BI-3406   Click here for help

GtoPdb Ligand ID: 12061

Synonyms: BI3406
PDB Ligand
Compound class: Synthetic organic
Comment: BI-3406 is a potent, selective, and orally bioavailable small-molecule that binds to the catalytic domain of SOS Ras/Rac guanine nucleotide exchange factor 1 (SOS1) and disrupts its interaction with KRAS [1]. Blocking this protien-protein interaction is being explored as a novel mechanism to combat KRAS-driven cancers, and offers the advantage of providing anti-tumour activity that is independent of KRAS mutation status. BI-3406 is a useful molecular probe. It was further optimised to generate the clinical lead BI-1701963 (awaiting disclosure of chemical structure).
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 2
Rotatable bonds 7
Topological polar surface area 91.52
Molecular weight 462.19
XLogP 3.67
No. Lipinski's rules broken 0
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Canonical SMILES COc1cc2nc(C)nc(c2cc1O[C@H]1CCOC1)N[C@@H](c1cc(N)cc(c1)C(F)(F)F)C
Isomeric SMILES Cc1nc2cc(c(cc2c(n1)N[C@H](C)c1cc(cc(c1)N)C(F)(F)F)O[C@H]1CCOC1)OC
InChI InChI=1S/C23H25F3N4O3/c1-12(14-6-15(23(24,25)26)8-16(27)7-14)28-22-18-9-21(33-17-4-5-32-11-17)20(31-3)10-19(18)29-13(2)30-22/h6-10,12,17H,4-5,11,27H2,1-3H3,(H,28,29,30)/t12-,17+/m1/s1
Classification Click here for help
Compound class Synthetic organic
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CAS Registry No. 2230836-55-0 (source: PubChem)
ChEMBL Ligand CHEMBL4519023
GtoPdb PubChem SID 472319183
PubChem CID 138911318
RCSB PDB Ligand L7H, L7H
Search Google for chemical match using the InChIKey XVFDNRYZXDHTHT-PXAZEXFGSA-N
Search Google for chemicals with the same backbone XVFDNRYZXDHTHT
UniChem Compound Search for chemical match using the InChIKey XVFDNRYZXDHTHT-PXAZEXFGSA-N
UniChem Connectivity Search for chemical match using the InChIKey XVFDNRYZXDHTHT-PXAZEXFGSA-N