Compound Detail

CHEMBL1929421

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C#CCN(C)Cc1cc2cc(OCCCC3CCN(Cc4ccccc4)CC3)ccc2n1C

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL1929421
Phase	Preclinical
Structure Type	MOL
InChI Key	ADCBAOTWERXLAP-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

443.6

MW (Da)

5.31

ALogP

HBA

HBD

20.6

PSA (Å²)

0.31

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C29H37N3O
MW	443.64
Aromatic Rings	3
Heavy Atoms	33
NP-Likeness	-1.00

Activity Summary

IC50 41 meas. best 9.57

Ki 7 meas. best 8.59

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Amine oxidase [flavin-containing] A CHEMBL1951	IC50	9.57	8.4083	0.3	6
Vesicular acetylcholine transporter CHEMBL2125	Ki	8.59	8.59	2.6	1
Sigma non-opioid intracellular receptor 1 CHEMBL287	Ki	8.55	8.55	2.8	1
Amine oxidase [flavin-containing] A CHEMBL3358	IC50	8.28	8.28	5.2	3
Amine oxidase [flavin-containing] B CHEMBL2993	Ki	7.96	7.96	11.0	1
Amine oxidase [flavin-containing] B CHEMBL2039	IC50	7.41	6.57	39.0	6
Amine oxidase [flavin-containing] B CHEMBL2993	IC50	7.37	6.62	43.0	4
Sigma intracellular receptor 2 CHEMBL4105864	Ki	7.3	7.3	50.3	1
Histamine H3 receptor CHEMBL264	Ki	7.08	7.08	84.2	2
Acetylcholinesterase CHEMBL4078	Ki	6.83	6.83	149.0	1
Acetylcholinesterase CHEMBL220	IC50	6.46	6.1033	350.0	6
Acetylcholinesterase CHEMBL4078	IC50	6.46	6.46	350.0	4
Beta-secretase 1 CHEMBL4822	IC50	6.34	6.34	460.0	1
Butyrylcholinesterase CHEMBL5077	IC50	6.34	6.34	460.0	1
Cholinesterase CHEMBL5763	IC50	6.34	6.34	460.0	3
Unchecked CHEMBL612545	IC50	6.34	6.34	460.0	1
Cholinesterase CHEMBL1914	IC50	5.77	5.694	1700.0	5

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Amine oxidase [flavin-containing] A	IC50	=	0.27	nM	9.57	Inhibition of recombinant human MAOA expressed in baculovirus infected BTI insec...	30744931
Amine oxidase [flavin-containing] A	IC50	=	0.3	nM	9.52	Inhibition of human MAOA	31401465
Vesicular acetylcholine transporter	Ki	=	2.58	nM	8.59	Displacement of (-)-[3H]vesamicol from rat VAChT expressed in rat PC12 cell memb...	29969030
Sigma non-opioid intracellular receptor 1	Ki	=	2.83	nM	8.55	Displacement of (+)-[3H]pentazocine from human sigma1 receptor expressed in HEK2...	29969030
Amine oxidase [flavin-containing] A	IC50	=	4.2	nM	8.38	Inhibition of human recombinant MAO-A using tyramine as substrate preincubated f...	24530494
Amine oxidase [flavin-containing] A	IC50	=	5.2	nM	8.28	Inhibition of rat liver mitochondrial MAOA using [14C]-5-HT as substrate preincu...	30243151
Amine oxidase [flavin-containing] A	IC50	=	5.2	nM	8.28	Inhibition of rat liver mitochondrial MAOA [14C]-5-HT as substrate preincubated ...	31103902
Amine oxidase [flavin-containing] A	IC50	=	5.2	nM	8.28	Inhibition of rat liver mitochondrial MAO-A using [14C]-5-hydroxytryptamine afte...	22023459
Amine oxidase [flavin-containing] A	IC50	=	5.44	nM	8.26	Inhibition of human MAO A	31864798
Amine oxidase [flavin-containing] B	Ki	=	11.0	nM	7.96	Non-competitive inhibition of rat liver mitochondrial MAO-B using phenylethylami...	22023459
Amine oxidase [flavin-containing] A	IC50	=	33.0	nM	7.48	Inhibition of recombinant human MAOA expressed in baculovirus infected BTI insec...	30744931
Amine oxidase [flavin-containing] B	IC50	=	39.0	nM	7.41	Inhibition of human recombinant MAO-B using tyramine as substrate preincubated f...	24530494
Amine oxidase [flavin-containing] B	IC50	=	43.0	nM	7.37	Inhibition of rat liver mitochondrial MAOB using [14C]-PEA as substrate preincub...	30243151
Amine oxidase [flavin-containing] B	IC50	=	43.0	nM	7.37	Inhibition of rat liver mitochondrial MAOB using [14C]-PEA as substrate preincub...	31103902
Amine oxidase [flavin-containing] B	IC50	=	43.0	nM	7.37	Inhibition of rat liver mitochondrial MAO-B using [14C]-phenylethylamine after 3...	22023459
Sigma intracellular receptor 2	Ki	=	50.3	nM	7.3	Displacement of [3H]DTG from sigma2 receptor in rat liver membranes after 60 min...	29969030
Amine oxidase [flavin-containing] A	IC50	=	58.2	nM	7.24	Inhibition of human MAO-A expressed in baculovirus infected BTI insect cells pre...	25418133
Histamine H3 receptor	Ki	=	84.2	nM	7.08	Displacement of [3H]-N-alpha-methylhistamine from human H3R expressed in HEK293 ...	30744931
Histamine H3 receptor	Ki	=	84.2	nM	7.08	Inhibition of human histamine H3 receptor	31401465
Amine oxidase [flavin-containing] B	IC50	=	120.0	nM	6.92	Inhibition of recombinant human MAOB expressed in baculovirus infected BTI insec...	30744931

Literature References

PubMed	DOI	Target Context	# Activities
22023459	10.1021/jm200853t	Amine oxidase [flavin-containing] A	6
22023459	10.1021/jm200853t	Amine oxidase [flavin-containing] B	6
22023459	10.1021/jm200853t	Acetylcholinesterase	4
29969030	10.1021/acs.jmedchem.8b00848	Mus musculus	4
22023459	10.1021/jm200853t	Unchecked	3
22023459	10.1021/jm200853t	Cholinesterase	3
30744931	10.1016/j.bmc.2019.01.025	Amine oxidase [flavin-containing] A	2
30744931	10.1016/j.bmc.2019.01.025	Amine oxidase [flavin-containing] B	2
31103902	10.1016/j.ejmech.2019.05.020	Acetylcholinesterase	2
25418133	10.1021/jm501501a	Unchecked	2
24530494	10.1016/j.ejmech.2013.12.028	Unchecked	2
24530494	10.1016/j.ejmech.2013.12.028	Amine oxidase [flavin-containing] A	1
25418133	10.1021/jm501501a	Cholinesterase	1
25418133	10.1021/jm501501a	Acetylcholinesterase	1
25418133	10.1021/jm501501a	Amine oxidase [flavin-containing] B	1
25418133	10.1021/jm501501a	Amine oxidase [flavin-containing] A	1
29969030	10.1021/acs.jmedchem.8b00848	Sigma non-opioid intracellular receptor 1	1
31864798	10.1016/j.bmcl.2019.126880	Cholinesterase	1
29969030	10.1021/acs.jmedchem.8b00848	Vesicular acetylcholine transporter	1
24530494	10.1016/j.ejmech.2013.12.028	Acetylcholinesterase	1

Data from ChEMBL 36 via Core Engine