
• InChI: InChI=1S/C26H33NO4/c1-23(2,29)18-13-24-8-9-26(18,30-3)22-25(24)10-11-27(14-15-4-5-15)19(24)12-16-6-7-17(28)21(31-22)20(16)25/h6-9,15,18-19,22,28-29H,4-5,10-14H2,1-3H3
• InChIKey: VSKIOMHXEUHYSI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(cyclopropylmethyl)-19-(2-hydroxypropan-2-yl)-15-methoxy-13-oxa-3-azahexacyclo[13.2.2.1^{2,8}.0^{1,6}.0^{6,14}.0^{7,12}]icosa-7,9,11,16-tetraen-11-ol
• IUPAC Traditional name: ciprenorfina
• Synonyms: Cyprenorphine

Database IDs

• CAS Number: 4406-22-8
• PubChem SID: 46506801; 160964737
• PubChem CID: 544534

CALCULATED PROPERTIES

JChem

• Acid pKa: 10.353144
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -0.86375606
• LogD (pH = 7.4): 0.2717257
• Log P: 2.133945
• Molar Refractivity: 119.3312 cm^3
• Polarizability: 46.506924 Å^3
• Polar Surface Area: 62.16 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.33
• LOG S: -3.86
• Solubility (Water): 5.82e-02 g/l

DETAILS

DrugBank - DB01480

Drug information: illicit; experimental