Compound Detail

CHEMBL1190711

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COc1ccc(-c2cc3nccn3c(Nc3ncccc3C(N)=O)n2)cc1OC

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL1190711
Phase	Preclinical
Structure Type	MOL
InChI Key	JWQOJVOKBAAAAR-UHFFFAOYSA-N

583

Targets

704

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

390.4

MW (Da)

2.65

ALogP

HBA

HBD

116.7

PSA (Å²)

0.52

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C20H18N6O3
MW	390.40
Aromatic Rings	4
Heavy Atoms	29
NP-Likeness	-1.17

Activity Summary

IC50 662 meas. best 8.13

Ki 38 meas. best 8.12

EC50 4 meas. best 7.92

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
MV4-11 CHEMBL613835	IC50	8.13	8.13	7.4	1
Tyrosine-protein kinase SYK CHEMBL2599	Ki	8.12	8.12	7.5	1
Dual specificity protein kinase CLK4 CHEMBL4203	Ki	8.0	8.0	10.0	1
Tyrosine-protein kinase SYK CHEMBL2599	EC50	7.92	7.43	12.0	3
Mitogen-activated protein kinase kinase kinase kinase 2 CHEMBL5330	Ki	7.8	7.8	15.8	1
Glycogen synthase kinase-3 beta CHEMBL262	Ki	7.7	7.7	19.9	1
Cell division cycle 7-related protein kinase CHEMBL5443	Ki	7.7	7.7	19.9	1
Serine/threonine-protein kinase Nek4 CHEMBL5819	Ki	7.6	7.6	25.1	1
Serine/threonine-protein kinase D3 CHEMBL2595	Ki	7.5	7.5	31.6	1
Rho-associated protein kinase 2 CHEMBL2973	Ki	7.5	7.5	31.6	1
Receptor-type tyrosine-protein kinase FLT3 CHEMBL1974	Ki	7.4	7.4	39.8	1
Glycogen synthase kinase-3 alpha CHEMBL2850	Ki	7.4	7.4	39.8	1
NON-PROTEIN TARGET CHEMBL3879801	EC50	7.24	7.24	58.0	1
Serine/threonine-protein kinase N2 CHEMBL3032	Ki	7.0	7.0	100.0	1
Mitogen-activated protein kinase kinase kinase kinase 4 CHEMBL6166	Ki	7.0	7.0	100.0	1
Cyclin-dependent kinase 5 CHEMBL4036	Ki	6.9	6.9	125.9	1
Dual specificity protein kinase CLK2 CHEMBL4225	Ki	6.9	6.9	125.9	1
Serine/threonine-protein kinase D2 CHEMBL4900	Ki	6.9	6.9	125.9	1
Rho-associated protein kinase 1 CHEMBL3231	Ki	6.7	6.7	199.5	1
Aurora kinase B CHEMBL2185	Ki	6.6	6.6	251.2	1
Mast/stem cell growth factor receptor Kit CHEMBL1936	Ki	6.5	6.5	316.2	1
Cyclin-dependent kinase 2 CHEMBL301	Ki	6.5	6.5	316.2	1
EOL1 CHEMBL614489	IC50	6.48	6.48	332.8	1
Hepatocyte growth factor receptor CHEMBL3717	Ki	6.4	6.4	398.1	1
NALM-6 CHEMBL614187	IC50	6.38	6.38	417.4	1
P30-OHK CHEMBL2366165	IC50	6.37	6.37	426.9	1
NOS-1 CHEMBL2366141	IC50	6.32	6.32	481.3	1
CAL-12T CHEMBL1075406	IC50	6.3	6.3	495.6	1
Dual specificity tyrosine-phosphorylation-regulated kinase 1A CHEMBL2292	Ki	6.3	6.3	501.2	1
Cyclin-dependent kinase 1 CHEMBL308	Ki	6.3	6.3	501.2	1
Dual specificity tyrosine-phosphorylation-regulated kinase 3 CHEMBL4575	Ki	6.3	6.3	501.2	1
Homeodomain-interacting protein kinase 2 CHEMBL4576	Ki	6.3	6.3	501.2	1
TE-12 CHEMBL2366278	IC50	6.28	6.28	531.2	1
SR CHEMBL614300	IC50	6.26	6.26	548.1	1
ALL-PO CHEMBL2366294	IC50	6.25	6.25	557.2	1
LCLC-97TM1 CHEMBL1075489	IC50	6.24	6.24	569.7	1
697 CHEMBL2366253	IC50	6.24	6.24	581.9	1
ST486 CHEMBL2366293	IC50	6.24	6.24	576.2	1
QIMR-WIL CHEMBL2366337	IC50	6.24	6.24	581.8	1
MOLT-16 CHEMBL2366362	IC50	6.24	6.24	570.8	1
Daudi CHEMBL614281	IC50	6.22	6.22	607.0	1
Macrophage colony-stimulating factor 1 receptor CHEMBL1844	Ki	6.2	6.2	631.0	1
HMV-2 cell line CHEMBL614826	IC50	6.18	6.18	664.4	1
GDM-1 CHEMBL2366157	IC50	6.17	6.17	682.8	1
CMK CHEMBL2366177	IC50	6.17	6.17	681.7	1
BL-70 CHEMBL2366317	IC50	6.17	6.17	670.7	1
RPMI-2650 CHEMBL1075566	IC50	6.16	6.16	696.4	1
NCI-H358 CHEMBL614135	IC50	6.16	6.16	689.4	1
LB1047-RCC CHEMBL2366136	IC50	6.13	6.13	741.2	1
A3-KAW CHEMBL2366273	IC50	6.13	6.13	739.6	1

Pharmacokinetic Data

Parameter	Value	Units	Species
Cmax	427.77	nM	Rattus norvegicus
T1/2	1.78	hr	Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
MV4-11	IC50	=	7.394	nM	8.13	SANGER: Inhibition of human MV-4-11 cell growth in a cell viability assay.	-
Tyrosine-protein kinase SYK	Ki	=	7.5	nM	8.12	Inhibition of SYK	22257213
Dual specificity protein kinase CLK4	Ki	=	10.0	nM	8.0	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Tyrosine-protein kinase SYK	EC50	=	12.0	nM	7.92	Inhibition of SYK in peripheral blood monocytes assessed as reduction FcgammaR-m...	22257213
Mitogen-activated protein kinase kinase kinase kinase 2	Ki	=	15.85	nM	7.8	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Cell division cycle 7-related protein kinase	Ki	=	19.95	nM	7.7	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Glycogen synthase kinase-3 beta	Ki	=	19.95	nM	7.7	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Serine/threonine-protein kinase Nek4	Ki	=	25.12	nM	7.6	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Serine/threonine-protein kinase D3	Ki	=	31.62	nM	7.5	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Rho-associated protein kinase 2	Ki	=	31.62	nM	7.5	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Glycogen synthase kinase-3 alpha	Ki	=	39.81	nM	7.4	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Receptor-type tyrosine-protein kinase FLT3	Ki	=	39.81	nM	7.4	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Tyrosine-protein kinase SYK	EC50	=	52.0	nM	7.28	Inhibition of SYK in human U937 cells assessed as reduction FcgammaR-mediated su...	22257213
NON-PROTEIN TARGET	EC50	=	58.0	nM	7.24	Antiproliferative activity against mouse splenic B cells	22257213
Tyrosine-protein kinase SYK	EC50	=	81.0	nM	7.09	Inhibition of SYK in human Ramos B cells assessed as reduction in Ca2+ release	22257213
Mitogen-activated protein kinase kinase kinase kinase 4	Ki	=	100.0	nM	7.0	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Serine/threonine-protein kinase N2	Ki	=	100.0	nM	7.0	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Cyclin-dependent kinase 5	Ki	=	125.89	nM	6.9	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Dual specificity protein kinase CLK2	Ki	=	125.89	nM	6.9	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Serine/threonine-protein kinase D2	Ki	=	125.89	nM	6.9	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-

Literature References

PubMed	DOI	Target Context	# Activities
22257213	10.1021/jm201271b	Tyrosine-protein kinase SYK	4
22257213	10.1021/jm201271b	Rattus norvegicus	3
-	10.6019/CHEMBL4495565	SARS-CoV-2	2
-	10.6019/CHEMBL4808148	Histone deacetylase 6	2
-	10.6019/CHEMBL1201861	EKVX	1
-	10.6019/CHEMBL1201861	DoTc2-4510	1
-	10.6019/CHEMBL1201861	Detroit 562	1
-	10.6019/CHEMBL1201861	Daudi	1
-	10.6019/CHEMBL1201861	ES3	1
-	10.6019/CHEMBL1201861	ES5	1
-	10.6019/CHEMBL1201861	ES4	1
-	10.6019/CHEMBL1201861	ES1	1
-	10.6019/CHEMBL1201861	EM-2	1
-	10.6019/CHEMBL1201861	EHEB	1
-	10.6019/CHEMBL1201861	DU-4475	1
-	10.6019/CHEMBL1201861	DU-145	1
-	10.6019/CHEMBL1201861	Daoy	1
-	10.6019/CHEMBL1201861	DV-90	1
-	10.6019/CHEMBL1201861	DSH1	1
-	10.6019/CHEMBL1201861	DOK	1

Data from ChEMBL 36 via Core Engine