EMBL-EBI | Chemical Biology | ChEBI
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| ChEBI ID | CHEBI:131724 |
| ChEBI Name | iclaprim |
| Stars | |
| Definition | A racemate consisting of equimolar amounts of (R)- and (S)-iclaprim. Both enantiomers exhibit similar, potent bactericidal activity against major Gram-positive pathogens, notably methicillin-sensitive and -resistant Staphylococcus aureus (MSSA and MRSA, respectively). |
| Last Modified | 22 February 2017 |
| Submitter | Kevin |
| Formula | C19H22N4O3 |
| Net Charge | 0 |
| Average Mass | 354.404 |
| Monoisotopic Mass | 354.16919 |
| Wikipedia |
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| Roles Classification |
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| Biological Roles: | antibacterial drug A drug used to treat or prevent bacterial infections. EC 1.5.1.3 (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 1.5.1.3). |
| Application: | antibacterial drug A drug used to treat or prevent bacterial infections. |
| ChEBI Ontology |
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| Outgoing Relation(s) |
| iclaprim (CHEBI:131724) has part (R)-iclaprim (CHEBI:131752) |
| iclaprim (CHEBI:131724) has part (S)-iclaprim (CHEBI:131753) |
| iclaprim (CHEBI:131724) has role antibacterial drug (CHEBI:36047) |
| iclaprim (CHEBI:131724) has role EC 1.5.1.3 (dihydrofolate reductase) inhibitor (CHEBI:50683) |
| iclaprim (CHEBI:131724) is a racemate (CHEBI:60911) |
| IUPAC Name |
|---|
| rac-5-[(2-cyclopropyl-7,8-dimethoxy-2H-chromen-5-yl)methyl]pyrimidine-2,4-diamine |
| Synonyms | Source |
|---|---|
| AR 100 | ChemIDplus |
| AR-100 | ChemIDplus |
| 5-((2RS)-2-cyclopropyl-7,8-dimethoxy-2H-chromen-5-ylmethyl)pyrimidine-2,4-diamine | ChemIDplus |
| Registry Numbers | Sources |
|---|---|
| Reaxys:9951587 | Reaxys |
| CAS:192314-93-5 | KEGG DRUG |
| CAS:192314-93-5 | ChemIDplus |
| Citations |
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