SH045   Click here for help

GtoPdb Ligand ID: 9968

Synonyms: compound 19 [PMID: 29522264]
Compound class: Synthetic organic
Comment: SH045 is a TRPC6 channel blocker [1]. It is a synthetic congener of the diterpene natural product (+)‐larixol (PubChem CID 11335788), which is found in the resin of the European larch, Larix decidua. In vitro and ex vivo studies suggest SH045 as a lead compound with clinical potential for the reduction of lung ischemia‐reperfusion edema (LIRE).
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 4
Hydrogen bond donors 2
Rotatable bonds 7
Topological polar surface area 58.56
Molecular weight 363.28
XLogP 5.33
No. Lipinski's rules broken 1
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Canonical SMILES CNC(=O)OC1CC(=C)C(C2(C1C(C)(C)CCC2)C)CCC(C=C)(O)C
Isomeric SMILES CNC(=O)O[C@H]1CC(=C)[C@@H]([C@@]2([C@@H]1C(C)(C)CCC2)C)CC[C@@](C=C)(O)C
InChI InChI=1S/C22H37NO3/c1-8-21(5,25)13-10-16-15(2)14-17(26-19(24)23-7)18-20(3,4)11-9-12-22(16,18)6/h8,16-18,25H,1-2,9-14H2,3-7H3,(H,23,24)/t16-,17-,18-,21+,22+/m0/s1
1. Häfner S, Burg F, Kannler M, Urban N, Mayer P, Dietrich A, Trauner D, Broichhagen J, Schaefer M. (2018)
A (+)-Larixol Congener with High Affinity and Subtype Selectivity toward TRPC6.
ChemMedChem, 13 (10): 1028-1035. [PMID:29522264]