RN-9893   Click here for help

GtoPdb Ligand ID: 10304

Synonyms: compound 26 [PMID: 26235950] | RN9893
Compound class: Synthetic organic
Comment: RN-9893 is an orally-bioavailable, selective inhibitor/antagonist of the TRPV4 ion channel [1]. It inhibits the channel activity of the human, rat and murine variants of TRPV4, and is selective for TRPV4 compared to related TRP channels, including TRPV1, TRPV3 and TRPM8. RN-9893 is therefore an appropriate probe compound for in vivo applications.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 1
Rotatable bonds 8
Topological polar surface area 121.24
Molecular weight 500.13
XLogP 3.42
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES CC(N1CCN(CC1)S(=O)(=O)c1ccc(cc1)NC(=O)c1ccc(cc1[N+](=O)[O-])C(F)(F)F)C
Isomeric SMILES CC(N1CCN(CC1)S(=O)(=O)c1ccc(cc1)NC(=O)c1ccc(cc1[N+](=O)[O-])C(F)(F)F)C
InChI InChI=1S/C21H23F3N4O5S/c1-14(2)26-9-11-27(12-10-26)34(32,33)17-6-4-16(5-7-17)25-20(29)18-8-3-15(21(22,23)24)13-19(18)28(30)31/h3-8,13-14H,9-12H2,1-2H3,(H,25,29)
InChI Key KORKKQLDGMHNKO-UHFFFAOYSA-N
References
1. Wei ZL, Nguyen MT, O'Mahony DJ, Acevedo A, Zipfel S, Zhang Q, Liu L, Dourado M, Chi C, Yip V et al.. (2015)
Identification of orally-bioavailable antagonists of the TRPV4 ion-channel.
Bioorg Med Chem Lett, 25 (18): 4011-5. [PMID:26235950]