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Compound Detail

CHEMBL81820

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Cc1c(CNc2ccc(Cl)c(Cl)c2)cnc2nc(N)nc(N)c12
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL81820
Phase Preclinical
Structure Type MOL
InChI Key DCPBQWMARMWVCT-UHFFFAOYSA-N
11
Targets
20
Activities
1
Assay Types
0
PK Parameters
14
Publications
0
Known Names

Molecular Properties

349.2
MW (Da)
3.42
ALogP
6
HBA
3
HBD
102.7
PSA (Ų)
0.67
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C15H14Cl2N6
MW 349.23
Aromatic Rings 3
Heavy Atoms 23
NP-Likeness -1.20

Activity Summary

IC50 20 meas. best 9.04

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Dihydrofolate reductase
CHEMBL5457
 IC50 9.04 9.04 0.9 1
Dihydrofolate reductase
CHEMBL202
 IC50 8.3 8.3 5.0 1
Bifunctional dihydrofolate reductase-thymidylate synthase
CHEMBL2425
 IC50 7.55 7.55 28.0 4
Dihydrofolate reductase
CHEMBL2363
 IC50 7.28 7.28 53.0 4
CCRF-CEM
CHEMBL382
 IC50 7.0 7.0 100.0 1
Dihydrofolate reductase
CHEMBL1926
 IC50 6.5 6.5 320.0 4
Dihydrofolate reductase
CHEMBL2902
 IC50 6.07 6.07 860.0 1
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 5.11 5.11 7730.0 1
ACHN
CHEMBL614519
 IC50 4.64 4.64 22900.0 1
HCT-116
CHEMBL394
 IC50 4.54 4.54 28600.0 1
MCF7S
CHEMBL614328
 IC50 4.03 4.03 94500.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Dihydrofolate reductase IC50 = 0.92 nM 9.04 Antimycobacterial activity against Mycobacterium avium complex dihydrofolate red... 11754578
Dihydrofolate reductase IC50 = 5.0 nM 8.3 Antimycobacterial activity against human dihydrofolate reductase (hDHFR) 11754578
Bifunctional dihydrofolate reductase-thymidylate synthase IC50 = 28.0 nM 7.55 Inhibition of dihydrofolate reductase (DHFR) from Toxoplasma gondii(tg) 10395486
Bifunctional dihydrofolate reductase-thymidylate synthase IC50 = 28.0 nM 7.55 Inhibition of Toxoplasma gondii dihydrofolate reductase 8230134
Bifunctional dihydrofolate reductase-thymidylate synthase IC50 = 28.0 nM 7.55 Inhibition of Toxoplasma gondii dihydrofolate reductase 15743188
Bifunctional dihydrofolate reductase-thymidylate synthase IC50 = 28.0 nM 7.55 Inhibition of Toxoplasma gondii dihydrofolate reductase 15743188
Dihydrofolate reductase IC50 = 53.0 nM 7.28 Inhibition of dihydrofolate reductase (DHFR) from rat liver (rl) 10395486
Dihydrofolate reductase IC50 = 53.0 nM 7.28 Inhibition of rat liver dihydrofolate reductase 8230134
Dihydrofolate reductase IC50 = 53.0 nM 7.28 Inhibition of rat liver dihydrofolate reductase 15743188
Dihydrofolate reductase IC50 = 52.97 nM 7.28 Inhibition of rat liver dihydrofolate reductase 15743188
CCRF-CEM IC50 = 100.0 nM 7.0 Inhibitory concentration required to decrease cell viability in cell growth cult... 8230134
Dihydrofolate reductase IC50 = 320.0 nM 6.5 Inhibition of dihydrofolate reductase (DHFR) from Pneumocystis carinii(pc) 10395486
Dihydrofolate reductase IC50 = 320.0 nM 6.5 Inhibition of Pneumocystis carinii dihydrofolate reductase 8230134
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
Dihydrofolate reductase IC50 = 860.0 nM 6.07 Inhibitory concentration against Lactobacillus casei 8230134
NON-PROTEIN TARGET IC50 = 7730.0 nM 5.11 Inhibitory concentration required to decrease cell viability in cell growth cult... 8230134
ACHN IC50 = 22900.0 nM 4.64 Inhibitory concentration required to decrease cell viability in cell growth cult... 8230134
HCT-116 IC50 = 28600.0 nM 4.54 Inhibitory concentration required to decrease cell viability in cell growth cult... 8230134
MCF7S IC50 = 94500.0 nM 4.03 Inhibitory concentration required to decrease cell viability in cell growth cult... 8230134

Literature References

PubMed DOI Target Context # Activities
11754578 10.1021/jm010360c Dihydrofolate reductase 4
15743188 10.1021/jm040153n Dihydrofolate reductase 4
8230134 10.1021/jm00074a026 Dihydrofolate reductase 3
10395486 10.1021/jm990079m Dihydrofolate reductase 2
15743188 10.1021/jm040153n Bifunctional dihydrofolate reductase-thymidylate synthase 2
10395486 10.1021/jm990079m Bifunctional dihydrofolate reductase-thymidylate synthase 1
10395486 10.1021/jm990079m Dihydrofolate reductase; P. carinii vs rat 1
10395486 10.1021/jm990079m Dihydrofolate reductase; T. gondii vs rat 1
8230134 10.1021/jm00074a026 Bifunctional dihydrofolate reductase-thymidylate synthase 1
8230134 10.1021/jm00074a026 HCT-116 1
8230134 10.1021/jm00074a026 NON-PROTEIN TARGET 1
8230134 10.1021/jm00074a026 ACHN 1
8230134 10.1021/jm00074a026 MCF7S 1
8230134 10.1021/jm00074a026 CCRF-CEM 1

Data from ChEMBL 36 via Core Engine