ICLAPRIM

/static/temp/default.svg Search structure
Synonyms
Status
Molecule Category Free-form
ATC J01EA03
UNII 42445HUU0O

Structure

InChI Key HWJPWWYTGBZDEG-UHFFFAOYSA-N
Smiles COc1cc(Cc2cnc(N)nc2N)c2c(c1OC)OC(C1CC1)C=C2
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)

Physicochemical Descriptors

Property Name Value
Molecular Formula C19H22N4O3
Molecular Weight 354.41
AlogP 2.43
Hydrogen Bond Acceptor 7.0
Hydrogen Bond Donor 2.0
Number of Rotational Bond 5.0
Polar Surface Area 105.51
Molecular species NEUTRAL
Aromatic Rings 2.0
Heavy Atoms 26.0

Pharmacology

Mechanism of Action Action Reference
Bacterial dihydrofolate reductase inhibitor INHIBITOR PubMed PubMed
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Oxidoreductase
- 2.2-27 - 0.08-775 -
EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enterococcus faecalis
- - - - 1.9-100
Enterococcus faecium
- - - - 33.7-75.6
Escherichia coli
- 7 - - -
Haemophilus influenzae
- - - 0.007 -
Homo sapiens
- - - 775-775 -
Staphylococcus aureus
- 2.2-27 - 0.08-0.9 0.1-100
Streptococcus pneumoniae
- 8 - - -
Streptococcus sp. 'group A'
- - - - 30.5-100
Streptococcus sp. 'group B'
- - - - 0-100

Cross References

Resources Reference
ChEBI 131751
ChEMBL CHEMBL134561
DrugBank DB06358
DrugCentral 4573
FDA SRS 42445HUU0O
Guide to Pharmacology 10820
PubChem 213043
SureChEMBL SCHEMBL379386
CONTENTS