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Compound Detail

CHEMBL6742

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CC1(C)N=C(N)N=C(N)N1c1ccccc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL6742
Phase Preclinical
Structure Type MOL
InChI Key VMVKLCXTXSSZSI-UHFFFAOYSA-N
11
Targets
18
Activities
3
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

217.3
MW (Da)
0.87
ALogP
5
HBA
2
HBD
80.0
PSA (Ų)
0.73
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 C11H15N5
MW 217.28
Aromatic Rings 1
Heavy Atoms 16
NP-Likeness -0.32

Activity Summary

Ki 9 meas. best 7.7
EC50 7 meas. best 5.92
IC50 2 meas. best 6.35

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Bifunctional dihydrofolate reductase-thymidylate synthase
CHEMBL1939
 Ki 7.7 6.8033 20.0 3
Dihydrofolate reductase
CHEMBL2575
 Ki 6.69 6.69 204.2 1
Dihydrofolate reductase
CHEMBL1809
 Ki 6.51 5.51 309.0 2
Plasmodium falciparum
CHEMBL364
 IC50 6.35 6.305 445.0 2
Unchecked
CHEMBL612545
 EC50 5.92 4.9567 1200.0 3
Respiratory syncytial virus
CHEMBL612679
 EC50 5.85 5.85 1400.0 1
Dihydrofolate reductase
CHEMBL202
 Ki 5.78 5.78 1659.6 1
Influenza B virus
CHEMBL613129
 EC50 5.4 5.4 4000.0 1
Bifunctional dihydrofolate reductase-thymidylate synthase
CHEMBL4614
 Ki 4.9 4.9 12589.2 1
Influenza A virus
CHEMBL613740
 EC50 4.85 4.61 14000.0 2
Dihydrofolate reductase
CHEMBL2902
 Ki 4.7 4.7 19952.6 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Bifunctional dihydrofolate reductase-thymidylate synthase Ki = 20.0 nM 7.7 Evaluated for inhibition constant (Ki wt) against Wild-type dihydrofolate reduct... 10893311
Bifunctional dihydrofolate reductase-thymidylate synthase Ki = 140.0 nM 6.85 Inhibition constant against Plasmodium falciparum dihydrofolate reductase 15293997
Dihydrofolate reductase Ki = 204.17 nM 6.69 Inhibitory activity against isolated chicken liver dihydrofolate reductase (DHFR... 6420569
Dihydrofolate reductase Ki = 309.03 nM 6.51 Inhibition of dihydrofolate reductase from Pneumocystis carinii. 7699713
Plasmodium falciparum IC50 = 445.0 nM 6.35 Inhibition of Plasmodium falciparum T9/94 mutant 10893311
Plasmodium falciparum IC50 = 546.0 nM 6.26 Growth inhibition (IC50) against Plasmodium falciparum wild-type TM4/8.2 10893311
Unchecked EC50 = 1200.0 nM 5.92 Antiviral activity against Influenza B virus B/Ned/537/05 infected in MDCK cells... 28477572
Bifunctional dihydrofolate reductase-thymidylate synthase Ki = 1375.0 nM 5.86 Inhibition constant (Ki mut) against A16V+S108T Mutant DHFRs of Plasmodium falci... 10893311
Respiratory syncytial virus EC50 = 1400.0 nM 5.85 Antiviral activity against Respiratory syncytial virus infected in human HeLa ce... 28477572
Dihydrofolate reductase Ki = 1659.59 nM 5.78 Inhibition of human dihydrofolate reductase (DHFR) enzyme 7699713
Influenza B virus EC50 = 4000.0 nM 5.4 Antiviral activity against Influenza B virus B/Ned/537/05 infected in MDCK cells... 28477572
Bifunctional dihydrofolate reductase-thymidylate synthase Ki = 12589.25 nM 4.9 Inhibition of dihydrofolate reductase (DHFR) from Leishmania major 3599028
Influenza A virus EC50 = 14000.0 nM 4.85 Antiviral activity against Influenza A virus A/Ned/378/05(H1N1) infected in MDCK... 28477572
Dihydrofolate reductase Ki = 19952.62 nM 4.7 Inhibitory activity against Lactobacillus casei dihydrofolate reductase (DHFR) 6420569
Unchecked EC50 = 28000.0 nM 4.55 Antiviral activity against Influenza A virus A/Virginia/ATCC3/2009(H1N1) infecte... 28477572
Dihydrofolate reductase Ki = 30902.95 nM 4.51 Inhibition constant against binding of Escherichia coli dihydrofolate reductase 3290487
Unchecked EC50 = 40000.0 nM 4.4 Antiviral activity against Influenza A virus A/Virginia/ATCC3/2009(H1N1) infecte... 28477572
Influenza A virus EC50 = 43000.0 nM 4.37 Antiviral activity against Influenza A virus A/Ned/378/05(H1N1) infected in MDCK... 28477572

Literature References

PubMed DOI Target Context # Activities
10893311 10.1021/jm0009181 Bifunctional dihydrofolate reductase-thymidylate synthase 6
7452676 10.1021/jm00185a022 Dihydrofolate reductase 4
28477572 10.1016/j.ejmech.2017.04.070 Unchecked 3
6420569 10.1021/jm00368a006 Dihydrofolate reductase 2
6699880 10.1021/jm00369a019 Dihydrofolate reductase 2
28477572 10.1016/j.ejmech.2017.04.070 MDCK 2
10893311 10.1021/jm0009181 Plasmodium falciparum 2
6796688 10.1021/jm00144a010 Lacticaseibacillus casei 2
28477572 10.1016/j.ejmech.2017.04.070 Coxsackievirus B4 2
7699713 10.1021/jm00006a016 Dihydrofolate reductase 2
7241512 10.1021/jm00137a013 Dihydrofolate reductase 2
28477572 10.1016/j.ejmech.2017.04.070 Influenza A virus 2
7057420 10.1021/jm00344a012 L5178Y 1
9379435 10.1021/jm970211n Dihydrofolate reductase 1
1895302 10.1021/jm00113a022 Dihydrofolate reductase 1
28477572 10.1016/j.ejmech.2017.04.070 Respiratory syncytial virus 1
2362268 10.1021/jm00169a014 L1210 1
2362268 10.1021/jm00169a014 No relevant target 1
6694162 10.1021/jm00368a007 Dihydrofolate reductase 1
3599028 10.1021/jm00390a017 Bifunctional dihydrofolate reductase-thymidylate synthase 1

Data from ChEMBL 36 via Core Engine