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Compound Detail

CHEMBL17383

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Nc1nc(N)c2c(CNc3ccc(C(=O)NC(CCC(=O)O)C(=O)O)cc3)coc2n1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL17383
Phase Preclinical
Structure Type MOL
InChI Key ACXZKUHGYNILFP-UHFFFAOYSA-N
9
Targets
14
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

428.4
MW (Da)
1.05
ALogP
9
HBA
6
HBD
206.7
PSA (Ų)
0.28
QED
1
Ro5 Violations
9
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C19H20N6O6
MW 428.41
Aromatic Rings 3
Heavy Atoms 31
NP-Likeness -0.41

Activity Summary

IC50 9 meas. best 6.35
EC50 5 meas. best 6.9

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
FaDu
CHEMBL612250
 EC50 6.9 6.9 126.0 1
CCRF-CEM
CHEMBL382
 EC50 6.85 6.175 142.0 2
Dihydrofolate reductase
CHEMBL202
 IC50 6.35 6.35 450.0 1
Dihydrofolate reductase
CHEMBL2902
 IC50 6.25 6.25 560.0 1
CCRF-CEM
CHEMBL382
 IC50 6.23 6.23 590.0 1
R30dm-CCRF-CEM
CHEMBL614143
 EC50 6.18 6.18 663.0 1
Bifunctional dihydrofolate reductase-thymidylate synthase
CHEMBL2425
 IC50 6.16 6.16 700.0 2
Dihydrofolate reductase
CHEMBL1926
 IC50 6.05 6.05 900.0 2
Dihydrofolate reductase
CHEMBL2363
 IC50 5.89 5.89 1300.0 2
R1
CHEMBL614383
 EC50 5.82 5.82 1523.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
FaDu EC50 = 126.0 nM 6.9 Growth inhibition of human squamous cell carcinoma FaDu 8164259
CCRF-CEM EC50 = 142.0 nM 6.85 Growth inhibition of human T-lymphoblastic leukemia cell line CCRF-CEM 8164259
Dihydrofolate reductase IC50 = 450.0 nM 6.35 Inhibitory concentration for DHFR in recombinant human 8164259
Dihydrofolate reductase IC50 = 560.0 nM 6.25 Inhibitory concentration for DHFR in Lactobacillus casei 8164259
CCRF-CEM IC50 = 590.0 nM 6.23 Inhibitory activity against CCRF-CEM tumor cell growth in culture 8164259
R30dm-CCRF-CEM EC50 = 663.0 nM 6.18 Growth inhibition of methotrexate resistant human T-lymphoblastic leukemia cell ... 8164259
Bifunctional dihydrofolate reductase-thymidylate synthase IC50 = 700.0 nM 6.16 Inhibitory concentration for DHFR in Toxoplasma gondii 8164259
Bifunctional dihydrofolate reductase-thymidylate synthase IC50 = 700.0 nM 6.16 Inhibition of Toxoplasma gondii Dihydrofolate reductase 9554874
Dihydrofolate reductase IC50 = 900.0 nM 6.05 Inhibitory concentration for DHFR in Pneumocystis carinii 8164259
Dihydrofolate reductase IC50 = 900.0 nM 6.05 Inhibition of Pneumocystis carinii dihydrofolate reductase 9554874
Dihydrofolate reductase IC50 = 1300.0 nM 5.89 Inhibitory concentration for DHFR in rat liver 8164259
Dihydrofolate reductase IC50 = 1300.0 nM 5.89 Inhibition of Dihydrofolate reductase of rat liver 9554874
R1 EC50 = 1523.0 nM 5.82 Growth inhibition of methotrexate resistant human T-lymphoblastic leukemia cell ... 8164259
CCRF-CEM EC50 = 3167.0 nM 5.5 Growth inhibition of methotrexate resistant human T-lymphoblastic leukemia cell ... 8164259

Literature References

PubMed DOI Target Context # Activities
8164259 10.1021/jm00034a015 FaDu 6
8164259 10.1021/jm00034a015 Dihydrofolate reductase 4
8164259 10.1021/jm00034a015 CCRF-CEM 3
9554874 10.1021/jm9705420 Dihydrofolate reductase 3
8164259 10.1021/jm00034a015 Homo sapiens 2
8164259 10.1021/jm00034a015 Thymidylate synthase 2
9554874 10.1021/jm9705420 Unchecked 2
8164259 10.1021/jm00034a015 NCI-H460 1
8164259 10.1021/jm00034a015 MDA-MB-435 1
8164259 10.1021/jm00034a015 PC-3 1
8164259 10.1021/jm00034a015 IGROV-1 1
8164259 10.1021/jm00034a015 LOX IMVI 1
8164259 10.1021/jm00034a015 U-251 1
8164259 10.1021/jm00034a015 SF-268 1
8164259 10.1021/jm00034a015 HCT-116 1
8164259 10.1021/jm00034a015 HL-60 1
8164259 10.1021/jm00034a015 SK-5 1
8164259 10.1021/jm00034a015 ACHN 1
8164259 10.1021/jm00034a015 Bifunctional purine biosynthesis protein ATIC 1
8164259 10.1021/jm00034a015 Trifunctional purine biosynthetic protein adenosine-3 1

Data from ChEMBL 36 via Core Engine