Compound Detail

CHEMBL3921246

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CCc1ccc(/N=C2\S/C(=C\c3ccnc(Nc4ccc(C(=O)O)cn4)c3)C(=O)N2C)cc1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL3921246
Phase	Preclinical
Structure Type	MOL
InChI Key	ZJQWORQRPDYKRS-KGQWDEOMSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

459.5

MW (Da)

4.71

ALogP

HBA

HBD

107.8

PSA (Å²)

0.51

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C24H21N5O3S
MW	459.53
Aromatic Rings	3
Heavy Atoms	33
NP-Likeness	-1.46

Activity Summary

Kd 8 meas. best 8.3

IC50 5 meas. best 8.77

EC50 1 meas. best 5.22

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Aurora kinase A CHEMBL4722	IC50	8.77	7.36	1.7	4
Aurora kinase A CHEMBL4722	Kd	8.3	8.3	5.0	1
Aurora kinase B CHEMBL2185	Kd	8.0	8.0	10.1	1
Aurora kinase C CHEMBL3935	Kd	7.97	7.97	10.8	1
Macrophage colony-stimulating factor 1 receptor CHEMBL1844	Kd	6.92	6.92	120.0	1
Aurora kinase B/Inner centromere protein CHEMBL3430907	IC50	6.82	6.82	150.0	1
Death-associated protein kinase 2 CHEMBL3123	Kd	6.35	6.35	450.0	1
Phosphatidylinositol 5-phosphate 4-kinase type-2 gamma CHEMBL1770034	Kd	6.32	6.32	480.0	1
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform CHEMBL3267	Kd	5.82	5.82	1500.0	1
Mitogen-activated protein kinase kinase kinase 19 CHEMBL6191	Kd	5.54	5.54	2900.0	1
Aurora kinase A CHEMBL4722	EC50	5.22	5.22	6000.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Aurora kinase A	IC50	=	1.7	nM	8.77	Inhibition of His-tagged human Aurora A kinase (122 to 40 residues) expressed in...	27391133
Aurora kinase A	IC50	=	2.0	nM	8.7	Inhibition of His-tagged human Aurora A kinase (122 to 40 residues) expressed in...	27391133
Aurora kinase A	Kd	=	5.0	nM	8.3	Binding affinity to human Aurora A kinase expressed in Escherichia coli BL21 cel...	27391133
Aurora kinase B	Kd	=	10.1	nM	8.0	Binding affinity to human Aurora B kinase expressed in Escherichia coli BL21 cel...	27391133
Aurora kinase C	Kd	=	10.8	nM	7.97	Binding affinity to human Aurora C kinase expressed in Escherichia coli BL21 cel...	27391133
Macrophage colony-stimulating factor 1 receptor	Kd	=	120.0	nM	6.92	Binding affinity to auto-inhibited human CSF1R expressed in Escherichia coli BL2...	27391133
Aurora kinase B/Inner centromere protein	IC50	=	150.0	nM	6.82	Inhibition of Aurora-B/INCENP (unknown origin) using biotinylated STK2 substrate...	27391133
Death-associated protein kinase 2	Kd	=	450.0	nM	6.35	Binding affinity to human DAPK2 expressed in Escherichia coli BL21 cells incubat...	27391133
Phosphatidylinositol 5-phosphate 4-kinase type-2 gamma	Kd	=	480.0	nM	6.32	Binding affinity to human PIP5K2C expressed in Escherichia coli BL21 cells incub...	27391133
Aurora kinase A	IC50	=	760.0	nM	6.12	Inhibition of Aurora A kinase autophosphorylation at Thr288 in human HeLa Kyoto ...	27391133
Aurora kinase A	IC50	=	1400.0	nM	5.85	Inhibition of His-tagged human Aurora A kinase (122 to 40 residues) expressed in...	27391133
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	Kd	=	1500.0	nM	5.82	Binding affinity to human PIK3CG expressed in Escherichia coli BL21 cells incuba...	27391133
Mitogen-activated protein kinase kinase kinase 19	Kd	=	2900.0	nM	5.54	Binding affinity to human YSK4 expressed in Escherichia coli BL21 cells incubate...	27391133
Aurora kinase A	EC50	=	6000.0	nM	5.22	Inhibition of Aurora A kinase in human HeLa Kyoto cells assessed as induction of...	27391133

Literature References

PubMed	DOI	Target Context	# Activities
27391133	10.1021/acs.jmedchem.6b00709	Aurora kinase A	10
27391133	10.1021/acs.jmedchem.6b00709	Unchecked	4
27391133	10.1021/acs.jmedchem.6b00709	Aurora kinase B	4
27391133	10.1021/acs.jmedchem.6b00709	No relevant target	3
27391133	10.1021/acs.jmedchem.6b00709	Aurora kinase C	1
27391133	10.1021/acs.jmedchem.6b00709	Death-associated protein kinase 2	1
27391133	10.1021/acs.jmedchem.6b00709	Mitogen-activated protein kinase kinase kinase 19	1
27391133	10.1021/acs.jmedchem.6b00709	Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	1
27391133	10.1021/acs.jmedchem.6b00709	Phosphatidylinositol 5-phosphate 4-kinase type-2 gamma	1
27391133	10.1021/acs.jmedchem.6b00709	Macrophage colony-stimulating factor 1 receptor	1
27391133	10.1021/acs.jmedchem.6b00709	Aurora kinase B/Inner centromere protein	1

Data from ChEMBL 36 via Core Engine