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Compound Detail

CHEMBL278515

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CN(Cc1coc2nc(N)nc(N)c12)c1ccc(C(=O)NC(CCC(=O)O)C(=O)O)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL278515
Phase Preclinical
Structure Type MOL
InChI Key WXINNGCGSCFUCR-UHFFFAOYSA-N
11
Targets
16
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

442.4
MW (Da)
1.07
ALogP
9
HBA
5
HBD
197.9
PSA (Ų)
0.32
QED
0
Ro5 Violations
9
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C20H22N6O6
MW 442.43
Aromatic Rings 3
Heavy Atoms 32
NP-Likeness -0.49

Activity Summary

IC50 11 meas. best 7.46
EC50 5 meas. best 7.33

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Dihydrofolate reductase
CHEMBL1926
 IC50 7.46 7.46 35.0 2
CCRF-CEM
CHEMBL382
 IC50 7.37 7.37 43.0 1
CCRF-CEM
CHEMBL382
 EC50 7.33 6.485 47.0 2
FaDu
CHEMBL612250
 EC50 7.26 7.26 55.0 1
Dihydrofolate reductase
CHEMBL202
 IC50 6.66 6.66 220.0 1
Dihydrofolate reductase
CHEMBL2902
 IC50 6.66 6.66 220.0 1
Dihydrofolate reductase
CHEMBL2363
 IC50 6.37 6.37 430.0 2
R1
CHEMBL614383
 EC50 6.09 6.09 807.0 1
ACHN
CHEMBL614519
 IC50 6.08 6.08 837.0 1
R30dm-CCRF-CEM
CHEMBL614143
 EC50 5.99 5.99 1030.0 1
SK-5
CHEMBL614911
 IC50 4.85 4.85 14000.0 1
Bifunctional dihydrofolate reductase-thymidylate synthase
CHEMBL2425
 IC50 4.7 4.7 19800.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Dihydrofolate reductase IC50 = 35.0 nM 7.46 Inhibitory concentration for DHFR in Pneumocystis carinii 8164259
Dihydrofolate reductase IC50 = 35.0 nM 7.46 Inhibition of Pneumocystis carinii dihydrofolate reductase 9554874
CCRF-CEM IC50 = 43.0 nM 7.37 Inhibitory activity against CCRF-CEM tumor cell growth in culture 8164259
CCRF-CEM EC50 = 47.0 nM 7.33 Growth inhibition of human T-lymphoblastic leukemia cell line CCRF-CEM 8164259
FaDu EC50 = 55.0 nM 7.26 Growth inhibition of human squamous cell carcinoma FaDu 8164259
Dihydrofolate reductase IC50 = 220.0 nM 6.66 Inhibitory concentration for DHFR in recombinant human 8164259
Dihydrofolate reductase IC50 = 220.0 nM 6.66 Inhibitory concentration for DHFR in Lactobacillus casei 8164259
Dihydrofolate reductase IC50 = 430.0 nM 6.37 Inhibitory concentration for DHFR in rat liver 8164259
Dihydrofolate reductase IC50 = 430.0 nM 6.37 Inhibition of Dihydrofolate reductase of rat liver 9554874
R1 EC50 = 807.0 nM 6.09 Growth inhibition of methotrexate resistant human T-lymphoblastic leukemia cell ... 8164259
ACHN IC50 = 837.0 nM 6.08 Inhibitory activity against kidney A-CHN tumor cell growth in culture 8164259
R30dm-CCRF-CEM EC50 = 1030.0 nM 5.99 Growth inhibition of methotrexate resistant human T-lymphoblastic leukemia cell ... 8164259
CCRF-CEM EC50 = 2267.0 nM 5.64 Growth inhibition of methotrexate resistant human T-lymphoblastic leukemia cell ... 8164259
SK-5 IC50 = 14000.0 nM 4.85 Inhibitory activity against melanoma SK-5 tumor cell growth in culture 8164259
Bifunctional dihydrofolate reductase-thymidylate synthase IC50 = 19800.0 nM 4.7 Inhibitory concentration for DHFR in Toxoplasma gondii 8164259
Bifunctional dihydrofolate reductase-thymidylate synthase IC50 = 19800.0 nM 4.7 Inhibition of Toxoplasma gondii Dihydrofolate reductase 9554874

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