Iclaprim

Synonym(s): AR-100  |  MTF-100  |  RO-48-2622

Class: Diaminopyrimidine

Spectrum of activity:	Gram-positive
Details of activity:	Inhibits dihydrofolic acid reductase and thus, the synthesis of purine. Active against Gram-positive bacteria including trimethoprim-resistant strains.
Description:	Synthetic compound. Trimethoprim derivative
Institute where first reported:	Roche, Arpida, Acino Pharma, Life Sciences Management Group, Nuprim, Motif BioSciences
Year first mentioned:	2003
Development status:	Inactive
Reason Dropped:	Rejected by the FDA due to failure to show non-inferiority and due to safety concerns

Chemical structure(s):
Canonical SMILES:	COC1=C(C2=C(C=CC(C3CC3)O2)C(=C1)CC4=C(N)N=C(N)N=C4)OC
Isomeric SMILES:	COC1=C(C2=C(C=CC(O2)C3CC3)C(=C1)CC4=CN=C(N=C4N)N)OC
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)
InChI Key:	HWJPWWYTGBZDEG-UHFFFAOYSA-N
Structure link:	https://pubchem.ncbi.nlm.nih.gov/compound/213043

External links:
Guide to Pharmacology:	iclaprim
Main Source:	https://pubmed.ncbi.nlm.nih.gov/32081524/
Citation:	https://pubmed.ncbi.nlm.nih.gov/31050628/