BW373U86   Click here for help

GtoPdb Ligand ID: 9002

Synonyms: BW 373U86 | BW-373U86 | SNC-86
Compound class: Synthetic organic
Comment: BW373U86 is a potent and selective nonpeptidic δ opioid receptor agonist [1].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 4
Hydrogen bond donors 1
Rotatable bonds 9
Topological polar surface area 47.02
Molecular weight 435.29
XLogP 4.51
No. Lipinski's rules broken 0
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Canonical SMILES C=CCN1CC(C)N(CC1C)C(c1cccc(c1)O)c1ccc(cc1)C(=O)N(CC)CC
Isomeric SMILES C=CCN1C[C@H](C)N(C[C@H]1C)[C@@H](c1cccc(c1)O)c1ccc(cc1)C(=O)N(CC)CC
InChI InChI=1S/C27H37N3O2/c1-6-16-29-18-21(5)30(19-20(29)4)26(24-10-9-11-25(31)17-24)22-12-14-23(15-13-22)27(32)28(7-2)8-3/h6,9-15,17,20-21,26,31H,1,7-8,16,18-19H2,2-5H3/t20-,21+,26-/m1/s1
1. Chang KJ, Rigdon GC, Howard JL, McNutt RW. (1993)
A novel, potent and selective nonpeptidic delta opioid receptor agonist BW373U86.
J Pharmacol Exp Ther, 267 (2): 852-7. [PMID:8246159]
2. Le Bourdonnec B, Windh RT, Ajello CW, Leister LK, Gu M, Chu GH, Tuthill PA, Barker WM, Koblish M, Wiant DD et al.. (2008)
Potent, orally bioavailable delta opioid receptor agonists for the treatment of pain: discovery of N,N-diethyl-4-(5-hydroxyspiro[chromene-2,4'-piperidine]-4-yl)benzamide (ADL5859).
J Med Chem, 51 (19): 5893-6. [PMID:18788723]