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Compound Detail

CHEMBL23288

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COc1cc(NCc2cnc3nc(N)nc(N)c3c2)cc(OC)c1OC
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL23288
Phase Preclinical
Structure Type MOL
InChI Key NBXFVGDELMEKSA-UHFFFAOYSA-N
7
Targets
18
Activities
1
Assay Types
0
PK Parameters
14
Publications
0
Known Names

Molecular Properties

356.4
MW (Da)
1.83
ALogP
9
HBA
3
HBD
130.4
PSA (Ų)
0.61
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C17H20N6O3
MW 356.39
Aromatic Rings 3
Heavy Atoms 26
NP-Likeness -0.56

Activity Summary

IC50 18 meas. best 6.89

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Bifunctional dihydrofolate reductase-thymidylate synthase
CHEMBL2425
 IC50 6.89 6.6125 130.0 4
Dihydrofolate reductase
CHEMBL5457
 IC50 6.62 6.62 240.0 1
Dihydrofolate reductase
CHEMBL1809
 IC50 6.52 6.17 300.0 2
Dihydrofolate reductase
CHEMBL2363
 IC50 6.09 5.794 810.0 5
Dihydrofolate reductase
CHEMBL1926
 IC50 5.82 5.79 1499.7 4
Dihydrofolate reductase
CHEMBL202
 IC50 5.41 5.41 3900.0 1
Toxoplasma gondii
CHEMBL612888
 IC50 4.82 4.82 15000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Bifunctional dihydrofolate reductase-thymidylate synthase IC50 = 130.0 nM 6.89 Inhibitory activity against Toxoplasma gondii dihydrofolate reductase 8632434
Dihydrofolate reductase IC50 = 240.0 nM 6.62 Antimycobacterial activity against Mycobacterium avium complex dihydrofolate red... 11754578
Bifunctional dihydrofolate reductase-thymidylate synthase IC50 = 300.0 nM 6.52 Inhibitory concentration against Dihydrofolate reductase from Toxoplasma gondii ... 9046337
Dihydrofolate reductase IC50 = 300.0 nM 6.52 Inhibition of dihydrofolate reductase from Toxoplasma gondii. 14584957
Bifunctional dihydrofolate reductase-thymidylate synthase IC50 = 300.0 nM 6.52 Inhibition of Toxoplasma gondii dihydrofolate reductase 15743188
Bifunctional dihydrofolate reductase-thymidylate synthase IC50 = 299.92 nM 6.52 Inhibition of Toxoplasma gondii dihydrofolate reductase 15743188
Dihydrofolate reductase IC50 = 810.0 nM 6.09 Inhibitory activity against rat liver dihydrofolate reductase 8632434
Dihydrofolate reductase IC50 = 1500.0 nM 5.82 Inhibition of Pneumocystis carinii dihydrofolate reductase 15743188
Dihydrofolate reductase IC50 = 1499.68 nM 5.82 Inhibition of Pneumocystis carinii dihydrofolate reductase 15743188
Dihydrofolate reductase IC50 = 1500.0 nM 5.82 Inhibition of dihydrofolate reductase from pneumocystis carinii. 14584957
Dihydrofolate reductase IC50 = 1500.0 nM 5.82 Inhibitory concentration against Dihydrofolate reductase from Pneumocystis carin... 9046337
Dihydrofolate reductase IC50 = 1900.0 nM 5.72 Inhibitory concentration against Dihydrofolate reductase from Rat liver (rl) 9046337
Dihydrofolate reductase IC50 = 1900.0 nM 5.72 Inhibition of dihydrofolate reductase from rat liver. 14584957
Dihydrofolate reductase IC50 = 1900.0 nM 5.72 Inhibition of rat liver dihydrofolate reductase 15743188
Dihydrofolate reductase IC50 = 1901.08 nM 5.72 Inhibition of rat liver dihydrofolate reductase 15743188
Dihydrofolate reductase IC50 = 2000.0 nM 5.7 Inhibitory activity against Pneumocystis carinii dihydrofolate reductase 8632434
Dihydrofolate reductase IC50 = 3900.0 nM 5.41 Antimycobacterial activity against human dihydrofolate reductase (hDHFR) 11754578
Toxoplasma gondii IC50 = 15000.0 nM 4.82 Inhibition of Toxoplasma gondii cell growth 8632434

Literature References

PubMed DOI Target Context # Activities
11754578 10.1021/jm010360c Dihydrofolate reductase 4
15743188 10.1021/jm040153n Dihydrofolate reductase 4
14584957 10.1021/jm030312n Dihydrofolate reductase 3
9046337 10.1021/jm9606913 Dihydrofolate reductase 2
8632434 10.1021/jm950760y Dihydrofolate reductase 2
14584957 10.1021/jm030312n Unchecked 2
15743188 10.1021/jm040153n Bifunctional dihydrofolate reductase-thymidylate synthase 2
9046337 10.1021/jm9606913 Bifunctional dihydrofolate reductase-thymidylate synthase 1
9046337 10.1021/jm9606913 Dihydrofolate reductase; P. carinii vs rat 1
9046337 10.1021/jm9606913 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

Data from ChEMBL 36 via Core Engine