Compound Detail

CHEMBL300389

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OCCCNc1cc(-c2ccnc(Nc3cccc(Cl)c3)n2)ccn1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL300389
Phase	Preclinical
Structure Type	MOL
InChI Key	IYNDTACKOAXKBJ-UHFFFAOYSA-N

375

Targets

386

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

355.8

MW (Da)

3.73

ALogP

HBA

HBD

83.0

PSA (Å²)

0.56

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C18H18ClN5O
MW	355.83
Aromatic Rings	3
Heavy Atoms	25
NP-Likeness	-1.32

Activity Summary

IC50 377 meas. best 8.52

EC50 9 meas. best 7.13

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Cyclin-dependent kinase 2/cyclin E1 CHEMBL1907605	IC50	8.52	8.52	3.0	1
CDK2/Cyclin A2 CHEMBL3038469	IC50	8.4	8.4	4.0	1
ES6 CHEMBL2366373	IC50	8.06	8.06	8.8	1
Cyclin-dependent kinase 5/CDK5 activator 1 CHEMBL1907600	IC50	8.0	8.0	10.0	1
Unchecked CHEMBL612545	IC50	8.0	5.536	10.0	5
KGN CHEMBL2366154	IC50	7.98	7.98	10.5	1
CDK9/cyclin T1 CHEMBL2111389	IC50	7.89	7.89	13.0	1
ETK-1 CHEMBL2366116	IC50	7.86	7.86	13.8	1
KS-1 CHEMBL2366228	IC50	7.86	7.86	14.0	1
no-10 CHEMBL2366071	IC50	7.83	7.83	14.8	1
PSN1 CHEMBL614241	IC50	7.82	7.82	15.2	1
LC-2-ad CHEMBL2366260	IC50	7.78	7.78	16.6	1
Cyclin-dependent kinase 1 CHEMBL308	IC50	7.77	7.77	17.0	1
K5 CHEMBL2366152	IC50	7.72	7.72	18.8	1
NOS-1 CHEMBL2366141	IC50	7.71	7.71	19.6	1
697 CHEMBL2366253	IC50	7.71	7.71	19.7	1
A3-KAW CHEMBL2366273	IC50	7.7	7.7	19.9	1
HT-144 CHEMBL2366291	IC50	7.69	7.69	20.6	1
A101D CHEMBL2366306	IC50	7.69	7.69	20.5	1
HuTu80 CHEMBL614582	IC50	7.69	7.69	20.2	1
TGBC1TKB CHEMBL2366089	IC50	7.63	7.63	23.6	1
TE-8 CHEMBL2366182	IC50	7.62	7.62	23.8	1
IST-SL2 CHEMBL2366101	IC50	7.6	7.6	24.9	1
NCI-H1355 CHEMBL2366227	IC50	7.6	7.6	24.9	1
DEL CHEMBL2366186	IC50	7.59	7.59	25.8	1
SW982 CHEMBL2366238	IC50	7.59	7.59	25.4	1
SR CHEMBL614300	IC50	7.59	7.59	25.5	1
Cyclin-dependent kinase 1/cyclin B1 CHEMBL1907602	IC50	7.58	7.58	26.0	1
SW872 CHEMBL2366302	IC50	7.58	7.58	26.6	1
LB1047-RCC CHEMBL2366136	IC50	7.55	7.55	28.4	1
A4-Fuk CHEMBL2366356	IC50	7.55	7.55	28.0	1
SNB-75 CHEMBL614451	IC50	7.55	7.55	27.8	1
KARPAS-299 CHEMBL2366156	IC50	7.54	7.54	29.2	1
SIG-M5 CHEMBL2366251	IC50	7.53	7.53	29.9	1
no-11 CHEMBL2366326	IC50	7.53	7.53	29.3	1
BL-70 CHEMBL2366317	IC50	7.52	7.52	30.1	1
ST486 CHEMBL2366293	IC50	7.51	7.51	31.2	1
LB996-RCC CHEMBL2366110	IC50	7.49	7.49	32.5	1
LB831-BLC CHEMBL2366222	IC50	7.49	7.49	32.5	1
NMC-G1 CHEMBL2366349	IC50	7.49	7.49	32.3	1
JIYOYE CHEMBL614588	IC50	7.49	7.49	32.2	1
EW-16 CHEMBL2366358	IC50	7.48	7.48	32.8	1
BL-41 CHEMBL2366173	IC50	7.47	7.47	33.6	1
ES4 CHEMBL2366118	IC50	7.46	7.46	35.1	1
TE-11 CHEMBL2366166	IC50	7.46	7.46	34.2	1
KALS-1 CHEMBL2366155	IC50	7.45	7.45	35.3	1
MRK-nu-1 CHEMBL2366325	IC50	7.43	7.43	37.3	1
RXF 393 CHEMBL614886	IC50	7.43	7.43	37.0	1
SCC-3 CHEMBL2366081	IC50	7.42	7.42	37.8	1
LS-411N CHEMBL2366189	IC50	7.42	7.42	38.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Cyclin-dependent kinase 2/cyclin E1	IC50	=	3.0	nM	8.52	Inhibition of His-tagged CDK2/cyclin E (unknown origin) expressed in Baculovirus...	30234987
CDK2/Cyclin A2	IC50	=	4.0	nM	8.4	Inhibition of GST-tagged CDK2/cyclin A2 (unknown origin) expressed in Escherichi...	30234987
ES6	IC50	=	8.777	nM	8.06	SANGER: Inhibition of human ES6 cell growth in a cell viability assay.	-
Unchecked	IC50	=	10.0	nM	8.0	Inhibition of GSK3	15559249
Cyclin-dependent kinase 5/CDK5 activator 1	IC50	=	10.0	nM	8.0	Inhibition of GST-tagged CDK5/p25 (unknown origin) expressed in Baculovirus infe...	30234987
KGN	IC50	=	10.47	nM	7.98	SANGER: Inhibition of human KGN cell growth in a cell viability assay.	-
CDK9/cyclin T1	IC50	=	13.0	nM	7.89	Inhibition of GST-tagged CDK9/CyclinT1 (unknown origin) expressed in Baculovirus...	30234987
KS-1	IC50	=	13.96	nM	7.86	SANGER: Inhibition of human KS-1 cell growth in a cell viability assay.	-
ETK-1	IC50	=	13.78	nM	7.86	SANGER: Inhibition of human ETK-1 cell growth in a cell viability assay.	-
no-10	IC50	=	14.78	nM	7.83	SANGER: Inhibition of human no-10 cell growth in a cell viability assay.	-
PSN1	IC50	=	15.18	nM	7.82	SANGER: Inhibition of human PSN1 cell growth in a cell viability assay.	-
LC-2-ad	IC50	=	16.65	nM	7.78	SANGER: Inhibition of human LC-2-ad cell growth in a cell viability assay.	-
Cyclin-dependent kinase 1	IC50	=	17.0	nM	7.77	Inhibition of human cyclin-dependent kinase 1	15771433
K5	IC50	=	18.84	nM	7.72	SANGER: Inhibition of human K5 cell growth in a cell viability assay.	-
NOS-1	IC50	=	19.58	nM	7.71	SANGER: Inhibition of human NOS-1 cell growth in a cell viability assay.	-
697	IC50	=	19.71	nM	7.71	SANGER: Inhibition of human 697 cell growth in a cell viability assay.	-
A3-KAW	IC50	=	19.92	nM	7.7	SANGER: Inhibition of human A3-KAW cell growth in a cell viability assay.	-
HT-144	IC50	=	20.59	nM	7.69	SANGER: Inhibition of human HT-144 cell growth in a cell viability assay.	-
A101D	IC50	=	20.54	nM	7.69	SANGER: Inhibition of human A101D cell growth in a cell viability assay.	-
HuTu80	IC50	=	20.23	nM	7.69	SANGER: Inhibition of human HUTU-80 cell growth in a cell viability assay.	-

Literature References

PubMed	DOI	Target Context	# Activities
-	10.6019/CHEMBL5724801	U2OS	304
-	10.6019/CHEMBL5724801	HEK-293T	304
-	10.6019/CHEMBL5058577	U2OS	304
-	10.6019/CHEMBL5058577	Fibroblast	304
-	10.6019/CHEMBL5724801	Fibroblast	304
-	10.6019/CHEMBL5058577	HEK-293T	304
-	10.6019/CHEMBL5058564	Fibroblast	10
-	10.6019/CHEMBL5058564	U2OS	9
-	10.6019/CHEMBL5058564	HEK-293T	8
-	10.6019/CHEMBL4495565	SARS-CoV-2	6
-	10.6019/CHEMBL5096127	Schistosoma mansoni	4
-	10.6019/CHEMBL4495565	Vero C1008	2
18579783	10.1073/pnas.0802982105	Plasmodium falciparum	2
-	10.6019/CHEMBL4808148	Histone deacetylase 6	2
-	10.6019/CHEMBL4495565	ADMET	2
-	10.6019/CHEMBL4495564	Replicase polyprotein 1ab	2
30234987	10.1021/acs.jmedchem.8b00049	HCT-116	2
30234987	10.1021/acs.jmedchem.8b00049	Cyclin-dependent kinase 5/CDK5 activator 1	2
18579783	10.1073/pnas.0802982105	Huh-7	1
23021994	10.1016/j.bmcl.2012.08.107	Serine/threonine-protein kinase SMG1	1

Data from ChEMBL 36 via Core Engine