Compound Detail

CHEMBL32823

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c1ccc2c(NCCCCCCCNc3c4c(nc5ccccc35)CCCC4)c3c(nc2c1)CCCC3

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL32823
Phase	Preclinical
Structure Type	MOL
InChI Key	ITZOKHKOFJOBFS-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

492.7

MW (Da)

8.02

ALogP

HBA

HBD

49.8

PSA (Å²)

0.22

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C33H40N4
MW	492.71
Aromatic Rings	4
Heavy Atoms	37
NP-Likeness	-0.42

Activity Summary

IC50 51 meas. best 10.48

Ki 9 meas. best 9.79

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Acetylcholinesterase CHEMBL4078	IC50	10.48	9.6633	0.0	3
Cholinesterase CHEMBL1914	Ki	9.79	9.79	0.2	1
Acetylcholinesterase CHEMBL220	IC50	9.7	9.1363	0.2	8
Acetylcholinesterase CHEMBL3199	IC50	9.7	8.983	0.2	10
Cholinesterase CHEMBL5763	IC50	9.14	8.5033	0.7	3
Acetylcholinesterase CHEMBL4768	Ki	8.89	8.89	1.3	4
Acetylcholinesterase CHEMBL3198	IC50	8.72	8.72	1.9	1
Cholinesterase CHEMBL5763	Ki	8.7	8.7	2.0	1
Butyrylcholinesterase CHEMBL5077	Ki	8.7	8.7	2.0	3
Cholinesterase CHEMBL1914	IC50	8.25	7.9133	5.7	6
Cholinesterase CHEMBL2528	IC50	8.04	8.04	9.1	1
Butyrylcholinesterase CHEMBL5077	IC50	8.0	8.0	10.0	1
Plasmodium falciparum CHEMBL364	IC50	7.16	6.91	70.0	2
Butyrylcholinesterase CHEMBL3403	IC50	6.83	6.746	149.0	5
Trypanosoma brucei brucei CHEMBL612851	IC50	6.8	6.515	160.0	2
J774.1 CHEMBL4296442	IC50	5.72	5.72	1900.0	1
ADMET CHEMBL612558	IC50	5.72	5.72	1900.0	1
Nitric oxide synthase 3 CHEMBL1075230	IC50	5.54	5.54	2900.0	1
GABA-A receptor; anion channel CHEMBL2093872	IC50	5.22	5.22	6000.0	1
Beta-secretase 1 CHEMBL4822	IC50	5.12	5.12	7500.0	3
Amyloid-beta precursor protein CHEMBL2487	IC50	5.08	5.08	8400.0	1
Unchecked CHEMBL612545	IC50	4.38	4.38	41700.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Acetylcholinesterase	IC50	=	0.03311	nM	10.48	Inhibition of electric eel AChE using acetylthiocholine iodide as substrate pret...	30108847
Cholinesterase	Ki	=	0.163	nM	9.79	Competitive inhibition of recombinant human BChE using butyrylthiocholine iodide...	29227101
Acetylcholinesterase	IC50	=	0.17	nM	9.77	Inhibition of electric eel AChE using acetylthiocholine chloride as substrate pr...	24220172
Acetylcholinesterase	IC50	=	0.2	nM	9.7	Concentration that causes 50% inhibition of Acetylcholinesterase (AChE) using ra...	12014965
Acetylcholinesterase	IC50	=	0.2	nM	9.7	Inhibition of AChE	20053484
Acetylcholinesterase	IC50	=	0.4	nM	9.4	Inhibition of rat cortex AChE using acetylthiocholine iodide as substrate measur...	28371641
Acetylcholinesterase	IC50	=	0.4	nM	9.4	Inhibition of rat brain Acetylcholinesterase using acetylthiocholine as substrat...	30744931
Acetylcholinesterase	IC50	=	0.4	nM	9.4	Inhibition of AChE in rat brain cortex using acetylthiocholine iodide as substra...	35124202
Acetylcholinesterase	IC50	=	0.4	nM	9.4	Inhibition of AChE (unknown origin)	23466605
Acetylcholinesterase	IC50	=	0.59	nM	9.23	Inhibitory concentration against human acetylcholinesterase	15887964
Cholinesterase	IC50	=	0.7244	nM	9.14	Inhibition of equine serum BChE using butyrylthiocholine iodide as substrate pre...	30108847
Acetylcholinesterase	IC50	=	0.81	nM	9.09	Inhibition of human recombinant AChE using acetylthiocholine iodide as substrate...	31376562
Acetylcholinesterase	IC50	=	0.81	nM	9.09	Inhibition of human serum recombinant AChE using acetylthiocholine iodide as sub...	21798635
Acetylcholinesterase	IC50	=	0.81	nM	9.09	Inhibition of human serum recombinant AChE by Ellman's method	18047264
Acetylcholinesterase	IC50	=	0.81	nM	9.09	Inhibition of human AChE	28728108
Acetylcholinesterase	Ki	=	1.3	nM	8.89	Inhibition of acetylcholinesterase (AChE) of fetal bovine serum (FBS)	11425559
Acetylcholinesterase	Ki	=	1.3	nM	8.89	Inhibition of fetal bovine serum AChE	18479118
Acetylcholinesterase	Ki	=	1.3	nM	8.89	Dissociation constant for inhibition of fetal bovine serum Acetylcholinesterase	15771436
Acetylcholinesterase	Ki	=	1.3	nM	8.89	Inhibition of fetal Bovine serum AChE	12502352
Acetylcholinesterase	IC50	=	1.5	nM	8.82	Inhibition of rat brain AChE	16942022

Literature References

PubMed	DOI	Target Context	# Activities
28698054	10.1016/j.bmc.2017.06.051	Trypanothione reductase	5
29227101	10.1021/acs.jmedchem.7b01086	Cholinesterase	3
28698054	10.1016/j.bmc.2017.06.051	Unchecked	3
18047264	10.1021/jm701225u	Unchecked	2
28698054	10.1016/j.bmc.2017.06.051	Trypanosoma brucei brucei	2
11425559	10.1016/s0960-894x(01)00294-3	Butyrylcholinesterase	2
16870429	10.1016/j.bmcl.2006.07.025	Mycobacterium tuberculosis	2
18479118	10.1021/jm701253t	Acetylcholinesterase	2
27316542	10.1016/j.bmc.2016.06.003	Unchecked	2
30108847	10.1039/C7MD00149E	Cholinesterase	2
27316542	10.1016/j.bmc.2016.06.003	Plasmodium falciparum	2
30108847	10.1039/C7MD00149E	Acetylcholinesterase	2
28698054	10.1016/j.bmc.2017.06.051	Rhodesain	2
21798635	10.1016/j.ejmech.2011.07.004	Acetylcholinesterase	2
10476864	10.1016/s0960-894x(99)00396-0	Acetylcholinesterase and butyrylcholinesterase (AChE and BChE)	1
35124202	10.1016/j.bmcl.2022.128602	Acetylcholinesterase	1
15771436	10.1021/jm049510k	Butyrylcholinesterase	1
15771436	10.1021/jm049510k	Acetylcholinesterase	1
12014965	10.1021/jm010308g	Acetylcholinesterase	1
10780899	10.1021/jm9904349	GABA-A receptor; anion channel	1

Data from ChEMBL 36 via Core Engine