Compound Detail

CHEMBL106562

2-Methoxy-1,4-naphthoquinone

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COC1=CC(=O)c2ccccc2C1=O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL106562
Name	2-Methoxy-1,4-naphthoquinone
Phase	Preclinical
Structure Type	MOL
InChI Key	OBGBGHKYJAOXRR-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

188.2

MW (Da)

1.60

ALogP

HBA

HBD

43.4

PSA (Å²)

0.67

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	C11H8O3
MW	188.18
Aromatic Rings	1
Heavy Atoms	14
NP-Likeness	1.31

Activity Summary

IC50 23 meas. best 6.14

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Indoleamine 2,3-dioxygenase 1 CHEMBL4685	IC50	6.14	6.14	720.0	1
M-phase inducer phosphatase 1 CHEMBL3775	IC50	5.64	5.64	2300.0	1
Carbonic anhydrase 2 CHEMBL6068	IC50	5.64	5.64	2300.0	1
Trypanosoma cruzi CHEMBL368	IC50	5.5	5.5	3190.0	1
SMMC-7721 CHEMBL613831	IC50	5.37	5.37	4300.0	1
MONO-MAC-6 CHEMBL2366062	IC50	5.32	5.32	4800.0	1
MRC5 CHEMBL614181	IC50	5.28	5.28	5200.0	1
MCF7 CHEMBL387	IC50	5.21	5.21	6100.0	1
HL-60 CHEMBL383	IC50	5.15	5.15	7100.0	1
MDA-MB-231 CHEMBL400	IC50	5.12	5.12	7500.0	1
U-937 CHEMBL612794	IC50	4.86	4.86	13900.0	1
Unchecked CHEMBL612545	IC50	4.8	4.72	16000.0	2
A549 CHEMBL392	IC50	4.79	4.79	16400.0	1
Jurkat CHEMBL397	IC50	4.79	4.79	16100.0	1
THP-1 CHEMBL614245	IC50	4.78	4.78	16600.0	1
KB CHEMBL398	IC50	4.76	4.76	17320.0	1
Human rhinovirus A protease CHEMBL2857	IC50	4.58	4.58	26000.0	1
HeLa CHEMBL399	IC50	4.53	4.53	29810.0	1
PBMC CHEMBL613107	IC50	4.53	4.53	29800.0	1
SW982 CHEMBL2366238	IC50	4.53	4.53	29800.0	1
LS174T CHEMBL614097	IC50	4.47	4.47	33700.0	1
M-phase inducer phosphatase 2 CHEMBL4804	IC50	4.33	4.33	46800.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Indoleamine 2,3-dioxygenase 1	IC50	=	720.0	nM	6.14	Inhibition of purified human recombinant IDO	18318466
Carbonic anhydrase 2	IC50	=	2300.0	nM	5.64	Inhibition of recombinant Mycobacterium tuberculosis N-terminal Hi-tagged Rv3588...	30108843
M-phase inducer phosphatase 1	IC50	=	2300.0	nM	5.64	Inhibition of recombinant Cdc25A (unknown origin) using OMFP as substrate measur...	31563013
Trypanosoma cruzi	IC50	=	3190.0	nM	5.5	Antitrypanosomal activity against Trypanosoma cruzi Y epimastigotes after 72 hrs...	22795899
SMMC-7721	IC50	=	4300.0	nM	5.37	Cytotoxicity against human SMMC7721 cells after 48 hrs by SRB assay	21973054
MONO-MAC-6	IC50	=	4800.0	nM	5.32	Cytotoxicity against human MONO-MAC-6 cells assessed as reduction in cell viabil...	31563013
MRC5	IC50	=	5200.0	nM	5.28	Cytotoxicity against human MRC5 cells assessed as cell growth inhibition after 4...	26638044
MCF7	IC50	=	6100.0	nM	5.21	Cytotoxicity against human MCF7 cells assessed as reduction in cell viability in...	31563013
HL-60	IC50	=	7100.0	nM	5.15	Cytotoxicity against human HL60 cells assessed as reduction in cell viability in...	31563013
MDA-MB-231	IC50	=	7500.0	nM	5.12	Antiproliferative activity against human MDA-MB-231 cells assessed as inhibition...	38458106
U-937	IC50	=	13900.0	nM	4.86	Cytotoxicity against human U937 cells assessed as reduction in cell viability in...	31563013
Unchecked	IC50	=	16000.0	nM	4.8	PUBCHEM_BIOASSAY: High Throughput Screening Assay used to Identify Novel Compoun...	-
Jurkat	IC50	=	16100.0	nM	4.79	Cytotoxicity against human Jurkat cells assessed as reduction in cell viability ...	31563013
A549	IC50	=	16400.0	nM	4.79	Cytotoxicity against human A549 cells assessed as reduction in cell viability in...	31563013
THP-1	IC50	=	16600.0	nM	4.78	Cytotoxicity against human THP1 cells assessed as reduction in cell viability in...	31563013
KB	IC50	=	17320.0	nM	4.76	Cytotoxicity against human KB cells	33766765
Unchecked	IC50	=	22820.0	nM	4.64	PUBCHEM_BIOASSAY: A High Throughput Confirmatory Assay used to Identify Novel Co...	-
Human rhinovirus A protease	IC50	=	26000.0	nM	4.58	Inhibitory activity against HRV 3Cpro using HPLC assay	11720861
SW982	IC50	=	29800.0	nM	4.53	Cytotoxicity against human SW982 cells assessed as reduction in cell viability i...	31563013
PBMC	IC50	=	29800.0	nM	4.53	Cytotoxicity against human PBMC cells assessed as reduction in cell viability in...	31563013

Literature References

PubMed	DOI	Target Context	# Activities
30108843	10.1039/C7MD00090A	Carbonic anhydrase 2	4
-	10.1016/j.cropro.2011.09.009	Trichoplusia ni	3
6834390	10.1021/jm00358a021	Mus musculus	2
30108843	10.1039/C7MD00090A	Beta-carbonic anhydrase 1	2
30852084	10.1016/j.bmcl.2019.02.028	GroEL/GroES	2
22795899	10.1016/j.bmc.2012.06.027	Trypanosoma cruzi	2
15633998	10.1021/jm049153d	LNCaP	2
6834390	10.1021/jm00358a021	No relevant target	2
6834390	10.1021/jm00358a021	Unchecked	2
18318466	10.1021/jm7014155	Indoleamine 2,3-dioxygenase 1	1
9748380	10.1021/np9704718	Mus musculus	1
21973054	10.1021/np2002918	A549	1
21973054	10.1021/np2002918	HeLa	1
21973054	10.1021/np2002918	SMMC-7721	1
21973054	10.1021/np2002918	Staphylococcus aureus	1
21973054	10.1021/np2002918	Candida albicans	1
22795899	10.1016/j.bmc.2012.06.027	Vero	1
11720861	10.1016/s0960-894x(01)00648-5	Papain	1
26638044	10.1016/j.ejmech.2015.11.020	Plasmodium falciparum	1
38458106	10.1016/j.ejmech.2024.116249	MDA-MB-231	1

Data from ChEMBL 36 via Core Engine