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Compound Detail

CHEMBL279680

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COc1ccc(N(C)Cc2cnc3nc(N)nc(N)c3c2C)cc1OC
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL279680
Phase Preclinical
Structure Type MOL
InChI Key LRGMTNWEQDFLBH-UHFFFAOYSA-N
4
Targets
16
Activities
1
Assay Types
0
PK Parameters
15
Publications
0
Known Names

Molecular Properties

354.4
MW (Da)
2.15
ALogP
8
HBA
2
HBD
112.4
PSA (Ų)
0.72
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 C18H22N6O2
MW 354.41
Aromatic Rings 3
Heavy Atoms 26
NP-Likeness -0.80

Activity Summary

IC50 16 meas. best 8.54

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Bifunctional dihydrofolate reductase-thymidylate synthase
CHEMBL2425
 IC50 8.54 7.74 2.9 5
Dihydrofolate reductase
CHEMBL2363
 IC50 8.28 7.544 5.2 5
Dihydrofolate reductase
CHEMBL1926
 IC50 7.54 6.708 29.0 5
Toxoplasma gondii
CHEMBL612888
 IC50 6.82 6.82 150.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Bifunctional dihydrofolate reductase-thymidylate synthase IC50 = 2.9 nM 8.54 Inhibitory activity against Toxoplasma gondii dihydrofolate reductase 8632434
Dihydrofolate reductase IC50 = 5.2 nM 8.28 Inhibitory activity against rat liver dihydrofolate reductase 8632434
Bifunctional dihydrofolate reductase-thymidylate synthase IC50 = 29.0 nM 7.54 Inhibitory activity against Dihydrofolate reductase from Toxoplasma gondii 7752201
Dihydrofolate reductase IC50 = 29.0 nM 7.54 Inhibitory activity against Pneumocystis carinii dihydrofolate reductase 8632434
Bifunctional dihydrofolate reductase-thymidylate synthase IC50 = 29.0 nM 7.54 The compound was tested for inhibition of dihydrofolate reductase(DHFR) from Tox... 10395486
Bifunctional dihydrofolate reductase-thymidylate synthase IC50 = 29.0 nM 7.54 Inhibition of Toxoplasma gondii dihydrofolate reductase 15743188
Bifunctional dihydrofolate reductase-thymidylate synthase IC50 = 29.0 nM 7.54 Inhibition of Toxoplasma gondii dihydrofolate reductase 15743188
Dihydrofolate reductase IC50 = 44.0 nM 7.36 Inhibitory activity against Dihydrofolate reductase from rat liver 7752201
Dihydrofolate reductase IC50 = 44.0 nM 7.36 The compound was tested for inhibition of dihydrofolate reductase(DHFR) from rat... 10395486
Dihydrofolate reductase IC50 = 44.0 nM 7.36 Inhibition of rat liver dihydrofolate reductase 15743188
Dihydrofolate reductase IC50 = 44.0 nM 7.36 Inhibition of rat liver dihydrofolate reductase 15743188
Toxoplasma gondii IC50 = 150.0 nM 6.82 Inhibition of Toxoplasma gondii cell growth 8632434
Dihydrofolate reductase IC50 = 320.0 nM 6.5 Inhibitory activity against Dihydrofolate reductase from Pneumocystis carinii 7752201
Dihydrofolate reductase IC50 = 320.0 nM 6.5 The compound was tested for inhibition of dihydrofolate reductase(DHFR) from Pne... 10395486
Dihydrofolate reductase IC50 = 320.0 nM 6.5 Inhibition of Pneumocystis carinii dihydrofolate reductase 15743188
Dihydrofolate reductase IC50 = 319.96 nM 6.5 Inhibition of Pneumocystis carinii dihydrofolate reductase 15743188

Literature References

PubMed DOI Target Context # Activities
15743188 10.1021/jm040153n Dihydrofolate reductase 4
7752201 10.1021/jm00010a022 Dihydrofolate reductase 2
8632434 10.1021/jm950760y Dihydrofolate reductase 2
10395486 10.1021/jm990079m 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 Dihydrofolate reductase; P. carinii vs rat 1
7752201 10.1021/jm00010a022 Dihydrofolate reductase; T. gondii vs rat 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
10395486 10.1021/jm990079m Bifunctional dihydrofolate reductase-thymidylate synthase 1
10395486 10.1021/jm990079m Unchecked 1
10395486 10.1021/jm990079m NON-PROTEIN TARGET 1

Data from ChEMBL 36 via Core Engine