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Compound Detail

CHEMBL578061

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c1ccc(Nc2ccnc(Nc3ccccc3)n2)cc1

Basic Information

ChEMBL ID CHEMBL578061
Phase Preclinical
Structure Type MOL
InChI Key GKFFFOLFBJUEFN-UHFFFAOYSA-N
31
Targets
39
Activities
3
Assay Types
0
PK Parameters
13
Publications
0
Known Names

Molecular Properties

262.3
MW (Da)
3.96
ALogP
4
HBA
2
HBD
49.8
PSA (Ų)
0.75
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C16H14N4
MW 262.32
Aromatic Rings 3
Heavy Atoms 20
NP-Likeness -1.11

Activity Summary

Ki 23 meas. best 7.0
IC50 12 meas. best 6.37
EC50 4 meas. best 6.09

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Aurora kinase A
CHEMBL4722
Ki 7.0 7.0 100.0 1
Tyrosine-protein kinase Blk
CHEMBL2250
Ki 6.4 6.4 398.1 1
Aurora kinase A
CHEMBL4722
IC50 6.37 6.37 423.0 2
Tyrosine-protein kinase Lyn
CHEMBL3905
Ki 6.2 6.2 631.0 1
Plasmodium falciparum
CHEMBL364
EC50 6.09 5.9 804.0 2
Inhibitor of nuclear factor kappa-B kinase subunit beta
CHEMBL1991
Ki 5.9 5.9 1258.9 1
Mast/stem cell growth factor receptor Kit
CHEMBL1936
Ki 5.9 5.9 1258.9 1
Plasmodium yoelii
CHEMBL612889
IC50 5.83 5.83 1476.0 1
Fibroblast growth factor receptor 3
CHEMBL2742
Ki 5.8 5.8 1584.9 1
Fibroblast growth factor receptor 1
CHEMBL3650
Ki 5.7 5.7 1995.3 1
Trypanosoma brucei rhodesiense
CHEMBL612348
IC50 5.6 5.6 2530.0 1
MAP/microtubule affinity-regulating kinase 3
CHEMBL5600
Ki 5.6 5.6 2511.9 1
Ribosomal protein S6 kinase alpha-3
CHEMBL2345
Ki 5.5 5.5 3162.3 1
Cyclin-dependent kinase 1
CHEMBL308
Ki 5.4 5.4 3981.1 1
Serine/threonine-protein kinase MARK2
CHEMBL3831
Ki 5.4 5.4 3981.1 1
Trypanosoma cruzi
CHEMBL368
IC50 5.35 5.35 4450.0 1
Ephrin type-A receptor 2
CHEMBL2068
Ki 5.3 5.3 5011.9 1
Cyclin-dependent kinase 2
CHEMBL301
Ki 5.3 5.3 5011.9 1
Trypanosoma brucei brucei
CHEMBL612851
IC50 5.14 5.14 7270.0 1
Receptor tyrosine-protein kinase erbB-4
CHEMBL3009
Ki 5.1 5.1 7943.3 1
3-phosphoinositide-dependent protein kinase 1
CHEMBL2534
Ki 5.1 5.1 7943.3 1
Serine/threonine-protein kinase Chk2
CHEMBL2527
Ki 5.1 5.1 7943.3 1
Serine/threonine-protein kinase PLK3
CHEMBL4897
Ki 5.0 5.0 10000.0 1
Ribosomal protein S6 kinase beta-1
CHEMBL4501
Ki 4.9 4.9 12589.2 1
ADMET
CHEMBL612558
IC50 4.88 4.88 13200.0 1
Serine/threonine-protein kinase pim-1
CHEMBL2147
Ki 4.8 4.8 15848.9 1
Casein kinase II subunit alpha
CHEMBL3629
Ki 4.8 4.8 15848.9 1
Protein kinase C delta type
CHEMBL2996
Ki 4.8 4.8 15848.9 1
Serine/threonine-protein kinase Chk1
CHEMBL4630
Ki 4.7 4.7 19952.6 1
Protein kinase C gamma type
CHEMBL2938
Ki 4.7 4.7 19952.6 1
Plasmodium falciparum
CHEMBL364
IC50 4.66 4.66 21840.0 1
Leishmania infantum
CHEMBL612848
IC50 4.65 4.65 22180.0 1
Unchecked
CHEMBL612545
IC50 4.47 4.35 33650.0 3
Unchecked
CHEMBL612545
EC50 4.46 4.42 35010.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Aurora kinase A Ki = 100.0 nM 7.0 PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na... -
Tyrosine-protein kinase Blk Ki = 398.11 nM 6.4 PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na... -
Aurora kinase A IC50 = 423.0 nM 6.37 Inhibition of Aurora A kinase expressed in Escherichia coli using LRRASLG as sub... 22803810
Aurora kinase A IC50 = 423.0 nM 6.37 In Vitro Aurora A Activity Assay (DiscoverX): Reactions were carried out at room... -
Tyrosine-protein kinase Lyn Ki = 630.96 nM 6.2 PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na... -
Plasmodium falciparum EC50 = 804.0 nM 6.09 NOVARTIS: Inhibition of Plasmodium falciparum 3D7 (drug-susceptible) proliferati... 18579783
Mast/stem cell growth factor receptor Kit Ki = 1258.93 nM 5.9 PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na... -
Inhibitor of nuclear factor kappa-B kinase subunit beta Ki = 1258.93 nM 5.9 PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na... -
Plasmodium yoelii IC50 = 1476.0 nM 5.83 NOVARTIS: Antimalarial liver stage activity measured as reduction in Plasmodium ... 22096101
Fibroblast growth factor receptor 3 Ki = 1584.89 nM 5.8 PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na... -
Plasmodium falciparum EC50 = 1926.0 nM 5.71 NOVARTIS: Inhibition of Plasmodium falciparum W2 (drug-resistant) proliferation ... 18579783
Fibroblast growth factor receptor 1 Ki = 1995.26 nM 5.7 PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na... -
Trypanosoma brucei rhodesiense IC50 = 2530.0 nM 5.6 Antitrypanocidal activity against suramin-sensitive Trypanosoma brucei rhodesien... 25199582
MAP/microtubule affinity-regulating kinase 3 Ki = 2511.89 nM 5.6 PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na... -
Ribosomal protein S6 kinase alpha-3 Ki = 3162.28 nM 5.5 PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na... -
Serine/threonine-protein kinase MARK2 Ki = 3981.07 nM 5.4 PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na... -
Cyclin-dependent kinase 1 Ki = 3981.07 nM 5.4 PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na... -
Trypanosoma cruzi IC50 = 4450.0 nM 5.35 Trypanocidal activity against nifurtimox-sensitive Trypanosoma cruzi Tulahuen CL... 25199582
Ephrin type-A receptor 2 Ki = 5011.87 nM 5.3 PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na... -
Cyclin-dependent kinase 2 Ki = 5011.87 nM 5.3 PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na... -

Literature References

PubMed DOI Target Context # Activities
22096101 10.1126/science.1211936 Plasmodium yoelii 3
18579783 10.1073/pnas.0802982105 Plasmodium falciparum 2
- 10.6019/CHEMBL3301361 No relevant target 2
25199582 10.1016/j.bmc.2014.08.005 ADMET 2
18579783 10.1073/pnas.0802982105 Unchecked 1
18579783 10.1073/pnas.0802982105 Huh-7 1
22803810 10.1021/jm300334d Aurora kinase A 1
25199582 10.1016/j.bmc.2014.08.005 Trypanosoma brucei brucei 1
25199582 10.1016/j.bmc.2014.08.005 Trypanosoma brucei rhodesiense 1
25199582 10.1016/j.bmc.2014.08.005 Human immunodeficiency virus 1 1
25199582 10.1016/j.bmc.2014.08.005 Trypanosoma cruzi 1
25199582 10.1016/j.bmc.2014.08.005 Leishmania infantum 1
25199582 10.1016/j.bmc.2014.08.005 Plasmodium falciparum 1

Data from ChEMBL 36 via Core Engine