Compound Detail

CHEMBL8320

BENZOQUINONE

Enter ChEMBL ID:

Free Research Context This compound will appear in recent viewed items on the research home for this browser.

O=C1C=CC(=O)C=C1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL8320
Name	BENZOQUINONE
Phase	Preclinical
Structure Type	MOL
InChI Key	AZQWKYJCGOJGHM-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

108.1

MW (Da)

0.25

ALogP

HBA

HBD

34.1

PSA (Å²)

0.42

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	C6H4O2
MW	108.10
Aromatic Rings	0
Heavy Atoms	8
NP-Likeness	0.59

Activity Summary

IC50 13 meas. best 5.59

Ki 4 meas. best 6.02

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Acetylcholinesterase CHEMBL220	Ki	6.02	6.02	955.0	1
Cholinesterase CHEMBL1914	Ki	5.69	5.69	2050.0	1
MCF7 CHEMBL387	IC50	5.59	5.59	2570.0	1
Caspase-1 CHEMBL4801	IC50	5.52	5.52	3000.0	1
Amine oxidase [flavin-containing] A CHEMBL1951	IC50	5.32	5.32	4820.0	1
A2780 CHEMBL614004	IC50	5.11	5.11	7800.0	1
Dihydroorotate dehydrogenase (quinone), mitochondrial CHEMBL4523950	IC50	5.06	5.06	8800.0	1
Amine oxidase [flavin-containing] A CHEMBL1951	Ki	5.02	5.02	9620.0	1
Amine oxidase [flavin-containing] B CHEMBL2039	IC50	4.99	4.99	10200.0	1
P388 CHEMBL389	IC50	4.96	4.96	11100.0	1
E3 ubiquitin-protein ligase Mdm2 CHEMBL5023	IC50	4.86	4.86	13900.0	1
Amine oxidase [flavin-containing] B CHEMBL2039	Ki	4.69	4.69	20300.0	1
Dihydroorotate dehydrogenase (quinone), mitochondrial CHEMBL1966	IC50	4.47	4.47	34000.0	1
DNA dC->dU-editing enzyme APOBEC-3G CHEMBL1741217	IC50	4.44	4.44	36100.0	1
SK-MEL-28 CHEMBL614919	IC50	4.33	4.33	46200.0	1
A549 CHEMBL392	IC50	4.33	4.33	46200.0	1
HT-29 CHEMBL384	IC50	4.33	4.33	46200.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Acetylcholinesterase	Ki	=	955.0	nM	6.02	Inhibition constant against human Acetylcholinesterase (hAcChE) using acetylthio...	15828829
Cholinesterase	Ki	=	2050.0	nM	5.69	Inhibition constant against human Butyrylcholinesterase (hBuChE) using butyrylth...	15828829
MCF7	IC50	=	2570.0	nM	5.59	Antiproliferative activity against human MCF7 cells assessed as growth inhibitio...	25075762
Caspase-1	IC50	=	3000.0	nM	5.52	Inhibitory activity against IL-1 beta converting enzyme was evaluated.	9873452
Amine oxidase [flavin-containing] A	IC50	=	4820.0	nM	5.32	Inhibition of recombinant human MAO-A expressed in baculovirus infected BTI inse...	28456030
A2780	IC50	=	7800.0	nM	5.11	Antiproliferative activity against human A2780 cells after 2 days by alamar-blue...	19028102
Dihydroorotate dehydrogenase (quinone), mitochondrial	IC50	=	8800.0	nM	5.06	Inhibition of Schistosoma mansoni DHODH using DHO as substrate measured at 4 sec...	30776695
Amine oxidase [flavin-containing] A	Ki	=	9620.0	nM	5.02	Competitive inhibition of human brain mitochondria MAO-A using kynuramine as sub...	28456030
Amine oxidase [flavin-containing] B	IC50	=	10200.0	nM	4.99	Inhibition of recombinant human MAO-B expressed in baculovirus infected BTI inse...	28456030
P388	IC50	=	11100.0	nM	4.96	Cytotoxicity was measured against neoplastic cultured P-388 cells of murine leuk...	-
E3 ubiquitin-protein ligase Mdm2	IC50	=	13900.0	nM	4.86	Inhibition of biotin-labelled p53 binding to MDM2 (25 to 109 residues) (unknown ...	28400230
Amine oxidase [flavin-containing] B	Ki	=	20300.0	nM	4.69	Non-competitive inhibition of human brain mitochondria MAO-B using kynuramine as...	28456030
Dihydroorotate dehydrogenase (quinone), mitochondrial	IC50	=	34000.0	nM	4.47	Inhibition of human DHODH using DHO as substrate measured at 4 secs interval for...	30776695
DNA dC->dU-editing enzyme APOBEC-3G	IC50	=	36100.0	nM	4.44	PUBCHEM_BIOASSAY: Dose Response confirmation of small molecule APOBEC3G DNA Deam...	-
SK-MEL-28	IC50	=	46200.0	nM	4.33	Cytotoxicity was measured against neoplastic cultured MEL-28 cells of malign hum...	-
HT-29	IC50	=	46200.0	nM	4.33	Cytotoxicity was measured against neoplastic cultured HT-29 cells of human colon...	-
A549	IC50	=	46200.0	nM	4.33	Cytotoxicity was measured against neoplastic cultured A-549 cells of human lung ...	-

Literature References

PubMed	DOI	Target Context	# Activities
6408258	10.1021/jm00361a016	Thymidylate synthase	9
35729801	10.1021/acs.jmedchem.2c00399	ADMET	8
24984937	10.1016/j.bmc.2014.06.004	Botulinum neurotoxin type A	4
28456030	10.1016/j.ejmech.2017.04.055	Amine oxidase [flavin-containing] A	4
30776695	10.1016/j.ejmech.2019.02.018	Dihydroorotate dehydrogenase (quinone), mitochondrial	4
18461966	10.1021/jf800331r	Coptotermes formosanus	4
28456030	10.1016/j.ejmech.2017.04.055	Amine oxidase [flavin-containing] B	4
35729801	10.1021/acs.jmedchem.2c00399	Unchecked	3
-	10.1016/j.cropro.2011.09.009	Trichoplusia ni	2
23163769	10.1021/jf303584r	Erwinia amylovora	2
35729801	10.1021/acs.jmedchem.2c00399	HT-22	2
8576915	10.1021/jm9405147	No relevant target	2
25075762	10.1021/np5002048	MCF7	2
15828829	10.1021/jm049011j	Liver carboxylesterase 1	2
24984937	10.1016/j.bmc.2014.06.004	No relevant target	2
15828829	10.1021/jm049011j	Acetylcholinesterase	1
18318466	10.1021/jm7014155	Indoleamine 2,3-dioxygenase 1	1
15828829	10.1021/jm049011j	Cholinesterase	1
-	10.1016/0960-894X(96)00326-5	SK-MEL-28	1
-	10.1016/0960-894X(96)00326-5	HT-29	1

Data from ChEMBL 36 via Core Engine