NSC151066   Click here for help

GtoPdb Ligand ID: 11238

Synonyms: NSC-151066
Compound class: Synthetic organic
Comment: NSC151066 is a TRPV4 antagonist. We show the structure for the parent molecule, but it is used experimentally in its hydrochloride salt form (PubChem CID: 4193327).
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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 10
Topological polar surface area 58.2
Molecular weight 448.15
XLogP 3.2
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES O=C(C[N+](CC(=O)Nc1cccc(c1)C(F)(F)F)(C)C)Nc1cccc(c1)C(F)(F)F
Isomeric SMILES O=C(C[N+](CC(=O)Nc1cccc(c1)C(F)(F)F)(C)C)Nc1cccc(c1)C(F)(F)F
InChI InChI=1S/C20H19F6N3O2/c1-29(2,11-17(30)27-15-7-3-5-13(9-15)19(21,22)23)12-18(31)28-16-8-4-6-14(10-16)20(24,25)26/h3-10H,11-12H2,1-2H3,(H-,27,28,30,31)/p+1
InChI Key YXFFXVOWPKYLNW-UHFFFAOYSA-O
References
1. Doñate-Macian P, Duarte Y, Rubio-Moscardo F, Pérez-Vilaró G, Canan J, Díez J, González-Nilo F, Valverde MA. (2022)
Structural determinants of TRPV4 inhibition and identification of new antagonists with antiviral activity.
Br J Pharmacol, 179 (14): 3576-3591. [PMID:32959389]