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Compound Detail

CHEMBL305253

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CN(Cc1ccc(C(=O)NC(CCC(=O)O)C(=O)O)cc1)c1ccc2nc(N)nc(N)c2c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL305253
Phase Preclinical
Structure Type MOL
InChI Key MBAXRIPJWOAPEZ-UHFFFAOYSA-N
6
Targets
10
Activities
1
Assay Types
0
PK Parameters
6
Publications
0
Known Names

Molecular Properties

452.5
MW (Da)
1.48
ALogP
8
HBA
5
HBD
184.8
PSA (Ų)
0.32
QED
0
Ro5 Violations
9
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C22H24N6O5
MW 452.47
Aromatic Rings 3
Heavy Atoms 33
NP-Likeness -0.72

Activity Summary

IC50 10 meas. best 8.48

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Dihydrofolate reductase
CHEMBL2363
 IC50 8.48 8.48 3.3 1
Dihydrofolate reductase
CHEMBL202
 IC50 8.34 8.34 4.6 1
Unchecked
CHEMBL612545
 IC50 7.82 7.5975 15.0 4
Thymidylate synthase
CHEMBL3160
 IC50 7.48 7.48 33.0 1
Dihydrofolate reductase
CHEMBL4564
 IC50 7.29 7.29 51.0 1
L1210
CHEMBL386
 IC50 6.33 5.825 470.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Dihydrofolate reductase IC50 = 3.3 nM 8.48 Inhibition of rat liver dihydrofolate reductase assayed spectrophotometrically a... 3968685
Dihydrofolate reductase IC50 = 4.6 nM 8.34 Inhibitory activity against dihydrofolate reductase (DHFR) obtained from human W... 3339615
Unchecked IC50 = 15.0 nM 7.82 Evaluated for the inhibition of human gastrointestinal adenocarcinoma cells in v... 3968685
Unchecked IC50 = 26.0 nM 7.58 Evaluated for the inhibition of human gastrointestinal adenocarcinoma cells in v... 3968685
Unchecked IC50 = 26.0 nM 7.58 Evaluated for the inhibition of human gastrointestinal adenocarcinoma cells in v... 3968685
Thymidylate synthase IC50 = 33.0 nM 7.48 Inhibitory activity against thymidylate synthase isolated from L1210 leukemia ce... 3339615
Unchecked IC50 = 39.0 nM 7.41 Evaluated for the inhibition of human gastrointestinal adenocarcinoma cells in v... 3968685
Dihydrofolate reductase IC50 = 51.0 nM 7.29 Evaluated for the inhibition of dihydrofolate reductase from L1210 mouse leukemi... 3968685
L1210 IC50 = 470.0 nM 6.33 Evaluated for the growth inhibition of L1210 /S cells 3968685
L1210 IC50 = 4800.0 nM 5.32 Evaluated for the uptake of Methotrexate in L1210 leukemia cells 3968685

Literature References

PubMed DOI Target Context # Activities
3968685 10.1021/jm00380a011 L1210 8
3968685 10.1021/jm00380a011 Unchecked 4
3968685 10.1021/jm00380a011 Dihydrofolate reductase 2
3339615 10.1021/jm00397a031 Thymidylate synthase 1
3339615 10.1021/jm00397a031 Dihydrofolate reductase 1
3968685 10.1021/jm00380a011 L1210 ( R81) 1

Data from ChEMBL 36 via Core Engine