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Compound Detail

CHEMBL280378

EPIROPRIM
🧪 Phase II
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🧪 Phase II
CCOc1cc(Cc2cnc(N)nc2N)cc(OCC)c1-n1cccc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL280378
Name EPIROPRIM
Phase Phase II
Structure Type MOL
InChI Key NMARPFMJVCXSAV-UHFFFAOYSA-N

Known Names

Epiroprim Epiroprima Epiroprime RO 11-8958 TCMDC-137295
9
Targets
29
Activities
2
Assay Types
4
PK Parameters
20
Publications
5
Known Names

Molecular Properties

353.4
MW (Da)
2.82
ALogP
7
HBA
2
HBD
101.2
PSA (Ų)
0.68
QED
0
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Achiral
USAN Stem -prim

Extended Properties

Molecular Formula C19H23N5O2
MW 353.43
Aromatic Rings 3
Heavy Atoms 26
NP-Likeness -0.62

Activity Summary

IC50 23 meas. best 8.52
Ki 6 meas. best 8.47

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Dihydrofolate reductase
CHEMBL2363
 IC50 8.52 5.4833 3.0 6
Dihydrofolate reductase
CHEMBL1926
 Ki 8.47 8.115 3.4 2
Dihydrofolate reductase
CHEMBL5457
 IC50 8.39 8.39 4.1 1
Bifunctional dihydrofolate reductase-thymidylate synthase
CHEMBL2425
 IC50 8.0 6.5583 10.0 6
Dihydrofolate reductase type 1
CHEMBL2627
 Ki 7.66 7.66 21.9 1
Dihydrofolate reductase
CHEMBL1926
 IC50 7.38 5.82 42.0 7
Dihydrofolate reductase
CHEMBL2902
 Ki 7.33 7.33 46.8 1
Dihydrofolate reductase
CHEMBL202
 Ki 7.23 7.23 58.9 1
Dihydrofolate reductase
CHEMBL202
 IC50 6.7 6.7 200.0 1
Dihydrofolate reductase
CHEMBL2364669
 IC50 5.58 5.58 2600.0 1
Dihydrofolate reductase
CHEMBL2575
 Ki 4.33 4.33 46773.5 1

Pharmacokinetic Data

Parameter Value Units Species
CL 45.0 mL.min-1.kg-1 Rattus norvegicus
CL 3.5 mL.min-1.kg-1 Homo sapiens
CL 10.7 mL.min-1.kg-1 Canis lupus familiaris
CL 30.6 mL.min-1.kg-1 Macaca

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Dihydrofolate reductase IC50 = 3.0 nM 8.52 Inhibition of rat liver Dihydrofolate Reductase 9357537
Dihydrofolate reductase Ki = 3.4 nM 8.47 Binding affinity was reported with purified recombinant Pneumocystis carinii Dih... 7490723
Dihydrofolate reductase IC50 = 4.1 nM 8.39 Concentration required to inhibit the Mycobacterium avium Dihydrofolate reductas... 15115391
Bifunctional dihydrofolate reductase-thymidylate synthase IC50 = 10.0 nM 8.0 Inhibition of Toxoplasma gondii Dihydrofolate Reductase 9357537
Dihydrofolate reductase Ki = 17.38 nM 7.76 Inhibition of dihydrofolate reductase (DHFR) from Pneumocystis carinii. 7699713
Dihydrofolate reductase type 1 Ki = 21.88 nM 7.66 Inhibitory activity against Escherichia coli dihydrofolate reductase 1899453
Dihydrofolate reductase IC50 = 42.0 nM 7.38 Inhibition of Pneumocystis carinii Dihydrofolate Reductase 9357537
Dihydrofolate reductase Ki = 46.77 nM 7.33 Inhibitory activity against Lactobacillus casei dihydrofolate reductase 2502631
Dihydrofolate reductase Ki = 58.88 nM 7.23 Inhibition of human dihydrofolate reductase (DHFR) enzyme 7699713
Dihydrofolate reductase IC50 = 160.0 nM 6.8 Concentration required to inhibit the rat liver Dihydrofolate reductase by 50% w... 15115391
Dihydrofolate reductase IC50 = 200.0 nM 6.7 Concentration required to inhibit the human Dihydrofolate reductase by 50% was d... 15115391
Bifunctional dihydrofolate reductase-thymidylate synthase IC50 = 470.0 nM 6.33 Inhibitory activity against Dihydrofolate reductase from Toxoplasma gondii was e... 9301666
Bifunctional dihydrofolate reductase-thymidylate synthase IC50 = 470.0 nM 6.33 Inhibitory activity against Toxoplasma gondii dihydrofolate reductase (in 90 uM ... 8691474
Bifunctional dihydrofolate reductase-thymidylate synthase IC50 = 480.0 nM 6.32 Inhibitory activity against dihydrofolate reductase from Toxoplasma gondii 9548816
Bifunctional dihydrofolate reductase-thymidylate synthase IC50 = 480.0 nM 6.32 Inhibition of Dihydrofolate Reductase of Toxoplasma gondii. 9046338
Bifunctional dihydrofolate reductase-thymidylate synthase IC50 = 900.0 nM 6.05 Concentration required to inhibit the Toxoplasma gondii Dihydrofolate reductase ... 15115391
Dihydrofolate reductase IC50 = 2600.0 nM 5.58 Inhibitory activity against Pneumocystis carinii dihydrofolate reductase (in 90 ... 8691474
Dihydrofolate reductase IC50 = 2600.0 nM 5.58 In vitro inhibition of Pneumocystis carinii (Pc) dihydrofolate reductase. 11754594
Dihydrofolate reductase IC50 = 2600.0 nM 5.58 Inhibition of Dihydrofolate Reductase of Pneumocystis carinii. 9046338
Dihydrofolate reductase IC50 = 2600.0 nM 5.58 Inhibitory activity against Dihydrofolate reductase from Pneumocystis carinii wa... 9301666

Literature References

PubMed DOI Target Context # Activities
31103404 10.1016/j.bmc.2019.04.032 Mycobacterium leprae 25
16621936 10.1124/dmd.105.006619 ADMET 8
15115391 10.1021/jm030599o Dihydrofolate reductase 5
20485427 10.1038/nature09107 Plasmodium falciparum 4
7490723 10.1021/jm00024a001 Dihydrofolate reductase 3
9046338 10.1021/jm960734f Dihydrofolate reductase 2
7699713 10.1021/jm00006a016 Dihydrofolate reductase 2
8691474 10.1021/jm950786p Dihydrofolate reductase 2
9301666 10.1021/jm970055k Dihydrofolate reductase 2
9357537 10.1021/jm970399a Unchecked 2
9357537 10.1021/jm970399a Dihydrofolate reductase 2
2502631 10.1021/jm00128a035 Dihydrofolate reductase 2
15115391 10.1021/jm030599o Unchecked 2
9548816 10.1021/jm970537w Dihydrofolate reductase 2
11754594 10.1021/jm010407u Dihydrofolate reductase 2
1507206 10.1021/jm00095a016 Dihydrofolate reductase 1
1899453 10.1021/jm00105a008 Dihydrofolate reductase type 1 1
3701780 10.1021/jm00155a006 No relevant target 1
9548816 10.1021/jm970537w Dihydrofolate reductase; T. gondii vs rat 1
9548816 10.1021/jm970537w Dihydrofolate reductase; P. carinii vs rat 1

Data from ChEMBL 36 via Core Engine