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Compound Detail

CHEMBL23021

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COc1ccc(OC)c(NCc2cnc3nc(N)nc(N)c3c2C)c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL23021
Phase Preclinical
Structure Type MOL
InChI Key OOAXIFSPTMWLFE-UHFFFAOYSA-N
7
Targets
20
Activities
1
Assay Types
0
PK Parameters
18
Publications
0
Known Names

Molecular Properties

340.4
MW (Da)
2.13
ALogP
8
HBA
3
HBD
121.2
PSA (Ų)
0.65
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C17H20N6O2
MW 340.39
Aromatic Rings 3
Heavy Atoms 25
NP-Likeness -0.83

Activity Summary

IC50 20 meas. best 8.96

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Dihydrofolate reductase
CHEMBL5457
 IC50 8.96 8.96 1.1 1
Dihydrofolate reductase
CHEMBL2363
 IC50 8.0 7.112 10.0 5
Dihydrofolate reductase
CHEMBL1926
 IC50 7.96 7.464 11.0 5
Bifunctional dihydrofolate reductase-thymidylate synthase
CHEMBL2425
 IC50 7.85 7.81 14.0 5
Dihydrofolate reductase
CHEMBL2902
 IC50 7.41 7.41 39.0 1
Toxoplasma gondii
CHEMBL612888
 IC50 6.7 6.26 200.0 2
Dihydrofolate reductase
CHEMBL202
 IC50 6.0 6.0 1000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Dihydrofolate reductase IC50 = 1.1 nM 8.96 Antimycobacterial activity against Mycobacterium avium complex dihydrofolate red... 11754578
Dihydrofolate reductase IC50 = 10.0 nM 8.0 Inhibitory activity against rat liver dihydrofolate reductase 8632434
Dihydrofolate reductase IC50 = 11.0 nM 7.96 Inhibitory activity against Pneumocystis carinii dihydrofolate reductase 8632434
Bifunctional dihydrofolate reductase-thymidylate synthase IC50 = 14.0 nM 7.85 Inhibitory activity against Toxoplasma gondii dihydrofolate reductase 8632434
Bifunctional dihydrofolate reductase-thymidylate synthase IC50 = 16.0 nM 7.8 Inhibitory activity against Dihydrofolate reductase from Toxoplasma gondii 7752201
Bifunctional dihydrofolate reductase-thymidylate synthase IC50 = 16.0 nM 7.8 Inhibition of Dihydrofolate Reductase of Toxoplasma gondii. 9046338
Bifunctional dihydrofolate reductase-thymidylate synthase IC50 = 16.0 nM 7.8 Inhibition of Toxoplasma gondii dihydrofolate reductase 15743188
Bifunctional dihydrofolate reductase-thymidylate synthase IC50 = 16.0 nM 7.8 Inhibition of Toxoplasma gondii dihydrofolate reductase 15743188
Dihydrofolate reductase IC50 = 39.0 nM 7.41 Inhibitory activity against Dihydrofolate reductase from Lactobacillus casei 7752201
Dihydrofolate reductase IC50 = 46.0 nM 7.34 Inhibition of Dihydrofolate Reductase of Pneumocystis carinii. 9046338
Dihydrofolate reductase IC50 = 46.0 nM 7.34 Inhibition of Pneumocystis carinii dihydrofolate reductase 15743188
Dihydrofolate reductase IC50 = 46.0 nM 7.34 Inhibition of Pneumocystis carinii dihydrofolate reductase 15743188
Dihydrofolate reductase IC50 = 46.0 nM 7.34 Inhibitory activity against Dihydrofolate reductase from Pneumocystis carinii 7752201
Dihydrofolate reductase IC50 = 128.0 nM 6.89 Inhibitory activity against Dihydrofolate reductase from rat liver 7752201
Dihydrofolate reductase IC50 = 130.0 nM 6.89 Inhibition of Dihydrofolate Reductase of Rat Liver. 9046338
Dihydrofolate reductase IC50 = 128.0 nM 6.89 Inhibition of rat liver dihydrofolate reductase 15743188
Dihydrofolate reductase IC50 = 127.94 nM 6.89 Inhibition of rat liver dihydrofolate reductase 15743188
Toxoplasma gondii IC50 = 200.0 nM 6.7 Inhibition of Toxoplasma gondii cell growth 8632434
Dihydrofolate reductase IC50 = 1000.0 nM 6.0 Antimycobacterial activity against human dihydrofolate reductase (hDHFR) 11754578
Toxoplasma gondii IC50 = 1500.0 nM 5.82 Inhibitory activity against cultured Toxoplasma gondii 7752201

Literature References

PubMed DOI Target Context # Activities
15743188 10.1021/jm040153n Dihydrofolate reductase 4
11754578 10.1021/jm010360c Dihydrofolate reductase 4
7752201 10.1021/jm00010a022 Dihydrofolate reductase 3
15743188 10.1021/jm040153n Bifunctional dihydrofolate reductase-thymidylate synthase 2
8632434 10.1021/jm950760y Dihydrofolate reductase 2
9046338 10.1021/jm960734f Dihydrofolate reductase 2
8632434 10.1021/jm950760y Dihydrofolate reductase; P. carinii vs rat 1
9046338 10.1021/jm960734f Dihydrofolate reductase; T. gondii vs rat 1
9046338 10.1021/jm960734f Dihydrofolate reductase; P. carinii vs rat 1
9046338 10.1021/jm960734f Bifunctional dihydrofolate reductase-thymidylate synthase 1
8632434 10.1021/jm950760y Dihydrofolate reductase; T. gondii vs rat 1
8632434 10.1021/jm950760y Toxoplasma gondii 1
8632434 10.1021/jm950760y Bifunctional dihydrofolate reductase-thymidylate synthase 1
7752201 10.1021/jm00010a022 Unchecked 1
7752201 10.1021/jm00010a022 Dihydrofolate reductase; T. gondii vs rat 1
7752201 10.1021/jm00010a022 Dihydrofolate reductase; P. carinii vs rat 1
7752201 10.1021/jm00010a022 Toxoplasma gondii 1
7752201 10.1021/jm00010a022 Bifunctional dihydrofolate reductase-thymidylate synthase 1

Data from ChEMBL 36 via Core Engine