compound 19a [PMID: 24359159]   Click here for help

GtoPdb Ligand ID: 6977

Compound class: Synthetic organic
Comment: Compound 19a is a potent, orally bioavailable Jak2 inhibitor [1], although data from this article suggest that 19a is equipotent (IC50 <3nM) at JAK1 and JAK2, but with significantly lower affinity for JAK3 (IC50 220nM).
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 7
Hydrogen bond donors 3
Rotatable bonds 5
Topological polar surface area 109.23
Molecular weight 353.15
XLogP 1.84
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES Fc1cnc(nc1)C(Nc1nc(Nc2ncn(c2)C)c2c(n1)[nH]cc2)C
Isomeric SMILES Fc1cnc(nc1)[C@@H](Nc1nc(Nc2ncn(c2)C)c2c(n1)[nH]cc2)C
InChI InChI=1S/C16H16FN9/c1-9(13-19-5-10(17)6-20-13)22-16-24-14-11(3-4-18-14)15(25-16)23-12-7-26(2)8-21-12/h3-9H,1-2H3,(H3,18,22,23,24,25)/t9-/m0/s1
InChI Key QHXBWJSQXSYAGG-VIFPVBQESA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
2-N-[(1S)-1-(5-fluoropyrimidin-2-yl)ethyl]-4-N-(1-methylimidazol-4-yl)- 7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine
Database Links Click here for help
ChEMBL Ligand CHEMBL3116050
GtoPdb PubChem SID 178103556
PubChem CID 45275255
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