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Compound Detail

CHEMBL22623

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COc1cc(OC)cc(N(C)Cc2cnc3nc(N)nc(N)c3c2C)c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL22623
Phase Preclinical
Structure Type MOL
InChI Key RDQGYDXYMFVTRP-UHFFFAOYSA-N
6
Targets
15
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 -0.70

Activity Summary

IC50 15 meas. best 9.14

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Dihydrofolate reductase
CHEMBL5457
 IC50 9.14 9.14 0.7 1
Bifunctional dihydrofolate reductase-thymidylate synthase
CHEMBL2425
 IC50 8.4 7.53 4.0 4
Dihydrofolate reductase
CHEMBL202
 IC50 8.06 8.06 8.7 1
Toxoplasma gondii
CHEMBL612888
 IC50 8.0 8.0 10.0 1
Dihydrofolate reductase
CHEMBL2363
 IC50 7.89 7.05 13.0 4
Dihydrofolate reductase
CHEMBL1926
 IC50 7.3 6.9925 50.0 4

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Dihydrofolate reductase IC50 = 0.73 nM 9.14 Antimycobacterial activity against Mycobacterium avium complex dihydrofolate red... 11754578
Bifunctional dihydrofolate reductase-thymidylate synthase IC50 = 4.0 nM 8.4 Inhibitory activity against Toxoplasma gondii dihydrofolate reductase 8632434
Dihydrofolate reductase IC50 = 8.7 nM 8.06 Antimycobacterial activity against human dihydrofolate reductase (hDHFR) 11754578
Toxoplasma gondii IC50 = 10.0 nM 8.0 Inhibition of Toxoplasma gondii cell growth 8632434
Dihydrofolate reductase IC50 = 13.0 nM 7.89 Inhibitory activity against rat liver dihydrofolate reductase 8632434
Dihydrofolate reductase IC50 = 50.0 nM 7.3 Inhibitory activity against Pneumocystis carinii dihydrofolate reductase 8632434
Bifunctional dihydrofolate reductase-thymidylate synthase IC50 = 58.0 nM 7.24 Inhibitory activity against Dihydrofolate reductase from Toxoplasma gondii 7752201
Bifunctional dihydrofolate reductase-thymidylate synthase IC50 = 58.0 nM 7.24 Inhibition of Toxoplasma gondii dihydrofolate reductase 15743188
Bifunctional dihydrofolate reductase-thymidylate synthase IC50 = 57.94 nM 7.24 Inhibition of Toxoplasma gondii dihydrofolate reductase 15743188
Dihydrofolate reductase IC50 = 130.0 nM 6.89 Inhibitory activity against Dihydrofolate reductase from Pneumocystis carinii 7752201
Dihydrofolate reductase IC50 = 130.0 nM 6.89 Inhibition of Pneumocystis carinii dihydrofolate reductase 15743188
Dihydrofolate reductase IC50 = 129.99 nM 6.89 Inhibition of Pneumocystis carinii dihydrofolate reductase 15743188
Dihydrofolate reductase IC50 = 170.0 nM 6.77 Inhibitory activity against Dihydrofolate reductase from rat liver 7752201
Dihydrofolate reductase IC50 = 170.0 nM 6.77 Inhibition of rat liver dihydrofolate reductase 15743188
Dihydrofolate reductase IC50 = 169.82 nM 6.77 Inhibition of rat liver dihydrofolate reductase 15743188

Literature References

PubMed DOI Target Context # Activities
11754578 10.1021/jm010360c Dihydrofolate reductase 4
15743188 10.1021/jm040153n Dihydrofolate reductase 4
8632434 10.1021/jm950760y 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-15 1
7752201 10.1021/jm00010a022 UACC-257 1
7752201 10.1021/jm00010a022 SK-MEL-5 1
7752201 10.1021/jm00010a022 U-251 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 NCI-H460 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

Data from ChEMBL 36 via Core Engine