Compound Detail

CHEMBL5395401

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CCN(CC)CCCC(C)Nc1cnc(C(=O)Nc2ccc(Cl)c3cccnc23)cn1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL5395401
Phase	Preclinical
Structure Type	MOL
InChI Key	KRUQRZWHJYOOJH-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

441.0

MW (Da)

4.85

ALogP

HBA

HBD

83.0

PSA (Å²)

0.47

QED

Ro5 Violations

Rot. Bonds

Drug Information

Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C23H29ClN6O
MW	440.98
Aromatic Rings	3
Heavy Atoms	31
NP-Likeness	-1.73

Activity Summary

Ki 21 meas. best 7.33

IC50 8 meas. best 6.52

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Sigma intracellular receptor 2 CHEMBL4105907	Ki	7.33	7.33	47.0	2
Muscarinic acetylcholine receptor M3 CHEMBL245	Ki	6.66	6.66	219.0	1
Unchecked CHEMBL612545	IC50	6.52	6.045	300.0	2
5-hydroxytryptamine receptor 2B CHEMBL1833	Ki	6.37	6.37	427.0	1
5-hydroxytryptamine receptor 2C CHEMBL225	Ki	6.33	6.33	471.0	1
Sigma non-opioid intracellular receptor 1 CHEMBL287	Ki	6.28	6.28	530.0	2
D(3) dopamine receptor CHEMBL234	Ki	6.2	6.2	638.0	1
5-hydroxytryptamine receptor 1B CHEMBL1898	Ki	6.19	6.19	646.0	1
Muscarinic acetylcholine receptor M2 CHEMBL211	Ki	6.17	6.17	680.0	1
Kappa-type opioid receptor CHEMBL237	Ki	5.96	5.96	1107.0	1
Alpha-2B adrenergic receptor CHEMBL1942	Ki	5.95	5.95	1132.0	1
5-hydroxytryptamine receptor 5A CHEMBL3426	Ki	5.93	5.93	1176.0	1
Histamine H3 receptor CHEMBL264	Ki	5.93	5.93	1176.0	1
HEK293 CHEMBL614818	IC50	5.92	5.92	1200.0	1
MIA PaCa-2 CHEMBL614725	IC50	5.92	5.92	1200.0	1
5-hydroxytryptamine receptor 2A CHEMBL224	Ki	5.9	5.9	1251.0	1
D(1A) dopamine receptor CHEMBL2056	Ki	5.84	5.84	1443.0	1
D(1B) dopamine receptor CHEMBL1850	Ki	5.81	5.81	1552.0	1
Alpha-2A adrenergic receptor CHEMBL1867	Ki	5.56	5.56	2738.0	1
Panc02 CHEMBL4483283	IC50	5.43	5.43	3700.0	1
PANC-1 CHEMBL614139	IC50	5.4	5.4	4000.0	1
Muscarinic acetylcholine receptor M1 CHEMBL216	Ki	5.38	5.38	4200.0	1
BXPC-3 CHEMBL614530	IC50	5.24	5.24	5800.0	1
Beta-1 adrenergic receptor CHEMBL213	Ki	5.2	5.2	6347.0	1
HFF-1 CHEMBL4296427	IC50	5.1	5.1	8000.0	1
Histamine H2 receptor CHEMBL1941	Ki	4.04	4.04	91134.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
AUC	2597.0	ng.hr.mL-1	Mus musculus
AUC	3110.0	ng.hr.mL-1	Mus musculus
AUC	2681.0	ng.hr.mL-1	Mus musculus
AUC	3392.0	ng.hr.mL-1	Mus musculus
CL	62.17	mL.min-1.kg-1	Mus musculus
Cmax	575.99	nM	Mus musculus
F	60.0	%	Mus musculus
T1/2	1.0	hr	Mus musculus
T1/2	1.0	hr	Homo sapiens
T1/2	4.7	hr	Mus musculus
T1/2	6.1	hr	Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Sigma intracellular receptor 2	Ki	=	47.0	nM	7.33	Displacement of [3H](+)-ditolylguanidine from human sigma 2 receptor transfected...	36692906
Sigma intracellular receptor 2	Ki	=	47.0	nM	7.33	Binding affinity to sigma2 receptor (unknown origin) assessed as inhibition cons...	37607512
Muscarinic acetylcholine receptor M3	Ki	=	219.0	nM	6.66	Binding affinity to M3 receptor (unknown origin) assessed as inhibition constant	36692906
Unchecked	IC50	=	300.0	nM	6.52	Cytotoxicity against HPDE cells measured after 72 hrs by MTT assay	36692906
5-hydroxytryptamine receptor 2B	Ki	=	427.0	nM	6.37	Binding affinity to 5-HT2B receptor (unknown origin) assessed as inhibition cons...	36692906
5-hydroxytryptamine receptor 2C	Ki	=	471.0	nM	6.33	Binding affinity to 5-HT2C receptor (unknown origin) assessed as inhibition cons...	36692906
Sigma non-opioid intracellular receptor 1	Ki	=	530.0	nM	6.28	Displacement of [3H](+)-pentazocine from human sigma 1 receptor transfected in h...	36692906
Sigma non-opioid intracellular receptor 1	Ki	=	530.0	nM	6.28	Binding affinity to sigma1 receptor (unknown origin) assessed as inhibition cons...	37607512
D(3) dopamine receptor	Ki	=	638.0	nM	6.2	Binding affinity to dopamine D3 receptor (unknown origin) assessed as inhibition...	36692906
5-hydroxytryptamine receptor 1B	Ki	=	646.0	nM	6.19	Binding affinity to 5-HT1B receptor (unknown origin) assessed as inhibition cons...	36692906
Muscarinic acetylcholine receptor M2	Ki	=	680.0	nM	6.17	Binding affinity to M2 receptor (unknown origin) assessed as inhibition constant	36692906
Kappa-type opioid receptor	Ki	=	1107.0	nM	5.96	Binding affinity to KOR receptor (unknown origin) assessed as inhibition constan...	36692906
Alpha-2B adrenergic receptor	Ki	=	1132.0	nM	5.95	Binding affinity to alpha2B receptor (unknown origin) assessed as inhibition con...	36692906
5-hydroxytryptamine receptor 5A	Ki	=	1176.0	nM	5.93	Binding affinity to 5-HT5A receptor (unknown origin) assessed as inhibition cons...	36692906
Histamine H3 receptor	Ki	=	1176.0	nM	5.93	Binding affinity to histamine H3 receptor (unknown origin) assessed as inhibitio...	36692906
MIA PaCa-2	IC50	=	1200.0	nM	5.92	Antiproliferative activity against human MIA PaCa-2 cells measured after 72 hrs ...	36692906
HEK293	IC50	=	1200.0	nM	5.92	Cytotoxicity against HEK293 cells measured after 72 hrs by MTT assay	36692906
5-hydroxytryptamine receptor 2A	Ki	=	1251.0	nM	5.9	Binding affinity to 5-HT2A receptor (unknown origin) assessed as inhibition cons...	36692906
D(1A) dopamine receptor	Ki	=	1443.0	nM	5.84	Binding affinity to dopamine D1 receptor (unknown origin) assessed as inhibition...	36692906
D(1B) dopamine receptor	Ki	=	1552.0	nM	5.81	Binding affinity to dopamine D5 receptor (unknown origin) assessed as inhibition...	36692906

Literature References

PubMed	DOI	Target Context	# Activities
36692906	10.1021/acs.jmedchem.2c01769	MIA PaCa-2	53
36692906	10.1021/acs.jmedchem.2c01769	HCT-116	33
36692906	10.1021/acs.jmedchem.2c01769	ADMET	18
36692906	10.1021/acs.jmedchem.2c01769	Unchecked	5
36692906	10.1021/acs.jmedchem.2c01769	Panc02	3
36692906	10.1021/acs.jmedchem.2c01769	PANC-1	2
36692906	10.1021/acs.jmedchem.2c01769	Histamine H2 receptor	1
36692906	10.1021/acs.jmedchem.2c01769	Alpha-2B adrenergic receptor	1
36692906	10.1021/acs.jmedchem.2c01769	Alpha-2A adrenergic receptor	1
36692906	10.1021/acs.jmedchem.2c01769	5-hydroxytryptamine receptor 5A	1
36692906	10.1021/acs.jmedchem.2c01769	5-hydroxytryptamine receptor 2A	1
36692906	10.1021/acs.jmedchem.2c01769	5-hydroxytryptamine receptor 2B	1
36692906	10.1021/acs.jmedchem.2c01769	5-hydroxytryptamine receptor 1B	1
36692906	10.1021/acs.jmedchem.2c01769	Histamine H3 receptor	1
36692906	10.1021/acs.jmedchem.2c01769	Muscarinic acetylcholine receptor M2	1
36692906	10.1021/acs.jmedchem.2c01769	Muscarinic acetylcholine receptor M1	1
37607512	10.1021/acs.jmedchem.3c01060	Sigma intracellular receptor 2	1
36692906	10.1021/acs.jmedchem.2c01769	D(3) dopamine receptor	1
36692906	10.1021/acs.jmedchem.2c01769	D(1A) dopamine receptor	1
36692906	10.1021/acs.jmedchem.2c01769	Sigma intracellular receptor 2	1

Data from ChEMBL 36 via Core Engine