BI-43   Click here for help

GtoPdb Ligand ID: 13398

Compound class: Synthetic organic
Comment: BI-43 is a potent glutaminyl cyclase (QC) inhibitor that is active against the secretory and Golgi forms of QC, known as sQC (QPCT) and gQC (QPCTL; isoQC) respectively [1]. It has a superior inhibitory potency towards QCs than the clinical candidate varoglutamstat (PQ912).
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 8
Hydrogen bond donors 2
Rotatable bonds 5
Topological polar surface area 95.39
Molecular weight 465.5
XLogP 0.79
No. Lipinski's rules broken 0

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

SMILES / InChI / InChIKey
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Canonical SMILES C1=CC(=C2/C(=C/C3=CC4=C(C=C3)NC=N4)/C(=O)NC2=C1)OC5CCN(CC5)C(=O)C6=CC=NC=C6
Isomeric SMILES O=C(N1CCC(CC1)OC2=CC=CC3=C2/C(=C/C4=CC5=C(NC=N5)C=C4)/C(=O)N3)C6=CC=NC=C6
InChI InChI=1S/C27H23N5O3/c33-26-20(14-17-4-5-21-23(15-17)30-16-29-21)25-22(31-26)2-1-3-24(25)35-19-8-12-32(13-9-19)27(34)18-6-10-28-11-7-18/h1-7,10-11,14-16,19H,8-9,12-13H2,(H,29,30)(H,31,33)/b20-14-
InChI Key GSCMGEFRZRHXIE-ZHZULCJRSA-N

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
(3Z)-3-[(1H-1,3-benzodiazol-5-yl)methylidene]-4-{[1-(pyridine-4-carbonyl)piperidin-4-yl]oxy}-2,3-dihydro-1H-indol-2-one
Database Links Click here for help
GtoPdb PubChem SID 496703368
PubChem CID 171663349
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