(1R,2R,6S,14R,15R,19R)-19-[(2R)-2-hydroxypentan-2-yl]-15-methoxy-3-methyl-13-oxa-3-azahexacyclo[13.2.2.12,8.01,6.06,14.07,12]icosa-7(12),8,10,16-tetraen-11-ol

• ChemBase ID: 127357
• Molecular Formular: C25H33NO4
• Molecular Mass: 411.53382
• Monoisotopic Mass: 411.24095854
• SMILES: OC(C)(CCC)[C@H]1C[C@]23C=C[C@]1(OC)[C@@H]1Oc4c5c(ccc4O)C[C@H]2N(CC[C@@]315)C
• Canonical SMILES: CCCC([C@H]1C[C@]23C=C[C@]1(OC)[C@H]1[C@]43CCN([C@@H]2Cc2c4c(O1)c(O)cc2)C)(O)C
• InChI: InChI=1S/C25H33NO4/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/h6-7,9-10,17-18,21,27-28H,5,8,11-14H2,1-4H3/t17-,18-,21-,22-,23-,24+,25-/m1/s1
• InChIKey: CAHCBJPUTCKATP-FAWZKKEFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2R,6S,14R,15R,19R)-19-[(2R)-2-hydroxypentan-2-yl]-15-methoxy-3-methyl-13-oxa-3-azahexacyclo[13.2.2.1^2,^8.0^1,^6.0^6,^1^4.0^7,^1^2]icosa-7(12),8,10,16-tetraen-11-ol
• IUPAC Traditional name: etorphine
• Synonyms: Etorphine

Database IDs

• CAS Number: 14521-96-1
• PubChem SID: 162221678
• PubChem CID: 644209
• ATC CODE: QN02AE90
• CHEMBL: 287413
• Chemspider ID: 559231
• DrugBank ID: DB01497
• KEGG ID: D07937
• Unique Ingredient Identifier: 42M2Y6NU9O
• Wikipedia Title: Etorphine

CALCULATED PROPERTIES

• Acid pKa: 7.483619
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -0.25452906
• LogD (pH = 7.4): 1.2280769
• Log P: 1.5617629
• Molar Refractivity: 116.5142 cm^3
• Polarizability: 45.393173 Å^3
• Polar Surface Area: 62.16 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Pharmacology Properties

• Legal Status: List 1 (Netherlands); Schedule I/II (see text) (United States)