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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL2218878
CHEMBL2218878
Compound Name TRIMETREXATE GLUCURONATE
ChEMBL Synonyms TRIMETREXATE GLUCURONATE | NEUTREXIN
Max Phase 4 (Approved)
Trade Names NEUTREXIN
Molecular Formula C25H33N5O10

Additional synonyms for CHEMBL2218878 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES COc1cc(NCc2ccc3nc(N)nc(N)c3c2C)cc(OC)c1OC.O[C@H]4O[C@@H]([C@ ...
Download SMILES
Standard InChI InChI=1S/C19H23N5O3.C6H10O7/c1-10-11(5-6-13-16(10)18(20)24-1 ...
Download InChI
Standard InChI Key DQOGWKZQQBYYMW-LQGIGNHCSA-N

Sources

  • Orange Book
  • USP Dictionary of USAN and International Drug Names

Alternate Forms of Compound in ChEMBL


CHEMBL2218878

Molecule Features

CHEMBL2218878 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Achiral Molecule Prodrug:N Oral:N Parenteral:Y Topical:N Black Box:N Availability Type:Discontinued

Mechanism of Action

Mechanism of Action ChEMBL Target References
Dihydrofolate reductase inhibitor Dihydrofolate reductase DailyMed

Clinical Data

ClinicalTrials.gov TRIMETREXATE GLUCURONATE
The Cochrane Collaboration TRIMETREXATE GLUCURONATE

Target Predictions

The two tables below display ChEMBL single-protein targets which are predicted to interact with CHEMBL2218878. A 1uM and 10 uM cut-off have been applied to ChEMBL bioactivity data used to generate the respective models and the yellow coloured rows correspond to genuine predictions, i.e. targets not included in the original training set for this compound.


1uM


ChEMBL_ID Target Name Organism Score
CHEMBL2329 Dihydrofolate reductase Candida albicans 1.000
CHEMBL1926 Dihydrofolate reductase Pneumocystis carinii 1.000
CHEMBL2363 Dihydrofolate reductase Rattus norvegicus 1.000
CHEMBL2425 Dihydrofolate reductase Toxoplasma gondii 1.000
CHEMBL5457 Dihydrofolate reductase Mycobacterium avium 1.000
CHEMBL5441 Dihydrofolate reductase Escherichia coli 1.000
CHEMBL2902 Dihydrofolate reductase Lactobacillus casei 1.000
CHEMBL202 Dihydrofolate reductase Homo sapiens 1.000
CHEMBL1809 Dihydrofolate reductase Escherichia coli K-12 1.000
CHEMBL1681620 Dihydrofolate reductase Staphylococcus aureus 1.000
CHEMBL4564 Dihydrofolate reductase Mus musculus 1.000
CHEMBL2535 Glucose transporter Homo sapiens 0.980
CHEMBL1939 Dihydrofolate reductase Plasmodium falciparum K1 0.947
CHEMBL4203 Dual specificity protein kinase CLK4 Homo sapiens 0.810
CHEMBL2627 Dihydrofolate reductase type 1 Escherichia coli 0.792
CHEMBL3963 Dihydrofolate reductase Plasmodium berghei str. ANKA 0.500
CHEMBL3959 Quinone reductase 2 Homo sapiens 0.385
CHEMBL4045 AMP-activated protein kinase, alpha-1 subunit Homo sapiens 0.376
CHEMBL1952 Thymidylate synthase Homo sapiens 0.214



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL2329 Dihydrofolate reductase Candida albicans 1.000
CHEMBL5441 Dihydrofolate reductase Escherichia coli 1.000
CHEMBL2363 Dihydrofolate reductase Rattus norvegicus 1.000
CHEMBL5457 Dihydrofolate reductase Mycobacterium avium 1.000
CHEMBL2902 Dihydrofolate reductase Lactobacillus casei 1.000
CHEMBL2425 Dihydrofolate reductase Toxoplasma gondii 1.000
CHEMBL202 Dihydrofolate reductase Homo sapiens 1.000
CHEMBL1926 Dihydrofolate reductase Pneumocystis carinii 1.000
CHEMBL1809 Dihydrofolate reductase Escherichia coli K-12 1.000
CHEMBL1681620 Dihydrofolate reductase Staphylococcus aureus 1.000
CHEMBL4564 Dihydrofolate reductase Mus musculus 1.000
CHEMBL4697 Hexose transporter 1 Plasmodium falciparum 1.000
CHEMBL2535 Glucose transporter Homo sapiens 1.000
CHEMBL3394 Tubulin beta chain Bos taurus 0.987
CHEMBL1939 Dihydrofolate reductase Plasmodium falciparum K1 0.930
CHEMBL4203 Dual specificity protein kinase CLK4 Homo sapiens 0.923
CHEMBL6194 Pteridine reductase 1 Leishmania major 0.855
CHEMBL3959 Quinone reductase 2 Homo sapiens 0.654
CHEMBL2627 Dihydrofolate reductase type 1 Escherichia coli 0.593
CHEMBL4375 Serine/threonine-protein kinase SRPK1 Homo sapiens 0.506

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
369.4 369.1801 2.78 6 117.54 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
8 3 0 8 5 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- 8.09 1.76 .73 3 27 0.61

Structural Alerts

There are 1 structural alerts for CHEMBL2218878. To view alerts please click here.

Compound Cross References

ChemSpider ChemSpider:DQOGWKZQQBYYMW-LQGIGNHCSA-N

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL2218878



PubChem 71461574

UniChem REST Service Call:
https://www.ebi.ac.uk/unichem/rest/verbose_inchikey/DQOGWKZQQBYYMW-LQGIGNHCSA-N spacer
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