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Compound Detail

CHEMBL5185225

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COc1c(Nc2cc(C)[nH]n2)nc(Sc2ccc(S(=O)(=O)Cc3cccc([N+](=O)[O-])c3F)cc2F)nc1N1CCOCC1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL5185225
Phase Preclinical
Structure Type MOL
InChI Key HHJSKDRCUMVWKF-UHFFFAOYSA-N
15
Targets
33
Activities
2
Assay Types
4
PK Parameters
20
Publications
0
Known Names

Molecular Properties

633.7
MW (Da)
4.41
ALogP
12
HBA
2
HBD
165.5
PSA (Ų)
0.14
QED
2
Ro5 Violations
10
Rot. Bonds

Drug Information

Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C26H25F2N7O6S2
MW 633.66
Aromatic Rings 4
Heavy Atoms 43
NP-Likeness -1.86

Activity Summary

IC50 32 meas. best 8.57
Ki 1 meas. best 9.8

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Serine/threonine-protein kinase PLK4
CHEMBL3788
 Ki 9.8 9.8 0.2 1
Serine/threonine-protein kinase PLK4
CHEMBL3788
 IC50 8.57 8.523 2.7 10
High affinity nerve growth factor receptor
CHEMBL2815
 IC50 7.24 7.235 58.0 2
Aurora kinase A
CHEMBL4722
 IC50 6.97 6.97 108.0 1
Focal adhesion kinase 1
CHEMBL2695
 IC50 6.83 6.83 149.0 1
Serine/threonine-protein kinase PAK 4
CHEMBL4482
 IC50 6.78 6.78 168.0 1
K562
CHEMBL385
 IC50 6.46 6.46 350.0 1
Aurora kinase C
CHEMBL3935
 IC50 6.31 6.31 493.0 1
Aurora kinase B
CHEMBL2185
 IC50 6.17 6.17 680.0 1
Serine/threonine-protein kinase TBK1
CHEMBL5408
 IC50 5.97 5.97 1067.0 1
KU812 cell line
CHEMBL613997
 IC50 5.97 5.97 1060.0 1
MCF7
CHEMBL387
 IC50 5.79 5.69 1620.0 4
HUVEC
CHEMBL613979
 IC50 5.25 5.25 5600.0 1
L02
CHEMBL4296457
 IC50 5.14 5.14 7260.0 1
MDA-MB-231
CHEMBL400
 IC50 5.06 5.0367 8690.0 3
BT-474
CHEMBL614529
 IC50 4.98 4.9733 10520.0 3

Pharmacokinetic Data

Parameter Value Units Species
CL 240.1 mL.min-1.g-1 Homo sapiens
CL 216.1 mL.min-1.g-1 Homo sapiens
T1/2 0.09667 hr Homo sapiens
T1/2 4.818 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Serine/threonine-protein kinase PLK4 Ki = 0.16 nM 9.8 Binding affinity to PLK4 (unknown origin) assessed as inhibition constant 38199166
Serine/threonine-protein kinase PLK4 IC50 = 2.71 nM 8.57 Inhibition of PLK4 (unknown origin) by LanthaScreen Eu kinase binding assay 37731702
Serine/threonine-protein kinase PLK4 IC50 = 2.7 nM 8.57 Inhibition of PLK4 (unknown origin) by LanthaScreen eu kinase binding assay 36734825
Serine/threonine-protein kinase PLK4 IC50 = 2.7 nM 8.57 Inhibition of PLK4 (unknown origin) 36063666
Serine/threonine-protein kinase PLK4 IC50 = 2.71 nM 8.57 Inhibition of PLK4 (unknown origin) by Lanthascreen Eu Kinase binding assay 35576702
Serine/threonine-protein kinase PLK4 IC50 = 2.7 nM 8.57 Inhibition of PLK4 (unknown origin) 37279162
Serine/threonine-protein kinase PLK4 IC50 = 3.0 nM 8.52 Inhibition of human recombinant PLK4 incubated for 1 hrs by LanthaScreen Eu kina... 37731702
Serine/threonine-protein kinase PLK4 IC50 = 3.0 nM 8.52 Inhibition of PLK4 (unknown origin) incubated for 1 hr by FRET assay 36734825
Serine/threonine-protein kinase PLK4 IC50 = 3.0 nM 8.52 Inhibition of PLK4 (unknown origin) incubated for 1 hr in presence of kinase tra... 37279162
Serine/threonine-protein kinase PLK4 IC50 = 3.0 nM 8.52 Inhibition of recombinant human PLK4 incubated for 60 mins by Lanthascreen Eu ki... 35576702
Serine/threonine-protein kinase PLK4 IC50 = 5.0 nM 8.3 Displacement of kinase tracer 236 from human recombinant PLK4 incubated for 60 m... 36063666
High affinity nerve growth factor receptor IC50 = 58.0 nM 7.24 Inhibition of TRKA (unknown origin) 36063666
High affinity nerve growth factor receptor IC50 = 58.4 nM 7.23 Inhibition of TRKA (unknown origin) using TK peptide as substrate incubated for ... 36734825
Aurora kinase A IC50 = 108.0 nM 6.97 Inhibition of Aurora A (unknown origin) by Z'-LYTE kinase assay 35576702
Focal adhesion kinase 1 IC50 = 149.0 nM 6.83 Inhibition of N-terminal GST-tagged wild type human FAK (376 to 1052 residues) e... 36063666
Serine/threonine-protein kinase PAK 4 IC50 = 168.0 nM 6.78 Inhibition of human recombinant N-terminal His-tagged PAK4 kinase domain (300 to... 36063666
K562 IC50 = 350.0 nM 6.46 Antiproliferative activity against human K562 cells assessed as inhibition of ce... 36734825
Aurora kinase C IC50 = 493.0 nM 6.31 Inhibition of Aurora C (unknown origin) by Z'-LYTE kinase assay 35576702
Aurora kinase B IC50 = 680.0 nM 6.17 Inhibition of Aurora B (unknown origin) by Z'-LYTE kinase assay 35576702
Serine/threonine-protein kinase TBK1 IC50 = 1067.0 nM 5.97 Inhibition of GST-tagged human full-length recombinant TBK1 incubated for 1 hr i... 36063666

Literature References

PubMed DOI Target Context # Activities
36734825 10.1021/acs.jmedchem.2c02124 K562 15
36734825 10.1021/acs.jmedchem.2c02124 ADMET 12
36063666 10.1016/j.ejmech.2022.114714 MCF7 4
35576702 10.1016/j.ejmech.2022.114424 MCF7 3
35576702 10.1016/j.ejmech.2022.114424 Serine/threonine-protein kinase PLK4 2
37279162 10.1021/acs.jmedchem.3c00505 Serine/threonine-protein kinase PLK4 2
36734825 10.1021/acs.jmedchem.2c02124 Serine/threonine-protein kinase PLK4 2
36063666 10.1016/j.ejmech.2022.114714 Serine/threonine-protein kinase PLK4 2
37731702 10.1039/d3md00267e Serine/threonine-protein kinase PLK4 2
35576702 10.1016/j.ejmech.2022.114424 Unchecked 2
35576702 10.1016/j.ejmech.2022.114424 MDA-MB-231 2
35576702 10.1016/j.ejmech.2022.114424 BT-474 2
37731702 10.1039/d3md00267e MCF7 1
37731702 10.1039/d3md00267e BT-474 1
37731702 10.1039/d3md00267e MDA-MB-231 1
38199166 10.1016/j.ejmech.2023.116115 Serine/threonine-protein kinase PLK4 1
35576702 10.1016/j.ejmech.2022.114424 Aurora kinase B 1
35576702 10.1016/j.ejmech.2022.114424 Aurora kinase A 1
36063666 10.1016/j.ejmech.2022.114714 Focal adhesion kinase 1 1
36063666 10.1016/j.ejmech.2022.114714 High affinity nerve growth factor receptor 1

Data from ChEMBL 36 via Core Engine