D5261   Click here for help

GtoPdb Ligand ID: 12213

Synonyms: D-5261
Compound class: Synthetic organic
Comment: D5261 is an allosteric inhibitor of neurotrophic receptor tyrosine kinase 1 (NTRK1; also known as tropomyosin receptor kinase A/TrkA; which is a therapeutic target for the treatment of chronis pain) [1].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 8
Hydrogen bond donors 1
Rotatable bonds 6
Topological polar surface area 85.85
Molecular weight 447.53
XLogP 2.3
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES O=C(c1ccc(c(c1)N1CCCC1=O)C)Nc1ccc(nc1)N1CCN(C1=O)C1CCCC1
Isomeric SMILES Cc1c(cc(cc1)C(=O)Nc1ccc(nc1)N1CCN(C2CCCC2)C1=O)N1CCCC1=O
InChI InChI=1S/C25H29N5O3/c1-17-8-9-18(15-21(17)29-12-4-7-23(29)31)24(32)27-19-10-11-22(26-16-19)30-14-13-28(25(30)33)20-5-2-3-6-20/h8-11,15-16,20H,2-7,12-14H2,1H3,(H,27,32)
InChI Key OXVLBJMDGNVORY-UHFFFAOYSA-N
References
1. Guo J, Xiang S, Wang J, Zhou Y, Wang Z, Zhang Z, Ding K, Lu X. (2022)
Discovery of novel TrkA allosteric inhibitors: Structure-based virtual screening, biological evaluation and preliminary SAR studies.
Eur J Med Chem, 228: 114022. [PMID:34871843]