MP1104   Click here for help

GtoPdb Ligand ID: 9759

Compound class: Synthetic organic
Comment: Dual κ receptor/δ receptor agonist [2].
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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 5
Topological polar surface area 61.8
Molecular weight 554.11
XLogP 4.22
No. Lipinski's rules broken 0
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Canonical SMILES Ic1cccc(c1)C(=O)NC1C=CC2C34C1Oc1c4c(CC2N(CC3)CC2CC2)ccc1O
Isomeric SMILES Ic1cccc(c1)C(=O)N[C@@H]1C=CC2[C@@]34[C@H]1Oc1c4c(C[C@H]2N(CC3)CC2CC2)ccc1O
InChI InChI=1S/C27H27IN2O3/c28-18-3-1-2-17(12-18)26(32)29-20-8-7-19-21-13-16-6-9-22(31)24-23(16)27(19,25(20)33-24)10-11-30(21)14-15-4-5-15/h1-3,6-9,12,15,19-21,25,31H,4-5,10-11,13-14H2,(H,29,32)/t19?,20-,21-,25+,27+/m1/s1
1. Che T, Majumdar S, Zaidi SA, Ondachi P, McCorvy JD, Wang S, Mosier PD, Uprety R, Vardy E, Krumm BE et al.. (2018)
Structure of the Nanobody-Stabilized Active State of the Kappa Opioid Receptor.
Cell, 172 (1-2): 55-67.e15. [PMID:29307491]
2. Váradi A, Marrone GF, Eans SO, Ganno ML, Subrath JJ, Le Rouzic V, Hunkele A, Pasternak GW, McLaughlin JP, Majumdar S. (2015)
Synthesis and characterization of a dual kappa-delta opioid receptor agonist analgesic blocking cocaine reward behavior.
ACS Chem Neurosci, 6 (11): 1813-24. [PMID:26325040]