compound 46c [PMID: 29350534]   

GtoPdb Ligand ID: 9883

Compound class: Synthetic organic
Comment: Compound 46c is a CXCR4 antagonist. It is a structural analogue of TIQ-15 [1]. CXCR4 antagonists are being developed for potential clinical utility as anti-cancer agents. Compared to TIQ-15, 46c has improved predicted intestinal permeability and reduced inhibition of CYP450 2D6, which is one of the most important hepatic drug-metabolising enzymes, and inhibition of which can cause adverse drug-drug interactions. These enhanced drug-like features make 46c a more suitable clinical lead than TIQ-15.
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 5
Hydrogen bond donors 2
Rotatable bonds 8
Topological polar surface area 49.42
Molecular weight 446.3
XLogP 3.05
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES O1CCC(CC1)NCC=CCN(C1CCCc2c1nccc2)CC1NCc2c(C1)cccc2
Isomeric SMILES O1CCC(CC1)NC/C=C/CN([C@H]1CCCc2c1nccc2)C[C@@H]1NCc2c(C1)cccc2
InChI InChI=1S/C28H38N4O/c1-2-8-24-20-31-26(19-23(24)7-1)21-32(16-4-3-14-29-25-12-17-33-18-13-25)27-11-5-9-22-10-6-15-30-28(22)27/h1-4,6-8,10,15,25-27,29,31H,5,9,11-14,16-21H2/b4-3+/t26-,27+/m1/s1
InChI Key QPAGOTNPJABYCP-FITNPZAZSA-N
Classification
Compound class Synthetic organic
Database Links
GtoPdb PubChem SID 363894177
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