Compound Detail

CHEMBL202721

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COc1cc2c(Nc3ccc(NC(=O)c4ccccc4)cc3)ncnc2cc1OCCCN1CCOCC1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL202721
Phase	Preclinical
Structure Type	MOL
InChI Key	OGNYUTNQZVRGMN-UHFFFAOYSA-N

494

Targets

622

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

513.6

MW (Da)

4.74

ALogP

HBA

HBD

97.8

PSA (Å²)

0.29

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C29H31N5O4
MW	513.60
Aromatic Rings	4
Heavy Atoms	38
NP-Likeness	-1.33

Activity Summary

IC50 600 meas. best 7.35

Ki 17 meas. best 7.5

Kd 4 meas. best 7.07

EC50 1 meas. best 5.64

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Mitogen-activated protein kinase kinase kinase kinase 5 CHEMBL4852	Ki	7.5	7.5	31.6	1
Aurora kinase B-A CHEMBL2176838	IC50	7.35	7.35	45.0	1
Proto-oncogene tyrosine-protein kinase receptor Ret CHEMBL2041	Ki	7.3	7.3	50.1	1
Aurora kinase B CHEMBL2185	IC50	7.29	6.9283	51.0	12
Tyrosine-protein kinase Lck CHEMBL258	Ki	7.2	7.2	63.1	1
Tyrosine-protein kinase Fyn CHEMBL1841	Ki	7.1	7.1	79.4	1
Aurora kinase B CHEMBL2185	Ki	7.1	7.1	79.4	1
Aurora kinase A CHEMBL4722	Kd	7.07	6.965	86.0	2
Aurora kinase A CHEMBL4722	IC50	7.0	6.9185	100.0	13
Epidermal growth factor receptor CHEMBL203	IC50	6.96	6.96	110.0	1
Activated CDC42 kinase 1 CHEMBL4599	Ki	6.9	6.9	125.9	1
Dual specificity mitogen-activated protein kinase kinase 1 CHEMBL3587	Ki	6.8	6.8	158.5	1
EOL1 CHEMBL614489	IC50	6.73	6.73	186.8	1
Dual specificity mitogen-activated protein kinase kinase 2 CHEMBL2964	Ki	6.7	6.7	199.5	1
MCF7 CHEMBL387	IC50	6.7	5.375	198.0	2
Epidermal growth factor receptor CHEMBL203	Kd	6.66	6.36	220.0	2
P12-Ichikawa CHEMBL614660	IC50	6.65	6.65	224.4	1
KARPAS-45 CHEMBL2366305	IC50	6.42	6.42	381.3	1
Platelet-derived growth factor receptor alpha CHEMBL2007	Ki	6.4	6.4	398.1	1
Vascular endothelial growth factor receptor 2 CHEMBL279	Ki	6.4	6.4	398.1	1
Aurora kinase A CHEMBL4722	Ki	6.4	6.4	398.1	1
Leukocyte tyrosine kinase receptor CHEMBL5627	Ki	6.4	6.4	398.1	1
ES3 CHEMBL2366135	IC50	6.33	6.33	473.2	1
ES8 CHEMBL2366069	IC50	6.3	6.3	498.1	1
Rho-associated protein kinase 2 CHEMBL2973	Ki	6.3	6.3	501.2	1
TE-11 CHEMBL2366166	IC50	6.27	6.27	537.0	1
RS4-11 CHEMBL2366159	IC50	6.26	6.26	554.4	1
MOLT-16 CHEMBL2366362	IC50	6.21	6.21	609.6	1
RKO CHEMBL614879	IC50	6.15	6.15	706.6	1
697 CHEMBL2366253	IC50	6.13	6.13	739.1	1
MV4-11 CHEMBL613835	IC50	6.1	6.1	796.3	1
SW 954 CHEMBL614943	IC50	6.08	6.08	836.4	1
BE-13 CHEMBL2366303	IC50	6.07	6.07	844.2	1
Proto-oncogene tyrosine-protein kinase Src CHEMBL267	IC50	6.06	6.06	880.0	1
Unchecked CHEMBL612545	IC50	6.05	5.77	900.0	4
MOLT-4 CHEMBL614177	IC50	6.05	6.05	899.8	1
NBsusSR CHEMBL2366150	IC50	6.04	6.04	913.9	1
H9 CHEMBL614806	IC50	6.03	6.03	929.8	1
A 172 CHEMBL614512	IC50	6.01	6.01	984.1	1
ES5 CHEMBL2366312	IC50	6.0	6.0	1002.5	1
SBC-1 CHEMBL2366327	IC50	5.98	5.98	1039.3	1
LB2241-RCC CHEMBL2366330	IC50	5.98	5.98	1041.9	1
NKM-1 CHEMBL2366133	IC50	5.93	5.93	1168.0	1
NCI-H209 CHEMBL2366365	IC50	5.93	5.93	1166.0	1
NCI-H720 CHEMBL2366105	IC50	5.92	5.92	1206.3	1
KE-37 CHEMBL2366287	IC50	5.92	5.92	1213.9	1
CHP-134 CHEMBL2366128	IC50	5.91	5.91	1227.8	1
SW48 CHEMBL614055	IC50	5.91	5.91	1231.5	1
IST-SL1 CHEMBL2366104	IC50	5.88	5.88	1317.3	1
SK-NEP-1 CHEMBL1075580	IC50	5.87	5.87	1365.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
Fu	0.003	-	Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Mitogen-activated protein kinase kinase kinase kinase 5	Ki	=	31.62	nM	7.5	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Aurora kinase B-A	IC50	=	45.0	nM	7.35	Inhibition of Xenopus laevis Aurora kinase B/INCEP complex using gamma-[32P]ATP ...	22920039
Proto-oncogene tyrosine-protein kinase receptor Ret	Ki	=	50.12	nM	7.3	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Aurora kinase B	IC50	=	51.0	nM	7.29	Inhibition of human Aurora kinase B/INCEP complex expressed in Escherichia coli ...	22920039
Tyrosine-protein kinase Lck	Ki	=	63.1	nM	7.2	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Aurora kinase B	Ki	=	79.43	nM	7.1	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Tyrosine-protein kinase Fyn	Ki	=	79.43	nM	7.1	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Aurora kinase A	Kd	=	86.03	nM	7.07	Multi-Cycle Kinetic parameter establishment of 8 compounds to gain n=3 Completed...	-
Aurora kinase A	IC50	=	100.0	nM	7.0	Inhibition of in vitro Aurora-A kinase activity	16451062
Aurora kinase B	IC50	=	100.0	nM	7.0	Inhibition of in vitro Aurora-B kinase activity	16451062
Aurora kinase A	IC50	=	100.0	nM	7.0	Inhibition of human Aurora A kinase	33243532
Aurora kinase B	IC50	=	100.0	nM	7.0	Inhibition of human Aurora B kinase	33243532
Aurora kinase A	IC50	=	110.0	nM	6.96	Inhibition of aurora A kinase	19320489
Aurora kinase A	IC50	=	110.0	nM	6.96	Inhibition of Aurora A	16884290
Aurora kinase A	IC50	=	110.0	nM	6.96	Inhibitory activity against Aurora A	16337122
Aurora kinase A	IC50	=	110.0	nM	6.96	Inhibition of recombinant Aurora A (unknown origin) expressing NH2-terminal His6...	12719470
Aurora kinase A	IC50	=	110.0	nM	6.96	Inhibition of human recombinant His6-tagged Aurora A expressed in baculovirus us...	30878832
Aurora kinase A	IC50	=	110.0	nM	6.96	Inhibition of Aurora A kinase (unknown origin)	28918096
Aurora kinase A	IC50	=	110.0	nM	6.96	Inhibition of N terminal his tagged recombinant Aurora A (unknown origin) expres...	38401190
Aurora kinase A	IC50	=	110.0	nM	6.96	Inhibition of AURKA (unknown origin)	32371117

Literature References

PubMed	DOI	Target Context	# Activities
-	10.6019/CHEMBL4689842	Fibroblast	261
-	10.6019/CHEMBL4689842	HEK-293T	260
-	10.6019/CHEMBL4689842	U2OS	259
12719470	10.1083/jcb.200208091	DLD-1	14
12719470	10.1083/jcb.200208091	HeLa	11
12719470	10.1083/jcb.200208091	Unchecked	7
-	10.6019/CHEMBL3885741	Aurora kinase A	6
20485427	10.1038/nature09107	Plasmodium falciparum	4
-	10.6019/CHEMBL4495565	SARS-CoV-2	4
33691794	10.1186/s13148-021-01037-1	A549	4
28279846	10.1016/j.ejmech.2017.02.061	HepG2	3
12719470	10.1083/jcb.200208091	Mitotic checkpoint serine/threonine-protein kinase BUB1 beta	3
27391133	10.1021/acs.jmedchem.6b00709	Aurora kinase B	3
28918096	10.1016/j.ejmech.2017.08.045	Unchecked	3
-	10.6019/CHEMBL3301361	No relevant target	2
25270403	10.1016/j.bmc.2014.09.029	Aurora kinase A	2
16337122	10.1016/j.bmcl.2005.11.053	No relevant target	2
-	10.6019/CHEMBL4495564	Replicase polyprotein 1ab	2
12719470	10.1083/jcb.200208091	Aurora kinase A	2
12719470	10.1083/jcb.200208091	U2OS	2

Data from ChEMBL 36 via Core Engine