DDD85646   Click here for help

GtoPdb Ligand ID: 11455

Synonyms: compound 1a [PMID: 24451586] | IMP-366
PDB Ligand Antimalarial Ligand
Compound class: Synthetic organic
Comment: The pyrazole sulfonamide, DDD85646, was first identified as a potent N-myristoyltransferase (NMT) inhibitor in T. brucei, the parasite that causes African sleeping sickness (trypanosomiasis) [1]. The compound also has antimalarial activity [3].

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 7
Hydrogen bond donors 2
Rotatable bonds 5
Topological polar surface area 100.53
Molecular weight 494.11
XLogP 4.42
No. Lipinski's rules broken 0
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Canonical SMILES Cc1nn(c(c1NS(=O)(=O)c1c(Cl)cc(cc1Cl)c1ccnc(c1)N1CCNCC1)C)C
Isomeric SMILES Cc1nn(c(c1NS(=O)(=O)c1c(Cl)cc(cc1Cl)c1ccnc(c1)N1CCNCC1)C)C
InChI InChI=1S/C21H24Cl2N6O2S/c1-13-20(14(2)28(3)26-13)27-32(30,31)21-17(22)10-16(11-18(21)23)15-4-5-25-19(12-15)29-8-6-24-7-9-29/h4-5,10-12,24,27H,6-9H2,1-3H3
Classification Click here for help
Compound class Synthetic organic
Ligand families/groups Antimalarial ligands
IUPAC Name Click here for help
Synonyms Click here for help
compound 1a [PMID: 24451586] | IMP-366
Database Links Click here for help
CAS Registry No. 1215010-55-1 (source: Scifinder)
ChEMBL Ligand CHEMBL1230468
GtoPdb PubChem SID 440816824
PubChem CID 44199337
RCSB PDB Ligand 646
Search Google for chemical match using the InChIKey XMBSZPZJLPTFMV-UHFFFAOYSA-N
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