iclaprim   Click here for help

GtoPdb Ligand ID: 10820

Synonyms: AR-100 | AR100 | Mersarex® | RO-48-2622 | RO-482622
Compound class: Synthetic organic
Comment: Iclaprim is a dihydrofolate reductase (DHFR) inhibitor that reduces folic acid synthesis. It is a diaminopyrimidine antibacterial that has broad-spectrum activity against Gram +ve pathogens [1]. Iclaprim is a racemic mixture of stereoisomers. We show the 'flat' structure to represent the mixture.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 4
Hydrogen bond donors 2
Rotatable bonds 5
Topological polar surface area 105.51
Molecular weight 354.17
XLogP 1.91
No. Lipinski's rules broken 0
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Canonical SMILES COc1cc(Cc2cnc(nc2N)N)c2c(c1OC)OC(C=C2)C1CC1
Isomeric SMILES COc1cc(Cc2cnc(nc2N)N)c2c(c1OC)OC(C=C2)C1CC1
InChI InChI=1S/C19H22N4O3/c1-24-15-8-11(7-12-9-22-19(21)23-18(12)20)13-5-6-14(10-3-4-10)26-16(13)17(15)25-2/h5-6,8-10,14H,3-4,7H2,1-2H3,(H4,20,21,22,23)
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
8315 iclaprim
Synonyms Click here for help
AR-100 | AR100 | Mersarex® | RO-48-2622 | RO-482622
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo Iclaprim
Other databases
CAS Registry No. 192314-93-5 (source: WHO INN record)
ChEMBL Ligand CHEMBL134561
DrugCentral Ligand 4573
GtoPdb PubChem SID 405560261
PubChem CID 213043
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