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Compound Detail

CHEMBL21885

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CCc1nc(N)nc(N)c1-c1ccc(C(C)(C)C)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL21885
Phase Preclinical
Structure Type MOL
InChI Key FIUYJLCASFMHJV-UHFFFAOYSA-N
5
Targets
9
Activities
2
Assay Types
0
PK Parameters
13
Publications
0
Known Names

Molecular Properties

270.4
MW (Da)
3.17
ALogP
4
HBA
2
HBD
77.8
PSA (Ų)
0.88
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C16H22N4
MW 270.38
Aromatic Rings 2
Heavy Atoms 20
NP-Likeness -0.82

Activity Summary

IC50 5 meas. best 6.22
Ki 4 meas. best 9.22

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Bifunctional dihydrofolate reductase-thymidylate synthase
CHEMBL1939
 Ki 9.22 8.1025 0.6 4
Plasmodium falciparum
CHEMBL364
 IC50 6.22 6.22 600.0 1
Bifunctional dihydrofolate reductase-thymidylate synthase
CHEMBL1939
 IC50 5.41 5.41 3900.0 1
BC
CHEMBL613535
 IC50 4.25 4.25 56000.0 1
KB
CHEMBL398
 IC50 4.06 4.06 87000.0 1
Vero
CHEMBL391
 IC50 4.0 4.0 100000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Bifunctional dihydrofolate reductase-thymidylate synthase Ki = 0.6 nM 9.22 Inhibition of the wild-type dihydrofolate reductase (DHFR) 11881993
Bifunctional dihydrofolate reductase-thymidylate synthase Ki = 0.77 nM 9.11 Inhibition constant against Plasmodium falciparum dihydrofolate reductase 15293997
Bifunctional dihydrofolate reductase-thymidylate synthase Ki = 66.2 nM 7.18 Inhibition of the S108N mutant of dihydrofolate reductase (DHFR) 11881993
Bifunctional dihydrofolate reductase-thymidylate synthase Ki = 126.9 nM 6.9 Inhibition of the C59R+S108N mutant of dihydrofolate reductase (DHFR) 11881993
Plasmodium falciparum IC50 = 600.0 nM 6.22 In vitro antiplasmodial activity (IC50) against Plasmodium falciparum wtTM4/8.2 11881993
Bifunctional dihydrofolate reductase-thymidylate synthase IC50 = 3900.0 nM 5.41 Antiplasmodial activity IC50 against Plasmodium falciparum K1CB1 DHFR double-mut... 11881993
BC IC50 = 56000.0 nM 4.25 Cytotoxicity against human breast cancer cells. 11881993
KB IC50 = 87000.0 nM 4.06 Cytotoxicity against human epidermoid carcinoma KB cell. 11881993
Vero IC50 = 100000.0 nM 4.0 Cytotoxicity by the selective inhibition against African green monkey kidney fib... 11881993

Literature References

PubMed DOI Target Context # Activities
11881993 10.1021/jm010131q Bifunctional dihydrofolate reductase-thymidylate synthase 9
11881993 10.1021/jm010131q Plasmodium falciparum 5
11881993 10.1021/jm010131q NON-PROTEIN TARGET 5
20485427 10.1038/nature09107 Plasmodium falciparum 4
11881993 10.1021/jm010131q Vero 1
11881993 10.1021/jm010131q KB 1
11881993 10.1021/jm010131q BC 1
15293997 10.1021/jm040769c Bifunctional dihydrofolate reductase-thymidylate synthase 1
20485427 10.1038/nature09107 Unchecked 1
20485427 10.1038/nature09107 HepG2 1
- 10.6019/CHEMBL3433997 Solute carrier family 2, facilitated glucose transporter member 1 1
- 10.6019/CHEMBL3433997 Hexose transporter 1 1
- 10.6019/CHEMBL3433997 Glucose transporter 1

Data from ChEMBL 36 via Core Engine