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Compound Detail

CHEMBL21799

ETOPRINE
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CCc1nc(N)nc(N)c1-c1ccc(Cl)c(Cl)c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL21799
Name ETOPRINE
Phase Preclinical
Structure Type MOL
InChI Key PXLPCZJACKUXGP-UHFFFAOYSA-N

Known Names

Etoprine NSC-3062
2
Targets
10
Activities
2
Assay Types
0
PK Parameters
11
Publications
2
Known Names

Molecular Properties

283.2
MW (Da)
3.18
ALogP
4
HBA
2
HBD
77.8
PSA (Ų)
0.89
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Achiral
USAN Year 1977

Extended Properties

Molecular Formula C12H12Cl2N4
MW 283.16
Aromatic Rings 2
Heavy Atoms 18
NP-Likeness -1.00

Activity Summary

Ki 8 meas. best 9.1
IC50 2 meas. best 7.22

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Bifunctional dihydrofolate reductase-thymidylate synthase
CHEMBL1939
 Ki 9.1 8.2788 0.8 8
Plasmodium falciparum
CHEMBL364
 IC50 7.22 7.22 60.0 1
Bifunctional dihydrofolate reductase-thymidylate synthase
CHEMBL1939
 IC50 4.76 4.76 17400.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Bifunctional dihydrofolate reductase-thymidylate synthase Ki = 0.79 nM 9.1 Inhibition constant against Plasmodium falciparum dihydrofolate reductase 15293997
Bifunctional dihydrofolate reductase-thymidylate synthase Ki = 1.0 nM 9.0 Inhibition of the wild-type dihydrofolate reductase (DHFR) 11881993
Bifunctional dihydrofolate reductase-thymidylate synthase Ki = 1.0 nM 9.0 Binding affinity towards wild-type dihydrofolate reductase of Plasmodium falcipa... 14736247
Bifunctional dihydrofolate reductase-thymidylate synthase Ki = 3.1 nM 8.51 Binding affinity towards mutant dihydrofolate reductase (N51I+C59R+S108N DHFR) o... 14736247
Bifunctional dihydrofolate reductase-thymidylate synthase Ki = 9.0 nM 8.05 Inhibition of the S108N mutant of dihydrofolate reductase (DHFR) 11881993
Bifunctional dihydrofolate reductase-thymidylate synthase Ki = 12.6 nM 7.9 Inhibition of the C59R+S108N mutant of dihydrofolate reductase (DHFR) 11881993
Bifunctional dihydrofolate reductase-thymidylate synthase Ki = 41.0 nM 7.39 Binding affinity towards mutant dihydrofolate reductase (C59R+S108N+I164L DHFR) ... 14736247
Bifunctional dihydrofolate reductase-thymidylate synthase Ki = 53.0 nM 7.28 Binding affinity towards mutant dihydrofolate reductase (N51I+C59R+S108N+I164L D... 14736247
Plasmodium falciparum IC50 = 60.0 nM 7.22 In vitro antiplasmodial activity (IC50) against Plasmodium falciparum wtTM4/8.2 11881993
Bifunctional dihydrofolate reductase-thymidylate synthase IC50 = 17400.0 nM 4.76 Antiplasmodial activity IC50 against Plasmodium falciparum K1CB1 DHFR double-mut... 11881993

Literature References

PubMed DOI Target Context # Activities
11881993 10.1021/jm010131q Bifunctional dihydrofolate reductase-thymidylate synthase 9
14736247 10.1021/jm030165t Bifunctional dihydrofolate reductase-thymidylate synthase 7
11881993 10.1021/jm010131q Plasmodium falciparum 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
7392035 10.1021/jm00180a022 No relevant target 1
7392035 10.1021/jm00180a022 Rattus norvegicus 1
2362268 10.1021/jm00169a014 No relevant target 1
2362268 10.1021/jm00169a014 L1210 1
15293997 10.1021/jm040769c Bifunctional dihydrofolate reductase-thymidylate synthase 1
18834112 10.1021/jm800656v Amine oxidase [flavin-containing] A 1
18834112 10.1021/jm800656v Amine oxidase [flavin-containing] B 1

Data from ChEMBL 36 via Core Engine