TRIMETHOPRIM

/static/temp/default.svg Search structure
Trade Names
Synonyms
Status
Molecule Category Free-form
ATC J01EA01
UNII AN164J8Y0X
EPA CompTox DTXSID3023712

Structure

InChI Key IEDVJHCEMCRBQM-UHFFFAOYSA-N
Smiles COc1cc(Cc2cnc(N)nc2N)cc(OC)c1OC
InChI
InChI=1S/C14H18N4O3/c1-19-10-5-8(6-11(20-2)12(10)21-3)4-9-7-17-14(16)18-13(9)15/h5-7H,4H2,1-3H3,(H4,15,16,17,18)

Physicochemical Descriptors

Property Name Value
Molecular Formula C14H18N4O3
Molecular Weight 290.32
AlogP 1.26
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 21.0

Pharmacology

Mechanism of Action Action Reference
Bacterial dihydrofolate reductase inhibitor INHIBITOR DailyMed
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Oxidoreductase
- 5e-08-900 - 0.006-595.1 22-22
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides
- - - - 18.8-97.26
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC22 family of organic cation and anion transporters
- - - - 58.1
EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Babesia gibsoni
- 55 - - -
Bacillus anthracis
- - - 480 -
Bacillus subtilis subsp. subtilis
- 300 - - -
Bacteria
- - - 380-810 -
Candida albicans
- 2.2-270 - - -
Cricetulus griseus
- - - - 82.92-97.26
Enterococcus faecalis
- - - - 0.6-100
Enterococcus faecium
- 80 - - 13.9-100
Escherichia coli
- 0.02-450 - 0.02-3.8 -
Gallus gallus
- 0.0076 - - -
Haemophilus influenzae
- - - 0.19 -
Homo sapiens
- - - 0.006-10 18.8-58.1
Lactobacillus casei
- 17-620 - 131.83 -
Leishmania major
- - - 120-120 -
Leishmania mexicana
- - - - 30-100
Mus musculus
- - - 500 -
Mycobacterium avium
- 1.5-300 - - -
Mycobacterium smegmatis
- - - 70 -
Mycobacterium tuberculosis
- 16.5 - - -
Neisseria gonorrhoeae
- 450-450 - - -
Plasmodium berghei
- 120-120 - - -
Plasmodium falciparum
- 10-855 - 10.3-242.1 -
Pneumocystis carinii
- 0-46 - 151.36-152 84
Pneumocystis jirovecii
- 92-120 - 25 -
Salmonella enterica subsp. enterica serovar Typhi str. CT18
- - - 8.318-8.318 -
Staphylococcus
- 75 - - -
Staphylococcus aureus
- 0.014-539.7 - 1.2-595.1 0.2-100
Streptococcus pneumoniae
- 75 - - -
Streptococcus sp. 'group A'
- - - - 0.8-100
Streptococcus sp. 'group B'
- - - - 0-100
Toxoplasma gondii
- 0-7.2 - - -
Trypanosoma brucei
- - - 10 -

Environmental Exposure

Environmental Exposure Map
Countries
Bangladesch
Croatia
Czech Republic
Germany
Hungary
Romania
Serbia
Slovakia
Slovenia
USA
Vietnam

Cross References

Resources Reference
ChEBI 45924
ChEMBL CHEMBL22
DrugBank DB00440
DrugCentral 2755
FDA SRS AN164J8Y0X
Human Metabolome Database HMDB0014583
Guide to Pharmacology 10931
KEGG C01965
PDB TOP
PharmGKB PA451788
PubChem 5578
SureChEMBL SCHEMBL24506
ZINC ZINC000006627681
CONTENTS