compound 1 [PMID: 31477924]   Click here for help

GtoPdb Ligand ID: 10481

Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: Compound 1 is a discoidin domain receptor tyrosine kinase 1 (DDR1) inhibitor [1]. Its discovery/design was advanced using a deep learning model named generative tensorial reinforcement learning (GENTRL). Using GENTRL compound 1 was identified in only 21 days.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 1
Rotatable bonds 3
Topological polar surface area 68.25
Molecular weight 433.12
XLogP 6.45
No. Lipinski's rules broken 1
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Canonical SMILES Cc1ccc2c(c1C#Cc1cnc3n1nccc3)onc2Nc1cccc(c1)C(F)(F)F
Isomeric SMILES Cc1ccc2c(c1C#Cc1cnc3n1nccc3)onc2Nc1cccc(c1)C(F)(F)F
InChI InChI=1S/C23H14F3N5O/c1-14-7-9-19-21(18(14)10-8-17-13-27-20-6-3-11-28-31(17)20)32-30-22(19)29-16-5-2-4-15(12-16)23(24,25)26/h2-7,9,11-13H,1H3,(H,29,30)
Immunopharmacology Comments
DDR1 is a collagen-activated pro-inflammatory receptor tyrosine kinase that is expressed in epithelial cells and which is involved in fibrosis. Although compound 1 is active in vitro, it requires further optimization to improve selectivity, specificity, and other medicinal chemistry properties, in order to generate an appropriate tool compound for in vitro and in vivo studies of the role of DDR1 in fibrotic processes.