CHEBI:131752 - (R)-iclaprim

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ChEBI Name (R)-iclaprim
ChEBI ASCII Name (R)-iclaprim
Definition A 5-[(2-cyclopropyl-7,8-dimethoxy-2H-chromen-5-yl)methyl]pyrimidine-2,4-diamine in which the chiral centre has R configuration.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C19H22N4O3
Net Charge 0
Average Mass 354.404
Monoisotopic Mass 354.16919
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)/t14-/m0/s1
SMILES C=1(C(=CN=C(N1)N)CC=2C=3C=C[C@](OC3C(=C(C2)OC)OC)(C4CC4)[H])N
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): EC (dihydrofolate reductase) inhibitor
An EC 1.5.1.* (oxidoreductase acting on donor CH-NH group, NAD+ or NADP+ as acceptor) inhibitor that interferes with the action of dihydrofolate reductase (EC
antibacterial drug
A drug used to treat or prevent bacterial infections.
Application(s): antibacterial drug
A drug used to treat or prevent bacterial infections.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing (R)-iclaprim (CHEBI:131752) has role antibacterial drug (CHEBI:36047)
(R)-iclaprim (CHEBI:131752) has role EC (dihydrofolate reductase) inhibitor (CHEBI:50683)
(R)-iclaprim (CHEBI:131752) is a 5-[(2-cyclopropyl-7,8-dimethoxy-2H-chromen-5-yl)methyl]pyrimidine-2,4-diamine (CHEBI:131751)
(R)-iclaprim (CHEBI:131752) is enantiomer of (S)-iclaprim (CHEBI:131753)
Incoming iclaprim (CHEBI:131724) has part (R)-iclaprim (CHEBI:131752)
(S)-iclaprim (CHEBI:131753) is enantiomer of (R)-iclaprim (CHEBI:131752)
Synonyms Sources
AR 101 ChEBI
AR-101 ChEBI
Registry Number Type Source
20535806 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
19622858 PubMed citation Europe PMC
Last Modified
15 April 2016