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Compound Detail

CHEMBL281803

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COc1ccc(OC)c(N(C)Cc2cnc3nc(N)nc(N)c3c2C)c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL281803
Phase Preclinical
Structure Type MOL
InChI Key ZADZOIWPCBRVKE-UHFFFAOYSA-N
4
Targets
18
Activities
1
Assay Types
0
PK Parameters
20
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 -0.78

Activity Summary

IC50 18 meas. best 7.55

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Bifunctional dihydrofolate reductase-thymidylate synthase
CHEMBL2425
 IC50 7.55 7.526 28.0 5
Toxoplasma gondii
CHEMBL612888
 IC50 6.7 6.22 200.0 3
Dihydrofolate reductase
CHEMBL1926
 IC50 6.67 6.568 216.0 5
Dihydrofolate reductase
CHEMBL2363
 IC50 6.39 6.38 407.0 5

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Bifunctional dihydrofolate reductase-thymidylate synthase IC50 = 28.0 nM 7.55 Inhibitory activity against Toxoplasma gondii dihydrofolate reductase 8632434
Bifunctional dihydrofolate reductase-thymidylate synthase IC50 = 30.1 nM 7.52 Inhibitory activity against Dihydrofolate reductase from Toxoplasma gondii 7752201
Bifunctional dihydrofolate reductase-thymidylate synthase IC50 = 30.1 nM 7.52 Inhibition of dihydrofolate reductase (DHFR) from Toxoplasma gondii(tg) 10395486
Bifunctional dihydrofolate reductase-thymidylate synthase IC50 = 30.1 nM 7.52 Inhibition of Toxoplasma gondii dihydrofolate reductase 15743188
Bifunctional dihydrofolate reductase-thymidylate synthase IC50 = 30.1 nM 7.52 Inhibition of Toxoplasma gondii dihydrofolate reductase 15743188
Toxoplasma gondii IC50 = 200.0 nM 6.7 Inhibition of Toxoplasma gondii cell growth 8632434
Dihydrofolate reductase IC50 = 216.27 nM 6.67 Inhibition of Pneumocystis carinii dihydrofolate reductase 15743188
Dihydrofolate reductase IC50 = 216.0 nM 6.67 Inhibition of Pneumocystis carinii dihydrofolate reductase 15743188
Dihydrofolate reductase IC50 = 216.0 nM 6.67 Inhibition of dihydrofolate reductase (DHFR) from Pneumocystis carinii(pc) 10395486
Dihydrofolate reductase IC50 = 216.0 nM 6.67 Inhibitory activity against Dihydrofolate reductase from Pneumocystis carinii 7752201
Dihydrofolate reductase IC50 = 407.0 nM 6.39 Inhibitory activity against Dihydrofolate reductase from rat liver 7752201
Dihydrofolate reductase IC50 = 407.0 nM 6.39 Inhibition of dihydrofolate reductase (DHFR) from rat liver (rl) 10395486
Dihydrofolate reductase IC50 = 407.0 nM 6.39 Inhibition of rat liver dihydrofolate reductase 15743188
Dihydrofolate reductase IC50 = 407.01 nM 6.39 Inhibition of rat liver dihydrofolate reductase 15743188
Dihydrofolate reductase IC50 = 460.0 nM 6.34 Inhibitory activity against rat liver dihydrofolate reductase 8632434
Dihydrofolate reductase IC50 = 700.0 nM 6.16 Inhibitory activity against Pneumocystis carinii dihydrofolate reductase 8632434
Toxoplasma gondii IC50 = 1050.0 nM 5.98 Inhibitory activity against cultured Toxoplasma gondii 7752201
Toxoplasma gondii IC50 = 1050.0 nM 5.98 Inhibitory concentration of cell growth from Toxoplasma gondii 10395486

Literature References

PubMed DOI Target Context # Activities
15743188 10.1021/jm040153n Dihydrofolate reductase 4
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 Dihydrofolate reductase 2
7752201 10.1021/jm00010a022 HCT-116 1
7752201 10.1021/jm00010a022 SK-MEL-5 1
7752201 10.1021/jm00010a022 LOX IMVI 1
7752201 10.1021/jm00010a022 SF-295 1
7752201 10.1021/jm00010a022 SF-268 1
7752201 10.1021/jm00010a022 SW-620 1
7752201 10.1021/jm00010a022 HT-29 1
7752201 10.1021/jm00010a022 HCT-15 1
7752201 10.1021/jm00010a022 NCI-H322M 1
7752201 10.1021/jm00010a022 A549 1
7752201 10.1021/jm00010a022 SR 1
7752201 10.1021/jm00010a022 MOLT-4 1
7752201 10.1021/jm00010a022 K562 1
7752201 10.1021/jm00010a022 CCRF-CEM 1
7752201 10.1021/jm00010a022 Toxoplasma gondii 1

Data from ChEMBL 36 via Core Engine