Compound Detail

CHEMBL482967

CYC-116

Phase I

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Phase I

Cc1nc(N)sc1-c1ccnc(Nc2ccc(N3CCOCC3)cc2)n1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL482967
Name	CYC-116
Phase	Phase I
Structure Type	MOL
InChI Key	GPSZYOIFQZPWEJ-UHFFFAOYSA-N

Known Names

Cyc 116 Cyc-116

179

Targets

232

Activities

Assay Types

PK Parameters

Publications

Known Names

Indications

Mechanisms

Molecular Properties

368.5

MW (Da)

3.07

ALogP

HBA

HBD

89.2

PSA (Å²)

0.73

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Chirality	Achiral

Extended Properties

Molecular Formula	C18H20N6OS
MW	368.47
Aromatic Rings	3
Heavy Atoms	26
NP-Likeness	-1.88

Mechanism of Action

Mechanism	Action Type	Target	Direct	Efficacy
Serine/threonine-protein kinase Aurora inhibitor	INHIBITOR	Serine/threonine-protein kinase Aurora	✓	✓
Vascular endothelial growth factor receptor 2 inhibitor	INHIBITOR	Vascular endothelial growth factor receptor 2	✓	✓

Indications

Neoplasms

Activity Summary

Ki 104 meas. best 8.6

Kd 103 meas. best 8.22

IC50 25 meas. best 8.1

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Aurora kinase B CHEMBL2185	Ki	8.6	8.32	2.5	2
AP2-associated protein kinase 1 CHEMBL3830	Kd	8.22	8.22	6.0	1
Uncharacterized protein FLJ45252 CHEMBL4105933	Kd	8.15	8.15	7.0	1
BMP-2-inducible protein kinase CHEMBL4522	Kd	8.15	8.15	7.0	1
NUAK family SNF1-like kinase 2 CHEMBL5698	Kd	8.15	8.15	7.0	1
Cyclin-dependent kinase 17 CHEMBL5790	Kd	8.15	8.15	7.0	1
Aurora kinase A CHEMBL4722	IC50	8.1	7.73	8.0	2
Aurora kinase A CHEMBL4722	Ki	8.1	7.8	8.0	2
Aurora kinase B CHEMBL2185	IC50	8.04	7.88	9.2	2
Receptor-type tyrosine-protein kinase FLT3 CHEMBL1974	Ki	8.0	7.68	10.0	2
Serine/threonine-protein kinase 26 CHEMBL5941	Kd	7.89	7.89	13.0	1
Casein kinase II subunit alpha' CHEMBL4070	Kd	7.82	7.82	15.0	1
Dual specificity protein kinase TTK CHEMBL3983	Kd	7.8	7.8	16.0	1
Receptor-type tyrosine-protein kinase FLT3 CHEMBL1974	IC50	7.6	7.33	25.1	2
Serine/threonine-protein kinase PLK4 CHEMBL3788	Ki	7.6	7.6	25.1	1
MV4-11 CHEMBL613835	IC50	7.47	7.47	34.0	1
Serine/threonine-protein kinase PLK4 CHEMBL3788	Kd	7.37	7.37	43.0	1
Vascular endothelial growth factor receptor 2 CHEMBL279	Ki	7.36	7.03	44.0	2
Unchecked CHEMBL612545	Kd	7.31	6.415	49.0	2
Casein kinase I isoform delta CHEMBL2828	Ki	7.3	7.3	50.1	1
Serine/threonine-protein kinase 17A CHEMBL4525	Ki	7.3	7.3	50.1	1
MAP/microtubule affinity-regulating kinase 3 CHEMBL5600	Ki	7.3	7.3	50.1	1
Casein kinase I isoform gamma-1 CHEMBL2426	Kd	7.28	7.28	53.0	1
Interleukin-1 receptor-associated kinase 3 CHEMBL5081	Kd	7.24	7.24	57.0	1
Tyrosine-protein kinase JAK2 CHEMBL2971	Ki	7.2	7.2	63.1	1
Homeodomain-interacting protein kinase 2 CHEMBL4576	Ki	7.2	7.2	63.1	1
Serine/threonine-protein kinase TBK1 CHEMBL5408	Ki	7.2	7.2	63.1	1
Aurora kinase C CHEMBL3935	IC50	7.19	7.19	65.0	1
Serine/threonine-protein kinase LATS1 CHEMBL6167	Kd	7.18	7.18	66.0	1
Phosphatidylinositol 5-phosphate 4-kinase type-2 gamma CHEMBL1770034	Kd	7.17	7.17	67.0	1
Aurora kinase B CHEMBL2185	Kd	7.17	7.17	68.0	1
Vascular endothelial growth factor receptor 2 CHEMBL279	IC50	7.16	7.16	69.0	1
Ephrin type-B receptor 6 CHEMBL5836	Kd	7.14	7.14	73.0	1
Mitogen-activated protein kinase 8 CHEMBL2276	Ki	7.1	7.1	79.4	1
Interleukin-1 receptor-associated kinase 1 CHEMBL3357	Ki	7.1	7.1	79.4	1
Non-receptor tyrosine-protein kinase TYK2 CHEMBL3553	Ki	7.1	7.1	79.4	1
Mitogen-activated protein kinase 9 CHEMBL4179	Ki	7.1	7.1	79.4	1
Dual specificity protein kinase CLK4 CHEMBL4203	Ki	7.1	7.1	79.4	1
Serine/threonine-protein kinase BRSK1 CHEMBL5650	Ki	7.1	7.1	79.4	1
NON-PROTEIN TARGET CHEMBL3879801	IC50	7.05	7.05	90.0	1
Vascular endothelial growth factor receptor 1 CHEMBL1868	Ki	7.0	7.0	100.0	1
Platelet-derived growth factor receptor alpha CHEMBL2007	Ki	7.0	7.0	100.0	1
Serine/threonine-protein kinase D3 CHEMBL2595	Ki	7.0	7.0	100.0	1
Rho-associated protein kinase 2 CHEMBL2973	Ki	7.0	7.0	100.0	1
Cyclin-dependent kinase 2 CHEMBL301	Ki	7.0	6.705	100.0	2
Mitotic checkpoint serine/threonine-protein kinase BUB1 CHEMBL1772932	Kd	6.96	6.96	111.0	1
SAOS-2 CHEMBL614894	IC50	6.96	6.96	110.0	1
Aurora kinase A CHEMBL4722	Kd	6.93	6.93	118.0	1
Proto-oncogene tyrosine-protein kinase receptor Ret CHEMBL2041	Ki	6.9	6.9	125.9	1
Death-associated protein kinase 3 CHEMBL2468	Ki	6.9	6.9	125.9	1

Pharmacokinetic Data

Parameter	Value	Units	Species
AUC	5011.19	ng.hr.mL-1	Rattus norvegicus
CL	42290.0	mL.min-1.g-1	Rattus norvegicus
CL	33.33	mL.min-1.kg-1	Rattus norvegicus
Cmax	3900.0	nM	Rattus norvegicus
F	38.0	%	Rattus norvegicus
F	61.0	%	Mus musculus
Fu	0.93	-	Rattus norvegicus
T1/2	0.5467	hr	Rattus norvegicus
T1/2	3.0	hr	Rattus norvegicus
T1/2	1.2	hr	-

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Aurora kinase B	Ki	=	2.512	nM	8.6	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
AP2-associated protein kinase 1	Kd	=	6.0	nM	8.22	Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ...	29191878
Uncharacterized protein FLJ45252	Kd	=	7.0	nM	8.15	Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ...	29191878
NUAK family SNF1-like kinase 2	Kd	=	7.0	nM	8.15	Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ...	29191878
Cyclin-dependent kinase 17	Kd	=	7.0	nM	8.15	Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ...	29191878
BMP-2-inducible protein kinase	Kd	=	7.0	nM	8.15	Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ...	29191878
Aurora kinase A	IC50	=	8.0	nM	8.1	Inhibition of AURA (unknown origin)	35167283
Aurora kinase A	Ki	=	8.0	nM	8.1	Inhibition of human recombinant Aurora A after 30 mins	20462263
Aurora kinase B	IC50	=	9.2	nM	8.04	Inhibition of AURB (unknown origin)	35167283
Aurora kinase B	Ki	=	9.2	nM	8.04	Inhibition of human recombinant Aurora B after 60 mins	20462263
Receptor-type tyrosine-protein kinase FLT3	Ki	=	10.0	nM	8.0	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Serine/threonine-protein kinase 26	Kd	=	13.0	nM	7.89	Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ...	29191878
Casein kinase II subunit alpha'	Kd	=	15.0	nM	7.82	Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ...	29191878
Dual specificity protein kinase TTK	Kd	=	16.0	nM	7.8	Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ...	29191878
Aurora kinase B	IC50	=	19.0	nM	7.72	Inhibition of aurora B kinase	19320489
Serine/threonine-protein kinase PLK4	Ki	=	25.12	nM	7.6	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Receptor-type tyrosine-protein kinase FLT3	IC50	=	25.12	nM	7.6	Inhibition of FLT3 (unknown origin)	23937569
Aurora kinase A	Ki	=	31.62	nM	7.5	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
MV4-11	IC50	=	34.0	nM	7.47	Cytotoxicity against human MV4-11 cells after 96 hrs by MTT assay	20462263
Serine/threonine-protein kinase PLK4	Kd	=	43.0	nM	7.37	Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ...	29191878

Literature References

PubMed	DOI	Target Context	# Activities
20462263	10.1021/jm901913s	Unchecked	20
20462263	10.1021/jm901913s	NCI-H460	9
20462263	10.1021/jm901913s	Rattus norvegicus	6
20462263	10.1021/jm901913s	SW-620	5
29191878	10.1126/science.aan4368	Unchecked	5
33691794	10.1186/s13148-021-01037-1	A549	4
20462263	10.1021/jm901913s	Mus musculus	4
20462263	10.1021/jm901913s	No relevant target	3
20462263	10.1021/jm901913s	A549	3
20462263	10.1021/jm901913s	NON-PROTEIN TARGET	3
-	10.6019/CHEMBL4495565	SARS-CoV-2	2
20462263	10.1021/jm901913s	Liver microsomes	2
20462263	10.1021/jm901913s	Cytochrome P450 1A	2
20462263	10.1021/jm901913s	Aurora kinase A	2
20462263	10.1021/jm901913s	MCF7	2
-	10.6019/CHEMBL4808148	Histone deacetylase 6	2
20462263	10.1021/jm901913s	Aurora kinase B	2
20462263	10.1021/jm901913s	SAOS-2	1
20462263	10.1021/jm901913s	BXPC-3	1
20462263	10.1021/jm901913s	HuP-T4	1

Data from ChEMBL 36 via Core Engine