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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 Neutrexin | Trimetrexate Glucuronate
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

Mechanism of Action

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

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

Clinical Data

Number of clinical trials registered at clinicaltrials.gov
Number of reviews at The Cochrane Collaboration
Number of entries at British National Formulary

Structural Alerts

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

Alternate Forms of Compound in ChEMBL


CHEMBL2218878

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
CHEMBL5457 Dihydrofolate reductase Mycobacterium avium 1.000
CHEMBL2329 Dihydrofolate reductase Candida albicans 1.000
CHEMBL2363 Dihydrofolate reductase Rattus norvegicus 1.000
CHEMBL2425 Dihydrofolate reductase Toxoplasma gondii 1.000
CHEMBL202 Dihydrofolate reductase Homo sapiens 1.000
CHEMBL1809 Dihydrofolate reductase Escherichia coli K-12 1.000
CHEMBL1926 Dihydrofolate reductase Pneumocystis carinii 1.000
CHEMBL2902 Dihydrofolate reductase Lactobacillus casei 1.000
CHEMBL5441 Dihydrofolate reductase Escherichia coli 1.000
CHEMBL1681620 Dihydrofolate reductase Staphylococcus aureus 1.000
CHEMBL4564 Dihydrofolate reductase Mus musculus 1.000
CHEMBL2695 Focal adhesion kinase 1 Homo sapiens 0.993
CHEMBL2535 Glucose transporter Homo sapiens 0.990
CHEMBL1939 Dihydrofolate reductase Plasmodium falciparum K1 0.943
CHEMBL4203 Dual specificity protein kinase CLK4 Homo sapiens 0.798
CHEMBL2627 Dihydrofolate reductase type 1 Escherichia coli 0.779
CHEMBL3963 Dihydrofolate reductase Plasmodium berghei str. ANKA 0.480
CHEMBL3959 Quinone reductase 2 Homo sapiens 0.367
CHEMBL4045 AMP-activated protein kinase, alpha-1 subunit Homo sapiens 0.358
CHEMBL2292 Dual-specificity tyrosine-phosphorylation regulated kinase 1A Homo sapiens 0.222



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL5457 Dihydrofolate reductase Mycobacterium avium 1.000
CHEMBL2329 Dihydrofolate reductase Candida albicans 1.000
CHEMBL2363 Dihydrofolate reductase Rattus norvegicus 1.000
CHEMBL2425 Dihydrofolate reductase Toxoplasma gondii 1.000
CHEMBL202 Dihydrofolate reductase Homo sapiens 1.000
CHEMBL1809 Dihydrofolate reductase Escherichia coli K-12 1.000
CHEMBL1926 Dihydrofolate reductase Pneumocystis carinii 1.000
CHEMBL2902 Dihydrofolate reductase Lactobacillus casei 1.000
CHEMBL5441 Dihydrofolate reductase Escherichia coli 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
CHEMBL2695 Focal adhesion kinase 1 Homo sapiens 0.999
CHEMBL3394 Tubulin beta chain Bos taurus 0.987
CHEMBL1939 Dihydrofolate reductase Plasmodium falciparum K1 0.932
CHEMBL4203 Dual specificity protein kinase CLK4 Homo sapiens 0.926
CHEMBL4600 Serine/threonine-protein kinase PAK 1 Homo sapiens 0.880
CHEMBL6194 Pteridine reductase 1 Leishmania major 0.859
CHEMBL3959 Quinone reductase 2 Homo sapiens 0.684

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 ACID


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
3.36 - 2.1 -1.57 3 27 0.61

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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