compound 4 [WO2022008639A1]   Click here for help

GtoPdb Ligand ID: 11933

Antimalarial Ligand
Compound class: Synthetic organic
Comment: Compound 4 is from a series of antimalarial hexahydropyrimidine analogues claimed in UCB Biopharma patent WO2022008639A1 [1].
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 7
Hydrogen bond donors 2
Rotatable bonds 5
Topological polar surface area 97.02
Molecular weight 566.23
XLogP 4.18
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES C[C@@H]1OCC[C@@H](C1)N1C(=O)C[C@@](N=C1N)(C)c1cccc(c1Cl)NC(=O)C12CC3(F)CC(C2)(CC(C1)(C3)F)F
Isomeric SMILES C(=O)(Nc1c(Cl)c(ccc1)[C@]1(C)CC(=O)N(C(=N1)N)[C@@H]1C[C@H](C)OCC1)C12CC3(F)CC(F)(C1)CC(F)(C2)C3
InChI InChI=1S/C28H34ClF3N4O3/c1-16-8-17(6-7-39-16)36-20(37)9-24(2,35-23(36)33)18-4-3-5-19(21(18)29)34-22(38)25-10-26(30)13-27(31,11-25)15-28(32,12-25)14-26/h3-5,16-17H,6-15H2,1-2H3,(H2,33,35)(H,34,38)/t16-,17-,24-,25?,26?,27?,28?/m0/s1
InChI Key ZLWNVCRHCYIPOK-VOMOGABFSA-N
Classification Click here for help
Compound class Synthetic organic
Ligand families/groups Antimalarial ligands
IUPAC Name Click here for help
N-{3-[(4S)-2-amino-4-methyl-1-[(2S,4S)-2-methyloxan-4-yl]-6-oxo-1,4,5,6-tetrahydropyrimidin-4-yl]-2-chlorophenyl}-3,5,7-trifluoroadamantane-1-carboxamide
Database Links Click here for help
CAS Registry No. 2758043-86-4 (source: Scifinder)
GtoPdb PubChem SID 461663488
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UniChem Connectivity Search for chemical match using the InChIKey ZLWNVCRHCYIPOK-VOMOGABFSA-N