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Compound Detail

CHEMBL223279

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Nc1nc(N)c2c(CCCc3ccc(C(=O)N[C@@H](CCC(=O)O)C(=O)O)cc3)coc2n1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL223279
Phase Preclinical
Structure Type MOL
InChI Key FIVQYIXYOHOMEF-AWEZNQCLSA-N
4
Targets
12
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

441.4
MW (Da)
1.61
ALogP
8
HBA
5
HBD
194.7
PSA (Ų)
0.31
QED
0
Ro5 Violations
10
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C21H23N5O6
MW 441.44
Aromatic Rings 3
Heavy Atoms 32
NP-Likeness 0.02

Activity Summary

EC50 6 meas. best 7.22
IC50 6 meas. best 5.16

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
CCRF-CEM
CHEMBL382
 EC50 7.22 6.76 60.0 6
Dihydrofolate reductase
CHEMBL1809
 IC50 5.16 5.16 7000.0 2
Dihydrofolate reductase
CHEMBL202
 IC50 5.05 5.05 9000.0 2
Dihydrofolate reductase
CHEMBL2902
 IC50 5.0 4.98 10000.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
CCRF-CEM EC50 = 60.0 nM 7.22 Growth inhibitory activity against CCRF-CEM human lymphoblastic leukemia cells 16078850
CCRF-CEM EC50 = 60.0 nM 7.22 Growth inhibition of human CCRF-CEM cells 15615538
CCRF-CEM EC50 = 84.0 nM 7.08 Growth inhibitory activity against MTX resistant CCRF-CEM human lymphoblastic le... 16078850
CCRF-CEM EC50 = 84.0 nM 7.08 Growth inhibition of methotrexate-resistant human CCRF-CEM R30dm cells expressin... 15615538
CCRF-CEM EC50 = 1050.0 nM 5.98 Growth inhibitory activity against resistant CCRF-CEM human lymphoblastic leukem... 16078850
CCRF-CEM EC50 = 1050.0 nM 5.98 Growth inhibition of methotrexate-transport-resistant human CCRF-CEM R2 cells af... 15615538
Dihydrofolate reductase IC50 = 7000.0 nM 5.16 Inhibition of Escherichia coli dihydrofolate reductase at 37 degree C pH 7.4 16078850
Dihydrofolate reductase IC50 = 7000.0 nM 5.16 Inhibition of Escherichia coli DHFR 15615538
Dihydrofolate reductase IC50 = 9000.0 nM 5.05 Inhibition of human dihydrofolate reductase at 37 degree C pH 7.4 16078850
Dihydrofolate reductase IC50 = 9000.0 nM 5.05 Inhibition of human recombinant DHFR 15615538
Dihydrofolate reductase IC50 = 10000.0 nM 5.0 Inhibition of Lactobacillus casei dihydrofolate reductase at 37 degree C pH 7.4 16078850
Dihydrofolate reductase IC50 = 11000.0 nM 4.96 Inhibition of Lactobacillus casei DHFR 15615538

Literature References

PubMed DOI Target Context # Activities
15615538 10.1021/jm040123k CCRF-CEM 10
16078850 10.1021/jm058213s CCRF-CEM 4
16078850 10.1021/jm058213s Thymidylate synthase 3
15615538 10.1021/jm040123k Dihydrofolate reductase 3
15615538 10.1021/jm040123k Thymidylate synthase 3
15615538 10.1021/jm040123k Folylpolyglutamate synthase, mitochondrial 3
16078850 10.1021/jm058213s Dihydrofolate reductase 3
15615538 10.1021/jm040123k ADMET 1
15615538 10.1021/jm040123k MCF7 1
15615538 10.1021/jm040123k PC-3 1
15615538 10.1021/jm040123k 786-0 1
15615538 10.1021/jm040123k SK-MEL-28 1
15615538 10.1021/jm040123k SF-268 1
15615538 10.1021/jm040123k SW-620 1
15615538 10.1021/jm040123k HCT-116 1
15615538 10.1021/jm040123k HOP-92 1
15615538 10.1021/jm040123k NCI-H460 1
15615538 10.1021/jm040123k A549 1
15615538 10.1021/jm040123k SR 1
15615538 10.1021/jm040123k K562 1

Data from ChEMBL 36 via Core Engine