compound 1a [WO2021204952A1]   Click here for help

GtoPdb Ligand ID: 11928

Antimalarial Ligand
Compound class: Synthetic organic
Comment: Compound 1a is from a series of novel tetrahydroisoquinoline derivatives, with antimalarial activity, claimed in patent WO2021204952A1 [1]. Antimalarial potency for this series is predominantly associated with the (+) enantiomer.

The Malaria tab on this ligand page provides additional curator comments of relevance to the Guide to MALARIA PHARMACOLOGY.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 1
Rotatable bonds 8
Topological polar surface area 95.32
Molecular weight 524.15
XLogP 4.99
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES N#Cc1cc(ccc1F)NC(=O)[C@@H]1[C@@H](c2ccc(nc2)OC2CC2)N(CC(F)(F)F)C(=O)c2c1cccc2
Isomeric SMILES C1CC1Oc1ncc(cc1)[C@@H]1[C@H](c2ccccc2C(=O)N1CC(F)(F)F)C(=O)Nc1cc(c(cc1)F)C#N
InChI InChI=1S/C27H20F4N4O3/c28-21-9-6-17(11-16(21)12-32)34-25(36)23-19-3-1-2-4-20(19)26(37)35(14-27(29,30)31)24(23)15-5-10-22(33-13-15)38-18-7-8-18/h1-6,9-11,13,18,23-24H,7-8,14H2,(H,34,36)/t23-,24+/m0/s1
InChI Key KYICPNWURYGJCB-BJKOFHAPSA-N
Classification Click here for help
Compound class Synthetic organic
Ligand families/groups Antimalarial ligands
IUPAC Name Click here for help
(3S,4S)-N-(3-cyano-4-fluorophenyl)-3-(6-cyclopropyloxypyridin-3-yl)-1-oxo-2-(2,2,2-trifluoroethyl)-3,4-dihydroisoquinoline-4-carboxamide
Database Links Click here for help
CAS Registry No. 2724247-62-3 (source: Scifinder)
GtoPdb PubChem SID 461663483
PubChem CID 157022436
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