5-{[(2R)-2-cyclopropyl-7,8-dimethoxy-2H-chromen-5-yl]methyl}pyrimidine-2,4-diamine
Basic information
- CAS
1208116-65-7- Standard SMILES
COc1cc(Cc2cnc(N)nc2N)c2c(c1OC)O[C@H](C1CC1)C=C2- InChIKey
HWJPWWYTGBZDEG-AWEZNQCLSA-N- Molecular formula
- C19H22N4O3
- Average molar mass
- 354.4 g/mol
- Monoisotopic mass
- 354.16919058
Overview
(R)-iclaprim is a 5-[(2-cyclopropyl-7,8-dimethoxy-2H-chromen-5-yl)methyl]pyrimidine-2,4-diamine in which the chiral centre has R configuration. It has a role as an antibacterial drug and an EC 1.5.1.3 (dihydrofolate reductase) inhibitor. It is an enantiomer of a (S)-iclaprim.
Names & identifiers
- Preferred name
- 5-{[(2R)-2-cyclopropyl-7,8-dimethoxy-2H-chromen-5-yl]methyl}pyrimidine-2,4-diamine
- IUPAC
- 5-[[(2R)-2-cyclopropyl-7,8-dimethoxy-2H-chromen-5-yl]methyl]pyrimidine-2,4-diamine
Names & synonyms
5-[[(2R)-2-cyclopropyl-7,8-dimethoxy-2H-chromen-5-yl]methyl]pyrimidine-2,4-diamineRG4NWL6NKS5-{[(2R)-2-cyclopropyl-7,8-dimethoxy-2H-chromen-5-yl]methyl}pyrimidine-2,4-diamine5-(((2R)-2-cyclopropyl-7,8-dimethoxy-2H-chromen-5-yl)methyl)pyrimidine-2,4-diamineRefChem:528423(R)-IclaprimCHEMBL1236788AR-101ICLAPRIM, (R)-SCHEMBL20138534SCHEMBL31515475CHEBI:131752
Show more names
XCFAR 101BDBM50336513DB087411208116-65-7NS00069152Q270979275-[[(2R)-2-Cyclopropyl-7,8-dimethoxy-2H-1-benzopyran-5-yl]methyl]-2,4-pyrimidinediamine
Database identifiers
- CAS
1208116-65-7- PubChem CID
- 10247560
- ChEMBL
CHEMBL1236788- ChEBI
CHEBI:131752- UNII
- RG4NWL6NKS
- Nikkaji
- J2.670.648C
Properties
Computed structural properties
- XLogP
- 2.5
- Topological polar surface area
- 106 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 7
- Rotatable bonds
- 5
- Heavy atoms
- 26
- Formal charge
- 0
- Complexity
- 515
Experimental & physicochemical properties
DrugsPharmaceuticals -> Listed in ZINC15
Related reactions
0 records
No reaction records under the current filter.
Compound notes
Loading…