hydromorphone   Click here for help

GtoPdb Ligand ID: 7082

Synonyms: Dilaudid® | hydromorphone hydrochloride | Palladone®
Approved drug
hydromorphone is an approved drug (FDA (1984))
Comment: Hydromorphone is an opioid receptor agonist.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 2
Hydrogen bond donors 1
Rotatable bonds 0
Topological polar surface area 49.77
Molecular weight 285.14
XLogP 0.6
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES O=C1CCC2C34C1Oc1c4c(CC2N(CC3)C)ccc1O
Isomeric SMILES O=C1CC[C@@H]2[C@@]34[C@H]1Oc1c4c(C[C@H]2N(CC3)C)ccc1O
InChI InChI=1S/C17H19NO3/c1-18-7-6-17-10-3-5-13(20)16(17)21-15-12(19)4-2-9(14(15)17)8-11(10)18/h2,4,10-11,16,19H,3,5-8H2,1H3/t10-,11+,16-,17-/m0/s1
InChI Key WVLOADHCBXTIJK-YNHQPCIGSA-N
References
1. Wentland MP, Lou R, Lu Q, Bu Y, Denhardt C, Jin J, Ganorkar R, VanAlstine MA, Guo C, Cohen DJ et al.. (2009)
Syntheses of novel high affinity ligands for opioid receptors.
Bioorg Med Chem Lett, 19 (8): 2289-94. [PMID:19282177]