TIQ-15   Click here for help

GtoPdb Ligand ID: 9882

Compound class: Synthetic organic
Comment: TIQ-15 is a CXCR4 antagonist [1]. It is the parent molecule of the analogue compound 46c [PMID: 29350534]. CXCR4 antagonists are being developed for potential clinical utility as anti-cancer agents. However, TIQ-15 is unsatisfactory as a clinical lead as it suffers from poor oral bioavailability and off-target liabilities (primarily inhibition of the central hepatic drug-metabolising enzyme CYP450 2D6).
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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 7
Topological polar surface area 54.18
Molecular weight 364.26
XLogP 2.42
No. Lipinski's rules broken 0
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Canonical SMILES NCCCCN(C1CCCc2c1nccc2)CC1NCc2c(C1)cccc2
Isomeric SMILES NCCCCN([C@H]1CCCc2c1nccc2)C[C@@H]1NCc2c(C1)cccc2
InChI InChI=1S/C23H32N4/c24-12-3-4-14-27(22-11-5-9-18-10-6-13-25-23(18)22)17-21-15-19-7-1-2-8-20(19)16-26-21/h1-2,6-8,10,13,21-22,26H,3-5,9,11-12,14-17,24H2/t21-,22+/m1/s1
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
Database Links Click here for help
BindingDB Ligand 50443541
ChEMBL Ligand CHEMBL3091687
GtoPdb PubChem SID 363894176
PubChem CID 57345320
Search Google for chemical match using the InChIKey MYCKNKHATQGHEV-YADHBBJMSA-N
Search Google for chemicals with the same backbone MYCKNKHATQGHEV
UniChem Compound Search for chemical match using the InChIKey MYCKNKHATQGHEV-YADHBBJMSA-N
UniChem Connectivity Search for chemical match using the InChIKey MYCKNKHATQGHEV-YADHBBJMSA-N