Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL19023

Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
COc1ccc(Cc2cnc(N)nc2N)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL19023
Phase Preclinical
Structure Type MOL
InChI Key YMGUVTBVYOGUFZ-UHFFFAOYSA-N
5
Targets
10
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

230.3
MW (Da)
1.24
ALogP
5
HBA
2
HBD
87.0
PSA (Ų)
0.83
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 C12H14N4O
MW 230.27
Aromatic Rings 2
Heavy Atoms 17
NP-Likeness -0.28

Activity Summary

Ki 8 meas. best 7.63
IC50 2 meas. best 6.3

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Bifunctional dihydrofolate reductase-thymidylate synthase
CHEMBL1939
 Ki 7.63 6.0125 23.5 4
Dihydrofolate reductase
CHEMBL1809
 Ki 6.82 6.82 151.4 1
Dihydrofolate reductase
CHEMBL4888
 Ki 6.82 6.82 151.4 1
Dihydrofolate reductase
CHEMBL1809
 IC50 6.3 6.3 500.0 1
Dihydrofolate reductase
CHEMBL2902
 Ki 6.25 6.25 562.3 1
Dihydrofolate reductase
CHEMBL2575
 Ki 4.29 4.29 51286.1 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Bifunctional dihydrofolate reductase-thymidylate synthase Ki = 23.5 nM 7.63 Inhibitory activity against wild-type dihydrofolate reductase (S108N DHFR) 14711307
Dihydrofolate reductase Ki = 151.36 nM 6.82 Inhibitory activity against Escherichia coli dihydrofolate reductase 1899453
Dihydrofolate reductase Ki = 151.36 nM 6.82 Inhibition constant against binding of Escherichia coli dihydrofolate reductase 3290487
Bifunctional dihydrofolate reductase-thymidylate synthase Ki = 464.1 nM 6.33 Inhibitory activity against double mutant dihydrofolate reductase (C59R+S108N DH... 14711307
Dihydrofolate reductase IC50 = 500.0 nM 6.3 Inhibitory activity against dihydrofolate reductase (DHFR) enzyme from Escherich... 3312605
Dihydrofolate reductase Ki = 562.34 nM 6.25 Inhibitory activity against Lactobacillus casei dihydrofolate reductase 2502631
Bifunctional dihydrofolate reductase-thymidylate synthase Ki = 3957.8 nM 5.4 Inhibitory activity against triple mutant dihydrofolate reductase (C59R S108N I1... 14711307
Bifunctional dihydrofolate reductase-thymidylate synthase Ki = 20491.0 nM 4.69 Inhibitory activity against quadruple mutant dihydrofolate reductase (N51I C59R ... 14711307
Dihydrofolate reductase Ki = 51286.14 nM 4.29 Inhibitory activity against chicken liver dihydrofolate reductase 2502631

Literature References

PubMed DOI Target Context # Activities
14711307 10.1021/jm0303352 Bifunctional dihydrofolate reductase-thymidylate synthase 8
7069722 10.1021/jm00346a020 Dihydrofolate reductase 4
3934385 10.1021/jm00150a026 Escherichia coli 4
2502631 10.1021/jm00128a035 Dihydrofolate reductase 2
7005446 10.1021/jm00185a011 Dihydrofolate reductase 2
7086836 10.1021/jm00347a007 L5178Y 2
3701780 10.1021/jm00155a006 Dihydrofolate reductase 2
3312605 10.1021/jm00394a012 Dihydrofolate reductase 2
6809941 10.1021/jm00349a003 Dihydrofolate reductase 2
9784101 10.1021/jm970776j Dihydrofolate reductase 2
7017146 10.1021/jm00137a012 Dihydrofolate reductase 2
1899453 10.1021/jm00105a008 Dihydrofolate reductase 1
3276891 10.1021/jm00397a017 Dihydrofolate reductase 1
1507206 10.1021/jm00095a016 Dihydrofolate reductase 1
3882967 10.1021/jm00381a013 Dihydrofolate reductase type 1 1
319234 10.1021/jm00211a020 Dihydrofolate reductase 1
9379435 10.1021/jm970211n Dihydrofolate reductase 1
3701780 10.1021/jm00155a006 No relevant target 1
6737433 10.1021/jm00373a016 Dihydrofolate reductase 1
11495588 10.1021/jm000226c Dihydrofolate reductase 1

Data from ChEMBL 36 via Core Engine