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Compound Detail

CHEMBL304397

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CN(Cc1ccc2nc(N)nc(N)c2c1)c1ccc(C(=O)NC(CCC(=O)O)C(=O)O)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL304397
Phase Preclinical
Structure Type MOL
InChI Key GVCHCLIZELWQCL-UHFFFAOYSA-N
7
Targets
11
Activities
1
Assay Types
0
PK Parameters
7
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 -0.74

Activity Summary

IC50 11 meas. best 8.41

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Dihydrofolate reductase
CHEMBL202
 IC50 8.41 8.41 3.9 1
Unchecked
CHEMBL612545
 IC50 8.3 8.2125 5.0 4
Dihydrofolate reductase
CHEMBL2363
 IC50 8.28 8.28 5.3 1
L1210
CHEMBL386
 IC50 7.77 6.655 17.0 2
Dihydrofolate reductase
CHEMBL4564
 IC50 7.29 7.29 51.0 1
Thymidylate synthase
CHEMBL3160
 IC50 6.22 6.22 600.0 1
L1210 ( R81)
CHEMBL614710
 IC50 4.64 4.64 23000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Dihydrofolate reductase IC50 = 3.9 nM 8.41 Inhibitory activity against dihydrofolate reductase (DHFR) obtained from human W... 3339615
Unchecked IC50 = 5.0 nM 8.3 Evaluated for the inhibition of human gastrointestinal adenocarcinoma cells in v... 3968685
Unchecked IC50 = 5.0 nM 8.3 Evaluated for the inhibition of human gastrointestinal adenocarcinoma cells in v... 3968685
Dihydrofolate reductase IC50 = 5.3 nM 8.28 Inhibition of rat liver DHFR assayed spectrophotometrically at 340 nM 3968685
Unchecked IC50 = 7.0 nM 8.15 Evaluated for the inhibition of human gastrointestinal adenocarcinoma cells in v... 3968685
Unchecked IC50 = 8.0 nM 8.1 Evaluated for the inhibition of human gastrointestinal adenocarcinoma cells in v... 3968685
L1210 IC50 = 17.0 nM 7.77 Evaluated for the growth inhibition of L1210 /S cells 3968685
Dihydrofolate reductase IC50 = 51.0 nM 7.29 Evaluated for the inhibition of DHFR from L1210 mouse leukemia cells 3968685
Thymidylate synthase IC50 = 600.0 nM 6.22 Inhibitory activity against thymidylate synthase isolated from L1210 leukemia ce... 3339615
L1210 IC50 = 2900.0 nM 5.54 Evaluated for the uptake of Methotrexate in L1210 leukemia cells 3968685
L1210 ( R81) IC50 = 23000.0 nM 4.64 Evaluated for 50% inhibition of growth of L1210 / R81 cells (48 h), relative to ... 3968685

Literature References

PubMed DOI Target Context # Activities
3968685 10.1021/jm00380a011 L1210 10
3968685 10.1021/jm00380a011 Unchecked 4
3968685 10.1021/jm00380a011 Dihydrofolate reductase 2
110930 10.1021/jm00191a005 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