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Compound Detail

CHEMBL7004

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Cc1ccc(N2C(N)=NC(N)=NC2(C)C)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL7004
Phase Preclinical
Structure Type MOL
InChI Key IVICPTLSOMKNRU-UHFFFAOYSA-N
9
Targets
15
Activities
3
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

231.3
MW (Da)
1.18
ALogP
5
HBA
2
HBD
80.0
PSA (Ų)
0.76
QED
0
Ro5 Violations
1
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C12H17N5
MW 231.30
Aromatic Rings 1
Heavy Atoms 17
NP-Likeness -0.44

Activity Summary

EC50 7 meas. best 5.92
Ki 6 meas. best 8.8
IC50 2 meas. best 7.19

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Bifunctional dihydrofolate reductase-thymidylate synthase
CHEMBL1939
 Ki 8.8 7.78 1.6 3
Plasmodium falciparum
CHEMBL364
 IC50 7.19 6.315 65.0 2
Dihydrofolate reductase
CHEMBL2575
 Ki 7.09 7.09 81.3 1
Dihydrofolate reductase
CHEMBL1926
 Ki 6.78 6.78 166.0 1
Unchecked
CHEMBL612545
 EC50 5.92 4.89 1200.0 3
Respiratory syncytial virus
CHEMBL612679
 EC50 5.92 5.92 1200.0 1
Influenza B virus
CHEMBL613129
 EC50 4.96 4.96 11000.0 1
Influenza A virus
CHEMBL613740
 EC50 4.47 4.395 34000.0 2
Dihydrofolate reductase
CHEMBL2902
 Ki 4.17 4.17 67608.3 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Bifunctional dihydrofolate reductase-thymidylate synthase Ki = 1.6 nM 8.8 Inhibition constant against Plasmodium falciparum dihydrofolate reductase 15293997
Bifunctional dihydrofolate reductase-thymidylate synthase Ki = 1.8 nM 8.74 Evaluated for inhibition constant (Ki wt) against Wild-type dihydrofolate reduct... 10893311
Plasmodium falciparum IC50 = 65.0 nM 7.19 Growth inhibition (IC50) against Plasmodium falciparum wild-type TM4/8.2 10893311
Dihydrofolate reductase Ki = 81.28 nM 7.09 Inhibitory activity against isolated chicken liver dihydrofolate reductase (DHFR... 6420569
Dihydrofolate reductase Ki = 165.96 nM 6.78 Inhibition of dihydrofolate reductase (DHFR) from Pneumocystis carinii. 7699713
Unchecked EC50 = 1200.0 nM 5.92 Antiviral activity against Influenza B virus B/Ned/537/05 infected in MDCK cells... 28477572
Respiratory syncytial virus EC50 = 1200.0 nM 5.92 Antiviral activity against Respiratory syncytial virus infected in human HeLa ce... 28477572
Bifunctional dihydrofolate reductase-thymidylate synthase Ki = 1584.0 nM 5.8 Inhibition constant (Ki mut) against A16V+S108T Mutant DHFRs of Plasmodium falci... 10893311
Plasmodium falciparum IC50 = 3617.0 nM 5.44 Inhibition of Plasmodium falciparum T9/94 mutant 10893311
Influenza B virus EC50 = 11000.0 nM 4.96 Antiviral activity against Influenza B virus B/Ned/537/05 infected in MDCK cells... 28477572
Unchecked EC50 = 34000.0 nM 4.47 Antiviral activity against Influenza A virus A/Virginia/ATCC3/2009(H1N1) infecte... 28477572
Influenza A virus EC50 = 34000.0 nM 4.47 Antiviral activity against Influenza A virus A/Ned/378/05(H1N1) infected in MDCK... 28477572
Influenza A virus EC50 = 48000.0 nM 4.32 Antiviral activity against Influenza A virus A/Ned/378/05(H1N1) infected in MDCK... 28477572
Unchecked EC50 = 53000.0 nM 4.28 Antiviral activity against Influenza A virus A/Virginia/ATCC3/2009(H1N1) infecte... 28477572
Dihydrofolate reductase Ki = 67608.3 nM 4.17 Inhibitory activity against Lactobacillus casei dihydrofolate reductase (DHFR) 6420569

Literature References

PubMed DOI Target Context # Activities
10893311 10.1021/jm0009181 Bifunctional dihydrofolate reductase-thymidylate synthase 6
28477572 10.1016/j.ejmech.2017.04.070 Unchecked 3
7241512 10.1021/jm00137a013 Dihydrofolate reductase 2
10893311 10.1021/jm0009181 Plasmodium falciparum 2
6699880 10.1021/jm00369a019 Dihydrofolate reductase 2
6420569 10.1021/jm00368a006 Dihydrofolate reductase 2
28477572 10.1016/j.ejmech.2017.04.070 Coxsackievirus B4 2
28477572 10.1016/j.ejmech.2017.04.070 Influenza A virus 2
28477572 10.1016/j.ejmech.2017.04.070 MDCK 2
15293997 10.1021/jm040769c Bifunctional dihydrofolate reductase-thymidylate synthase 1
28477572 10.1016/j.ejmech.2017.04.070 Respiratory syncytial virus 1
28477572 10.1016/j.ejmech.2017.04.070 Mammalian orthoreovirus 1 1
28477572 10.1016/j.ejmech.2017.04.070 Human respirovirus 3 1
28477572 10.1016/j.ejmech.2017.04.070 HeLa 1
28477572 10.1016/j.ejmech.2017.04.070 Vesicular stomatitis virus 1
28477572 10.1016/j.ejmech.2017.04.070 Influenza B virus 1
7699713 10.1021/jm00006a016 Dihydrofolate reductase 1
9379435 10.1021/jm970211n Dihydrofolate reductase 1
6864738 10.1021/jm00361a012 Dihydrofolate reductase 1
6694162 10.1021/jm00368a007 Dihydrofolate reductase 1

Data from ChEMBL 36 via Core Engine