ABBV-318   Click here for help

GtoPdb Ligand ID: 12002

Synonyms: ABBV318 | compound 73 [PMID: 35436748]
Compound class: Synthetic organic
Comment: ABBV-318 is an orally bioavailable, CNS-penetrant blocker of voltage-gated sodium channels Nav1.7/Nav1.8 [1]. Both Nav1.7 and Nav1.8 are active therapeutic targets for the development of new anti-pain medications.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 4
Hydrogen bond donors 0
Rotatable bonds 5
Topological polar surface area 55.32
Molecular weight 405.11
XLogP 4.29
No. Lipinski's rules broken 0
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Canonical SMILES F[C@@H]1CCN(C1)C(=O)c1ccc2c(n1)ccc(c2)Oc1ccc(cn1)C(F)(F)F
Isomeric SMILES F[C@H]1CN(CC1)C(=O)c1nc2ccc(cc2cc1)Oc1ncc(cc1)C(F)(F)F
InChI InChI=1S/C20H15F4N3O2/c21-14-7-8-27(11-14)19(28)17-4-1-12-9-15(3-5-16(12)26-17)29-18-6-2-13(10-25-18)20(22,23)24/h1-6,9-10,14H,7-8,11H2/t14-/m1/s1
Bioactivity Comments
ABBV-318 demonstrated in vivo efficacy in rodent models of inflammatory pain and neuropathic pain [1]. IC50 vs. Nav1.2, Nav1.4, and Nav1.6 are >30 μM in whole-cell patch clamp electrophysiology assays.
Selectivity at ion channels
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
Nav1.7 Hs Channel blocker Inhibition 5.6 pIC50 - 1
pIC50 5.6 (IC50 2.8x10-6 M) [1]
Description: Determined in a FRET assay
Nav1.8 Hs Channel blocker Inhibition 5.4 pIC50 - 1
pIC50 5.4 (IC50 3.8x10-6 M) [1]
Description: Determined in a FRET assay