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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Ligand Activity Visualisation Charts

These are box plot that provide a unique visualisation, summarising all the activity data for a ligand taken from ChEMBL and GtoPdb across multiple targets and species. Click on a plot to see the median, interquartile range, low and high data points. A value of zero indicates that no data are available. A separate chart is created for each target, and where possible the algorithm tries to merge ChEMBL and GtoPdb targets by matching them on name and UniProt accession, for each available species. However, please note that inconsistency in naming of targets may lead to data for the same target being reported across multiple charts.

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View interactive charts of activity data across species
2D Structure
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2D Structure

An image of the ligand's 2D structure. For small molecules with SMILES these are drawn using the NCI/CADD Chemical Identifier Resolver. Click on the image to access the chemical structure search tool with the ligand pre-loaded in the structure editor. For other types of ligands, e.g. longer nucleotides and peptides, a manually drawn representation of the molecule may be provided.

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Physico-chemical Properties
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Physico-chemical Properties

Calculated molecular properties are available for small molecules and natural products (not peptides). Properties were generated using the CDK toolkit. All properties were selected to enable the prediction of the Lipinski Rule-of-Five profile or ‘druglikeness’ for each ligand. For more info on each category see the help pages.

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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
SMILES / InChI / InChIKey
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SMILES / InChI / InChIKey

SMILES (Simplified Molecular Input Line Entry Specification) A specification for unambiguously describing the structure of chemical molecules using short ASCII strings. Canonical SMILES specify a unique representation of the 2D structure without chiral or isotopic specifications. Isomeric SMILES include chiral specification and isotopes.

Standard InChI (IUPAC International Chemical Identifier) and InChIKey InChI is a non-proprietary, standard, textual identifier for chemical substances designed to facilitate linking of information and database searching. An InChIKey is a simplified version of a full InChI, designed for easier web searching.

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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
InChI Key XVFDNRYZXDHTHT-PXAZEXFGSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
N-[(1R)-1-[3-amino-5-(trifluoromethyl)phenyl]ethyl]-7-methoxy-2-methyl-6-[(3S)-oxolan-3-yl]oxyquinazolin-4-amine
Synonyms Click here for help
BI3406
Database Links Click here for help
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