etorphine   Click here for help

GtoPdb Ligand ID: 1625

Compound class: Synthetic organic
Comment: There is some ambiguity in the literature and on other online resources as to the exact structure and stereochemistry of etorphine. The structure shown here does not specify stereochemistry and corresponds to the PubChem entry linked to above. Activity data in PubChem is distributed across several CIDs representing slight chiral variations in the molecule. Please note that the ChEBI and ChEMBL entries linked to above do specify stereochemistry and represent the structure differently to us.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 2
Rotatable bonds 4
Topological polar surface area 62.16
Molecular weight 411.24
XLogP 1.95
No. Lipinski's rules broken 0
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Canonical SMILES CCCC(C1CC23C=CC1(OC)C1C43CCN(C2Cc2c4c(O1)c(O)cc2)C)(O)C
Isomeric SMILES CCCC(C1CC23C=CC1(OC)C1C43CCN(C2Cc2c4c(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
1. Toll L, Berzetei-Gurske IP, Polgar WE, Brandt SR, Adapa ID, Rodriguez L, Schwartz RW, Haggart D, O'Brien A, White A et al.. (1998)
Standard binding and functional assays related to medications development division testing for potential cocaine and opiate narcotic treatment medications.
NIDA Res Monogr, 178: 440-66. [PMID:9686407]