Compound Detail

CHEMBL54727

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CN1CC[C@@]2(C)c3cc(OC(=O)Nc4ccccc4)ccc3N(C)C12

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL54727
Phase	Preclinical
Structure Type	MOL
InChI Key	PBHFNBQPZCRWQP-IJHRGXPZSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

337.4

MW (Da)

3.67

ALogP

HBA

HBD

44.8

PSA (Å²)

0.91

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula	C20H23N3O2
MW	337.42
Aromatic Rings	2
Heavy Atoms	25
NP-Likeness	0.38

Activity Summary

IC50 14 meas. best 7.66

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Acetylcholinesterase CHEMBL220	IC50	7.66	7.2943	22.0	7
Acetylcholinesterase CHEMBL3199	IC50	7.55	7.55	28.3	1
Cholinesterase CHEMBL1914	IC50	5.89	5.842	1300.0	5
Butyrylcholinesterase CHEMBL3403	IC50	4.52	4.52	30000.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
T1/2	8.0	hr	-

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Acetylcholinesterase	IC50	=	22.0	nM	7.66	Anticholinesterase activity against human erythrocyte AChE	16570913
Acetylcholinesterase	IC50	=	24.0	nM	7.62	Anticholinesterase activity against erythrocyte acetylcholinesterase (AChE) in h...	9632370
Acetylcholinesterase	IC50	=	24.0	nM	7.62	Inhibition of human acetylcholinesterase from erythrocytes (RBC)	9288171
Acetylcholinesterase	IC50	=	24.0	nM	7.62	Ability to inhibit acetylcholinesterase (AChE), freshly prepared from human eryt...	10346939
Acetylcholinesterase	IC50	=	24.0	nM	7.62	Inhibition of human whole RBC AChE pretreated for 30 mins by Ellman technique	20627738
Acetylcholinesterase	IC50	=	28.3	nM	7.55	Inhibition of AChE in Wistar rat brain homogenate using acetylthiocholine iodide...	22831800
Acetylcholinesterase	IC50	=	350.0	nM	6.46	Inhibitory activity against Acetylcholinesterase	8978837
Acetylcholinesterase	IC50	=	349.95	nM	6.46	Inhibition acetylcholinesterase (AChE) enzyme.	9435905
Cholinesterase	IC50	=	1300.0	nM	5.89	Anticholinesterase activity against plasma Butyrylcholinesterase (BChE) in human...	9632370
Cholinesterase	IC50	=	1300.0	nM	5.89	Inhibition of human Butyrylcholinesterase	9288171
Cholinesterase	IC50	=	1560.0	nM	5.81	Ability to inhibit butyrylcholinesterase (BChE), freshly prepared from human pla...	10346939
Cholinesterase	IC50	=	1560.0	nM	5.81	Anticholinesterase activity against human plasma BChE	16570913
Cholinesterase	IC50	=	1560.0	nM	5.81	Inhibition of human plasma BChE pretreated for 30 mins by Ellman technique	20627738
Butyrylcholinesterase	IC50	=	30000.0	nM	4.52	Inhibition of BuChE in Wistar rat plasma using acetylthiocholine iodide as subst...	22831800

Literature References

PubMed	DOI	Target Context	# Activities
22831800	10.1016/j.bmc.2012.06.048	Butyrylcholinesterase	2
22831800	10.1016/j.bmc.2012.06.048	Acetylcholinesterase	2
10346939	10.1021/jm980459s	Cholinesterases; ACHE & BCHE	1
22831800	10.1016/j.bmc.2012.06.048	Unchecked	1
20627738	10.1016/j.bmc.2010.05.022	Cholinesterases; ACHE & BCHE	1
20627738	10.1016/j.bmc.2010.05.022	Cholinesterase	1
20627738	10.1016/j.bmc.2010.05.022	Acetylcholinesterase	1
16570913	10.1021/jm050578p	Cholinesterases; ACHE & BCHE	1
16570913	10.1021/jm050578p	Cholinesterase	1
16570913	10.1021/jm050578p	Acetylcholinesterase	1
9632370	10.1021/jm9800494	Acetylcholinesterase	1
10346939	10.1021/jm980459s	Cholinesterase	1
10346939	10.1021/jm980459s	Acetylcholinesterase	1
9435905	10.1021/jm970488n	Acetylcholinesterase	1
9288171	10.1021/jm970210v	ADMET	1
9288171	10.1021/jm970210v	Cholinesterase	1
9288171	10.1021/jm970210v	Acetylcholinesterase	1
8978837	10.1021/jm950771r	Acetylcholinesterase	1
9632370	10.1021/jm9800494	Cholinesterase	1

Data from ChEMBL 36 via Core Engine