GDC-0334   Click here for help

GtoPdb Ligand ID: 12568

Synonyms: GDC0334
PDB Ligand
Compound class: Synthetic organic
Comment: GDC-0334 is a selective TRPA1 channel blocker [1]
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 8
Hydrogen bond donors 1
Rotatable bonds 9
Topological polar surface area 111.94
Molecular weight 609.49
XLogP 0.95
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES C[C@H]1[C@@H](C[C@@H](C(=O)NCC2=C(C=NC(=C2)C3=CN=C(C(F)(F)F)N=C3)C(F)(F)F)N1S(=O)(=O)C4=CC=C(C=C4)F)F
Isomeric SMILES C[C@H]1[C@@H](C[C@H](N1S(=O)(=O)C2=CC=C(C=C2)F)C(=O)NCC3=CC(=NC=C3C(F)(F)F)C4=CN=C(N=C4)C(F)(F)F)F
InChI InChI=1S/C24H19F8N5O3S/c1-12-18(26)7-20(37(12)41(39,40)16-4-2-15(25)3-5-16)21(38)34-8-13-6-19(33-11-17(13)23(27,28)29)14-9-35-22(36-10-14)24(30,31)32/h2-6,9-12,18,20H,7-8H2,1H3,(H,34,38)/t12-,18+,20-/m0/s1
InChI Key RGXNECXVRZKGGH-UOXRKKOCSA-N
References
1. Balestrini A, Joseph V, Dourado M, Reese RM, Shields SD, Rougé L, Bravo DD, Chernov-Rogan T, Austin CD, Chen H et al.. (2021)
A TRPA1 inhibitor suppresses neurogenic inflammation and airway contraction for asthma treatment.
J Exp Med, 218 (4). [PMID:33620419]