gandotinib   Click here for help

GtoPdb Ligand ID: 7909

Synonyms: LY-2784544 | LY2784544
Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: Gandotinib (LY2784544) is a potent ATP-competitive and selective JAK2 inhibitor [2], with potential clinical value for its ability to inhibit the constitutive activity of the JAK2V617F mutation found in myeloproliferative neoplasms (MPNs).
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 2
Rotatable bonds 6
Topological polar surface area 83.37
Molecular weight 469.18
XLogP 4.58
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES Clc1ccc(c(c1)F)Cc1c(C)nc2n1nc(Nc1n[nH]c(c1)C)cc2CN1CCOCC1
Isomeric SMILES Clc1ccc(c(c1)F)Cc1c(C)nc2n1nc(Nc1n[nH]c(c1)C)cc2CN1CCOCC1
InChI InChI=1S/C23H25ClFN7O/c1-14-9-21(29-28-14)27-22-11-17(13-31-5-7-33-8-6-31)23-26-15(2)20(32(23)30-22)10-16-3-4-18(24)12-19(16)25/h3-4,9,11-12H,5-8,10,13H2,1-2H3,(H2,27,28,29,30)
InChI Key SQSZANZGUXWJEA-UHFFFAOYSA-N
Immunopharmacology Comments
Gandotinib is included in GtoImmuPdb because of JAK2's association with inflammatory disease, and because of its effect on myeloproliferative neoplasms.