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Compound Detail

CHEMBL23569

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COc1cc(NCc2cnc3nc(N)nc(N)c3c2C)cc(OC)c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL23569
Phase Preclinical
Structure Type MOL
InChI Key HRSHKKZSYXXUHX-UHFFFAOYSA-N
6
Targets
16
Activities
1
Assay Types
0
PK Parameters
14
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 -0.67

Activity Summary

IC50 16 meas. best 8.46

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Bifunctional dihydrofolate reductase-thymidylate synthase
CHEMBL2425
 IC50 8.46 8.355 3.5 4
Dihydrofolate reductase
CHEMBL202
 IC50 7.82 7.82 15.0 1
Dihydrofolate reductase
CHEMBL5457
 IC50 7.7 7.7 20.0 1
Dihydrofolate reductase
CHEMBL1926
 IC50 7.64 7.5575 22.9 4
Dihydrofolate reductase
CHEMBL2363
 IC50 7.51 7.405 31.0 4
Toxoplasma gondii
CHEMBL612888
 IC50 7.22 6.72 60.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Bifunctional dihydrofolate reductase-thymidylate synthase IC50 = 3.5 nM 8.46 Inhibitory activity against Toxoplasma gondii dihydrofolate reductase 8632434
Bifunctional dihydrofolate reductase-thymidylate synthase IC50 = 4.8 nM 8.32 Inhibitory activity against Dihydrofolate reductase from Toxoplasma gondii 7752201
Bifunctional dihydrofolate reductase-thymidylate synthase IC50 = 4.8 nM 8.32 Inhibition of Toxoplasma gondii dihydrofolate reductase 15743188
Bifunctional dihydrofolate reductase-thymidylate synthase IC50 = 4.8 nM 8.32 Inhibition of Toxoplasma gondii dihydrofolate reductase 15743188
Dihydrofolate reductase IC50 = 15.0 nM 7.82 Antimycobacterial activity against Human dihydrofolatereductase (hDHFR) 11754578
Dihydrofolate reductase IC50 = 20.0 nM 7.7 Antimycobacterial activity against Mycobacterium avium complex dihydrofolate red... 11754578
Dihydrofolate reductase IC50 = 22.9 nM 7.64 Inhibitory activity against Dihydrofolate reductase from Pneumocystis carinii 7752201
Dihydrofolate reductase IC50 = 22.9 nM 7.64 Inhibition of Pneumocystis carinii dihydrofolate reductase 15743188
Dihydrofolate reductase IC50 = 22.9 nM 7.64 Inhibition of Pneumocystis carinii dihydrofolate reductase 15743188
Dihydrofolate reductase IC50 = 31.0 nM 7.51 Inhibitory activity against rat liver dihydrofolate reductase 8632434
Dihydrofolate reductase IC50 = 42.5 nM 7.37 Inhibitory activity against Dihydrofolate reductase from rat liver 7752201
Dihydrofolate reductase IC50 = 42.5 nM 7.37 Inhibition of rat liver dihydrofolate reductase 15743188
Dihydrofolate reductase IC50 = 42.46 nM 7.37 Inhibition of rat liver dihydrofolate reductase 15743188
Dihydrofolate reductase IC50 = 49.0 nM 7.31 Inhibitory activity against Pneumocystis carinii dihydrofolate reductase 8632434
Toxoplasma gondii IC50 = 60.0 nM 7.22 Inhibition of Toxoplasma gondii cell growth 8632434
Toxoplasma gondii IC50 = 600.0 nM 6.22 Inhibitory activity against cultured Toxoplasma gondii 7752201

Literature References

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

Data from ChEMBL 36 via Core Engine