Compound Detail

CHEMBL3818089

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COc1cc(/C=C/C(=O)NCCC2CCN(Cc3ccccc3)CC2)ccc1O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL3818089
Phase	Preclinical
Structure Type	MOL
InChI Key	MDBSJGXOQHYGEI-CSKARUKUSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

394.5

MW (Da)

3.83

ALogP

HBA

HBD

61.8

PSA (Å²)

0.67

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C24H30N2O3
MW	394.52
Aromatic Rings	2
Heavy Atoms	29
NP-Likeness	-0.38

Activity Summary

IC50 12 meas. best 7.12

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Cholinesterase CHEMBL1914	IC50	7.12	6.535	76.0	2
Acetylcholinesterase CHEMBL220	IC50	6.41	6.275	390.0	2
Acetylcholinesterase CHEMBL4078	IC50	6.19	6.19	650.0	2
Cholinesterase CHEMBL5763	IC50	5.91	5.91	1220.0	2
Amine oxidase [flavin-containing] A CHEMBL1951	IC50	4.94	4.94	11400.0	1
Amine oxidase [flavin-containing] B CHEMBL2039	IC50	4.88	4.88	13100.0	1
No relevant target CHEMBL2362975	IC50	4.47	4.47	34100.0	2

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Cholinesterase	IC50	=	76.0	nM	7.12	Inhibition of human serum BuChE using butyrylthiocholine as substrate preincubat...	27267007
Acetylcholinesterase	IC50	=	390.0	nM	6.41	Inhibition of human recombinant AChE using acetylthiocholine iodide as substrate...	27267007
Acetylcholinesterase	IC50	=	651.0	nM	6.19	Inhibition of electric eel acetylcholinesterase preincubated for 5 mins followed...	-
Acetylcholinesterase	IC50	=	650.0	nM	6.19	Inhibition of electric eel AChE preincubated for 5 mins followed by substrate ad...	33662757
Acetylcholinesterase	IC50	=	729.0	nM	6.14	Inhibition of human erythrocytes acetylcholinesterase preincubated for 5 mins fo...	-
Cholinesterase	IC50	=	1120.0	nM	5.95	Inhibition of human serum butyrylcholinesterase preincubated for 5 mins followed...	-
Cholinesterase	IC50	=	1220.0	nM	5.91	Inhibition of equine serum butyrylcholinesterase preincubated for 5 mins followe...	-
Cholinesterase	IC50	=	1220.0	nM	5.91	Inhibition of equine serum BuChE preincubated for 5 mins followed by substrate a...	33662757
Amine oxidase [flavin-containing] A	IC50	=	11400.0	nM	4.94	Inhibition of human recombinant MAOA using p-tyramine as substrate incubated for...	27267007
Amine oxidase [flavin-containing] B	IC50	=	13100.0	nM	4.88	Inhibition of human recombinant MAOB using p-tyramine as substrate incubated for...	27267007
No relevant target	IC50	=	34100.0	nM	4.47	Antioxidant activity assessed as DPPH radical scavenging activity incubated in d...	-
No relevant target	IC50	=	34100.0	nM	4.47	Antioxidant activity assessed as DPPH radical scavenging activity incubated for ...	33662757

Literature References

PubMed	DOI	Target Context	# Activities
-	10.1039/C6MD00053C	Acetylcholinesterase	2
-	10.1039/C6MD00053C	Cholinesterase	2
-	10.1039/C6MD00053C	Unchecked	2
-	10.1039/C6MD00053C	No relevant target	2
-	10.1039/C6MD00053C	ADMET	2
33662757	10.1016/j.ejmech.2021.113278	No relevant target	2
-	10.1039/C6MD00053C	NON-PROTEIN TARGET	1
27267007	10.1016/j.ejmech.2016.05.055	Cholinesterase	1
27267007	10.1016/j.ejmech.2016.05.055	Acetylcholinesterase	1
27267007	10.1016/j.ejmech.2016.05.055	Amine oxidase [flavin-containing] A	1
27267007	10.1016/j.ejmech.2016.05.055	Amine oxidase [flavin-containing] B	1
27267007	10.1016/j.ejmech.2016.05.055	No relevant target	1
27267007	10.1016/j.ejmech.2016.05.055	SH-SY5Y	1
27267007	10.1016/j.ejmech.2016.05.055	NON-PROTEIN TARGET	1
33662757	10.1016/j.ejmech.2021.113278	Acetylcholinesterase	1
33662757	10.1016/j.ejmech.2021.113278	Cholinesterase	1

Data from ChEMBL 36 via Core Engine