Compound Detail

CHEMBL55934

NAPHTHOQUINONE

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O=C1C=CC(=O)c2ccccc21

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL55934
Name	NAPHTHOQUINONE
Phase	Preclinical
Structure Type	MOL
InChI Key	FRASJONUBLZVQX-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

158.2

MW (Da)

1.62

ALogP

HBA

HBD

34.1

PSA (Å²)

0.57

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	C10H6O2
MW	158.16
Aromatic Rings	1
Heavy Atoms	12
NP-Likeness	0.49

Activity Summary

IC50 24 meas. best 6.89

Ki 2 meas. best 5.82

EC50 1 meas. best 6.9

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Rattus norvegicus CHEMBL376	EC50	6.9	6.9	127.0	1
Unchecked CHEMBL612545	IC50	6.89	6.89	129.8	1
Dual specificity mitogen-activated protein kinase kinase 1 CHEMBL3587	IC50	6.42	6.42	380.0	1
Indoleamine 2,3-dioxygenase 1 CHEMBL4685	IC50	6.34	6.1133	460.0	3
Amine oxidase [flavin-containing] B CHEMBL2039	Ki	5.82	5.82	1500.0	1
Histone-lysine N-methyltransferase EHMT2 CHEMBL6032	IC50	5.7	5.7	2000.0	1
A2780 CHEMBL614004	IC50	5.64	5.64	2300.0	1
AGS CHEMBL613860	IC50	5.6	5.6	2500.0	1
M-phase inducer phosphatase 2 CHEMBL4804	IC50	5.56	5.56	2760.0	1
MDA-MB-231 CHEMBL400	IC50	5.35	5.35	4480.0	1
Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 CHEMBL2288	IC50	5.3	5.3	5000.0	1
Amine oxidase [flavin-containing] A CHEMBL1951	Ki	5.11	5.11	7700.0	1
Dual specificity protein phosphatase 1 CHEMBL5623	IC50	5.07	5.07	8450.0	1
DU-145 CHEMBL613508	IC50	4.96	4.96	10890.0	1
RAC-alpha serine/threonine-protein kinase CHEMBL4282	IC50	4.96	4.96	10980.0	1
HT-29 CHEMBL384	IC50	4.89	4.89	12760.0	1
Histone-lysine N-methyltransferase EHMT1 CHEMBL6031	IC50	4.85	4.85	14000.0	1
Alpha-synuclein CHEMBL6152	IC50	4.82	4.82	15000.0	1
HepG2 CHEMBL395	IC50	4.8	4.8	15890.0	1
SK-OV-3 CHEMBL614925	IC50	4.79	4.79	16270.0	1
HCT-116 CHEMBL394	IC50	4.77	4.77	17080.0	1
MCF7 CHEMBL387	IC50	4.77	4.77	16920.0	1
Dual specificity protein phosphatase 6 CHEMBL5511	IC50	4.7	4.7	19800.0	1
Human rhinovirus A protease CHEMBL2857	IC50	4.68	4.68	21000.0	1
Papain CHEMBL4779	IC50	4.54	4.54	29000.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Rattus norvegicus	EC50	=	127.0	nM	6.9	Inhibitory activity on acetylcholine-induced vasorelaxation of phenylephrine-pre...	10498190
Unchecked	IC50	=	129.77	nM	6.89	Inhibition of SARS-CoV-2 main protease	34438124
Dual specificity mitogen-activated protein kinase kinase 1	IC50	=	380.0	nM	6.42	Inhibition of MEK1	18077363
Indoleamine 2,3-dioxygenase 1	IC50	=	460.0	nM	6.34	Inhibition of recombinant human IDO1 expressed in bacterial expression system us...	28011425
Indoleamine 2,3-dioxygenase 1	IC50	=	990.0	nM	6.0	Inhibition of purified human recombinant IDO	18318466
Indoleamine 2,3-dioxygenase 1	IC50	=	990.0	nM	6.0	Inhibition of 2,3 dioxygenase	20580138
Amine oxidase [flavin-containing] B	Ki	=	1500.0	nM	5.82	Competitive inhibition of human recombinant MAO-B expressed in baculovirus infec...	22071524
Histone-lysine N-methyltransferase EHMT2	IC50	=	2000.0	nM	5.7	Inhibition of wild type recombinant human histone lysine methyltransferase G9a (...	29519735
A2780	IC50	=	2300.0	nM	5.64	Antiproliferative activity against human A2780 cells after 2 days by alamar-blue...	19028102
AGS	IC50	=	2500.0	nM	5.6	Cytotoxicity against human AGS cells incubated for 24 hrs by MTS assay	38458106
M-phase inducer phosphatase 2	IC50	=	2760.0	nM	5.56	Inhibition of histidine-tagged human recombinant Cdc25B catalytic domain express...	19028102
MDA-MB-231	IC50	=	4480.0	nM	5.35	Cytotoxicity against human MDA-MB-231 cells assessed as growth inhibition after ...	23791367
Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	IC50	=	5000.0	nM	5.3	Inhibition of human recombinant Pin1 using Suc-AEPF-NH-Np as substrate by alpha-...	33246256
Amine oxidase [flavin-containing] A	Ki	=	7700.0	nM	5.11	Noncompetitive inhibition of human recombinant MAO-A expressed in baculovirus in...	22071524
Dual specificity protein phosphatase 1	IC50	=	8450.0	nM	5.07	Inhibition of histidine-tagged mouse MKP1 catalytic domain expressed in human He...	19028102
RAC-alpha serine/threonine-protein kinase	IC50	=	10980.0	nM	4.96	Inhibition of recombinant AKT1 (unknown origin) using serine/threonine 06 peptid...	24321345
DU-145	IC50	=	10890.0	nM	4.96	Cytotoxicity against human DU145 cells assessed as growth inhibition after 72 hr...	23791367
HT-29	IC50	=	12760.0	nM	4.89	Cytotoxicity against human HT-29 cells assessed as growth inhibition after 72 hr...	23791367
Histone-lysine N-methyltransferase EHMT1	IC50	=	14000.0	nM	4.85	Inhibition of wild type recombinant human histone lysine methyltransferase GLP (...	29519735
Alpha-synuclein	IC50	=	15000.0	nM	4.82	Inhibition of wild type human alpha-synuclein fibrillization expressed in Escher...	30743095

Literature References

PubMed	DOI	Target Context	# Activities
27178385	10.1016/j.bmc.2016.04.063	M-phase inducer phosphatase 1	7
29519735	10.1016/j.bmcl.2018.02.043	Histone-lysine N-methyltransferase EHMT2	4
2558164	10.1021/np50065a012	Raji	4
2558164	10.1021/np50065a012	Unchecked	4
17888665	10.1016/j.bmc.2007.08.064	Unchecked	4
17416528	10.1016/j.bmc.2007.03.071	Urease	4
28011425	10.1016/j.ejmech.2016.12.029	Indoleamine 2,3-dioxygenase 1	4
29519735	10.1016/j.bmcl.2018.02.043	Histone-lysine N-methyltransferase EHMT1	4
22071524	10.1016/j.bmc.2011.10.049	Amine oxidase [flavin-containing] B	4
22071524	10.1016/j.bmc.2011.10.049	Amine oxidase [flavin-containing] A	3
11720861	10.1016/s0960-894x(01)00648-5	Papain	2
23327468	10.1021/jm301485d	HT-22	2
38522112	10.1016/j.ejmech.2024.116338	ADMET	2
8576915	10.1021/jm9405147	No relevant target	2
17888665	10.1016/j.bmc.2007.08.064	Mycobacterium tuberculosis	2
16699520	10.1038/nchembio791	Caspase-3	2
10498190	10.1016/s0960-894x(99)00411-4	Rattus norvegicus	2
6834390	10.1021/jm00358a021	No relevant target	2
24984937	10.1016/j.bmc.2014.06.004	No relevant target	2
6834390	10.1021/jm00358a021	Mus musculus	2

Data from ChEMBL 36 via Core Engine