(1S,2R,6S,14R,15R,16R)-16-[(2R)-2-hydroxypentan-2-yl]-15-methoxy-3-methyl-13-oxa-3-azahexacyclo[13.2.2.1^{2,8}.0^{1,6}.0^{6,14}.0^{7,12}]icosa-7,9,11-trien-11-ol

• ChemBase ID: 1254
• Molecular Formular: C25H35NO4
• Molecular Mass: 413.5497
• Monoisotopic Mass: 413.25660861
• SMILES: O1[C@@H]2[C@]34[C@]5(C[C@@H]([C@]2(OC)CC5)C(O)(CCC)C)[C@H](N(CC3)C)Cc2c4c1c(O)cc2
• Canonical SMILES: CCCC([C@H]1C[C@]23CC[C@]1(OC)[C@H]1[C@]43CCN([C@@H]2Cc2c4c(O1)c(O)cc2)C)(O)C
• InChI: InChI=1S/C25H35NO4/c1-5-8-22(2,28)17-14-23-9-10-25(17,29-4)21-24(23)11-12-26(3)18(23)13-15-6-7-16(27)20(30-21)19(15)24/h6-7,17-18,21,27-28H,5,8-14H2,1-4H3/t17-,18-,21-,22-,23-,24+,25-/m1/s1
• InChIKey: BRTSNYPDACNMIP-FAWZKKEFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,6S,14R,15R,16R)-16-[(2R)-2-hydroxypentan-2-yl]-15-methoxy-3-methyl-13-oxa-3-azahexacyclo[13.2.2.1^{2,8}.0^{1,6}.0^{6,14}.0^{7,12}]icosa-7,9,11-trien-11-ol
• IUPAC Traditional name: dihydroetorphine
• Synonyms: Dihydroetorphine

Database IDs

• CAS Number: 14357-76-7
• PubChem SID: 46507682; 160964714
• PubChem CID: 107765

CALCULATED PROPERTIES

JChem

• Acid pKa: 10.2385435
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -0.3292677
• LogD (pH = 7.4): 1.168937
• Log P: 2.6628966
• Molar Refractivity: 115.5516 cm^3
• Polarizability: 45.63579 Å^3
• Polar Surface Area: 62.16 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.98
• LOG S: -3.56
• Solubility (Water): 1.14e-01 g/l

DETAILS

DrugBank - DB01450

Drug information: illicit; experimental