TRIMETHOPRIM
ID: CHEMBL22
Name: TRIMETHOPRIM
Max Phase:
Approved
Learn more
First Approval: 1973
Molecular Formula: C14H18N4O3
Molecular Weight: 290.32
Molecule Type: Small molecule
Synonyms and Trade Names:
BW 56-72
BW-56-72
INFECTOTRIMET
NIH-204
NSC-106568
Molfile:
Canonical SMILES:
Standard InChI:
Standard InChI Key:
Click on a chip to see all the compounds that belong to the
corresponding source.
Scientific Literature
United States Adopted Names (USAN)
PubChem BioAssays
AstraZeneca DMPK/physicochemical
TP-search Transporter Database
FDA Orange Book Drugs
British National Formulary (BNF)
GSK Malaria Screening
SARS-CoV-2 Screening Data
IMI-CARE SARS-CoV-2 Data
WHO Anatomical Therapeutic Chemical (ATC) Classification of Drugs
Clinical Candidate Compounds
CO-ADD Antimicrobial Screening
Fraunhofer Institute HDAC6 screening
Karolinska Institute dNTPase SAMHD1 screening
Alternative forms of compound CHEMBL22
Alternative Forms:
1
2
3
1 - 3 out of 5
5
Showing 1-5
out of 34 records
| # | MESH ID | MESH Heading | EFO IDs | EFO Terms | Max Phase for Indication | References |
|---|---|---|---|---|---|---|
| 1. |
Infections
|
infection
| 4 | |||
| 2. |
Otitis Media
|
Otitis media
| 4 | |||
| 3. |
Bacterial Infections
|
bacterial disease
| 4 | |||
| 4. |
Pneumonia, Pneumocystis
|
pneumocystosis
| 4 | |||
| 5. |
Urinary Tract Infections
|
urinary tract infection
| 4 |
Showing 1-5
out of 34 records
5
Showing 1-1
out of 1 records
| # | Mechanism of Action | Action Type | Target ChEMBL ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
|---|---|---|---|---|---|---|---|---|
| 1. |
Bacterial dihydrofolate reductase inhibitor
|
INHIBITOR
|
Bacterial dihydrofolate reductase
|
SINGLE PROTEIN
|
Bacteria
|
---
|
Showing 1-1
out of 1 records
Compounds similar to CHEMBL22
Compounds with at least 85% similarity.
1
2
3
4
1 - 4 out of 7
Showing data from CHEMBL22 (TRIMETHOPRIM) and its 5 alternative forms.
Bioactivity Summary
Total
2196
MIC
IC50
Activity
Inhibition
AC50
MIC90
Ki
TGI
Potency
MIC50
Ratio
Ratio IC50
IZ
Selectivity ratio
ED50
Log 1/C
EC50
SI
LogD
Concentration
Other
Showing data from CHEMBL22 (TRIMETHOPRIM) and its 5 alternative forms.
Assay Summary
Total
2000
F - Functional
B - Binding
A - ADME
T - Toxicity
P - Physicochemical
Showing data from CHEMBL22 (TRIMETHOPRIM) and its 5 alternative forms.
Target Summary
Total
316
N/A
Enzyme
Membrane receptor
Transporter
Ion channel
Transcription factor
Epigenetic regulator
Unclassified protein
Secreted protein
Other cytosolic protein
Histogram Settings
|
Total
290
Journal:
J Med Chem
Antimicrob Agents Chemother
Eur J Med Chem
Bioorg Med Chem
Bioorg Med Chem Lett
N/A
Drug Metab Dispos
ACS Med Chem Lett
Nat Chem Biol
Med Chem Res
Chem Res Toxicol
J Nat Prod
RSC Med Chem
Toxicol Sci
J Pharmacol Exp Ther
Toxicol Appl Pharmacol
Gastroenterol Clin Biol
Toxicol Mech Methods
Nature
J Agric Food Chem
PLoS Comput Biol
Medchemcomm
Mol Pharmacol
Drug Discov Today
Nat Commun
iScience
The table below displays ChEMBL targets which are predicted to interact with TRIMETHOPRIM (CHEMBL22). The target prediction returns four classes: ‘active’ or ‘inactive’ depending on whether or not TRIMETHOPRIM (CHEMBL22) is predicted to interact or not with the target. The value returned can also be 'empty' if the model was not able to predict the compound or 'both' if it could not conclude. The predictions are given at three different confidence levels. More information on the methodology is available at: https://jcheminf.biomedcentral.com/articles/10.1186/s13321-018-0325-4
| Target | Target Pref. Name | Confidence 70% | Confidence 80% | Confidence 90% | Activity Threshold |
|---|---|---|---|---|---|
| CHEMBL2902 | Dihydrofolate reductase | active | active | active | 6 |
| CHEMBL2725 | Beta-lactamase | active | active | both | 6 |
| CHEMBL5062 | Coagulation factor X | active | active | active | 6.5 |
| CHEMBL1947 | Thyroid hormone receptor beta-1 | empty | inactive | inactive | 7 |
| CHEMBL2157850 | Ubiquitin carboxyl-terminal hydrolase 7 | inactive | inactive | inactive | 6 |
Molecular Weight:
290.32
Molecular Weight (Monoisotopic):
290.1379
AlogP:
1.26
#Rotatable Bonds:
5
Polar Surface Area:
105.51
Molecular Species:
NEUTRAL
HBA:
7
HBD:
2
#RO5 Violations:
0
HBA (Lipinski):
7
HBD (Lipinski):
4
#RO5 Violations (Lipinski):
0
CX Acidic pKa:
--
CX Basic pKa:
7.16
CX LogP:
1.28
CX LogD:
1.10
Aromatic Rings:
2
Heavy Atoms:
21
QED Weighted:
0.85
Np Likeness Score:
0.07
UniChem Connectivity Layer Cross References for
CHEMBL22
Columns Legend:
- S: stereochemical difference.
- I: isotopic difference.
- P: protonation differences identified.
| Match | Identical Component | S | I | P |
|---|---|---|---|---|
| CHEMBL458767 | ||||
| DB04466 | ||||
| SRL | ||||
| 2763 | ||||
| 12014425 |
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