Compound Detail

CHEMBL374632

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CCN(CC)c1ccc2cc(-c3nc4ccccc4[nH]3)c(=O)oc2c1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL374632
Phase	Preclinical
Structure Type	MOL
InChI Key	GOLORTLGFDVFDW-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

333.4

MW (Da)

4.18

ALogP

HBA

HBD

62.1

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	C20H19N3O2
MW	333.39
Aromatic Rings	4
Heavy Atoms	25
NP-Likeness	-0.90

Activity Summary

IC50 19 meas. best 6.92

EC50 2 meas. best 6.55

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Luciferin 4-monooxygenase CHEMBL5567	IC50	6.92	6.242	120.0	5
Human immunodeficiency virus 1 CHEMBL378	IC50	6.62	6.62	240.0	1
Unchecked CHEMBL612545	EC50	6.55	6.55	281.0	1
SARS-CoV-2 CHEMBL4303835	IC50	6.44	6.44	360.0	2
Beta-lactamase CHEMBL1293260	IC50	6.15	6.15	709.1	1
Nucleic Acid CHEMBL345	EC50	5.97	5.97	1060.0	1
Protein-tyrosine kinase 2-beta CHEMBL5469	IC50	5.63	5.63	2324.0	1
Beta Lactamase CHEMBL1293246	IC50	5.56	5.56	2728.0	1
Beta-lactamase CHEMBL1293244	IC50	5.49	5.49	3241.0	1
Unchecked CHEMBL612545	IC50	5.28	5.04	5300.0	2
NIH3T3 CHEMBL614822	IC50	5.03	5.03	9300.0	1
HUVEC CHEMBL613979	IC50	5.02	5.02	9600.0	1
B16 CHEMBL381	IC50	4.9	4.9	12600.0	1
U-87 MG CHEMBL614247	IC50	4.82	4.82	15000.0	1
SiHa CHEMBL612542	IC50	4.21	4.21	62100.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Luciferin 4-monooxygenase	IC50	=	120.0	nM	6.92	Inhibition of Photinus pyralis luciferase by Steady-Glo reporter gene assay	18363348
Luciferin 4-monooxygenase	IC50	=	240.0	nM	6.62	Inhibition of Photinus pyralis luciferase	18363348
Human immunodeficiency virus 1	IC50	=	240.0	nM	6.62	Antiviral activity against X4 tropic HIV-1 clone pNL4-3 infected in H9 cells ass...	25847768
Unchecked	EC50	=	281.0	nM	6.55	PUBCHEM_BIOASSAY: HCS for Compounds that Up-Regulate Insulin Promoter Activity i...	-
SARS-CoV-2	IC50	=	360.0	nM	6.44	Determination of IC50 values for inhibition of SARS-CoV-2 induced cytotoxicity o...	-
SARS-CoV-2	IC50	=	360.0	nM	6.44	Determination of IC50 values for inhibition of SARS-CoV-2 induced cytotoxicity o...	-
Luciferin 4-monooxygenase	IC50	=	380.0	nM	6.42	Inhibition of Photinus pyralis luciferase by PK-Light assay	18363348
Luciferin 4-monooxygenase	IC50	=	400.0	nM	6.4	Inhibition of Photinus pyralis luciferase by BrightGlo reporter gene assay	18363348
Beta-lactamase	IC50	=	709.06	nM	6.15	PubChem BioAssay. Epi-absorbance-based dose response assay for common IMP-1 and ...	-
Nucleic Acid	EC50	=	1060.0	nM	5.97	PUBCHEM_BIOASSAY: Luminescent HTS for small molecule inhibitors of MT1-MMP trans...	-
Protein-tyrosine kinase 2-beta	IC50	=	2324.0	nM	5.63	PUBCHEM_BIOASSAY: TR-FRET counterscreen for FAK inhibitors: dose-response bioche...	-
Beta Lactamase	IC50	=	2728.0	nM	5.56	PubChem BioAssay. Epi-absorbance-based dose response assay for common IMP-1 and ...	-
Beta-lactamase	IC50	=	3241.0	nM	5.49	PubChem BioAssay. Epi-absorbance-based dose response assay for common IMP-1 and ...	-
Unchecked	IC50	=	5300.0	nM	5.28	Inhibition of Renilla reniformis luciferase	18363348
NIH3T3	IC50	=	9300.0	nM	5.03	Antiproliferative activity against mouse NIH3T3 cell line	16793260
HUVEC	IC50	=	9600.0	nM	5.02	Antiproliferative activity against HUVEC cell line	16793260
B16	IC50	=	12600.0	nM	4.9	Antiproliferative activity against mouse B16 cell line	16793260
Luciferin 4-monooxygenase	IC50	=	14000.0	nM	4.85	Inhibition of Photinus pyralis luciferase by Easy lite assay	18363348
U-87 MG	IC50	=	15000.0	nM	4.82	Antiproliferative activity against human U87 MG cell line	16793260
Unchecked	IC50	=	16000.0	nM	4.8	Inhibition of luciferase Photuris pennsylvanica by Promega Kinase-Glo assay	18363348

Literature References

PubMed	DOI	Target Context	# Activities
18363348	10.1021/jm701302v	Luciferin 4-monooxygenase	6
-	10.6019/CHEMBL4495565	SARS-CoV-2	4
-	10.6019/CHEMBL4495565	ADMET	2
-	10.6019/CHEMBL4495565	Vero C1008	2
18363348	10.1021/jm701302v	Unchecked	2
-	10.6019/EOS300033	SARS-CoV-2	1
16793260	10.1016/j.bmcl.2006.06.007	U-87 MG	1
-	10.6019/CHEMBL4495564	Replicase polyprotein 1ab	1
25847768	10.1016/j.ejmech.2015.03.050	H9	1
25847768	10.1016/j.ejmech.2015.03.050	Unchecked	1
25847768	10.1016/j.ejmech.2015.03.050	Human immunodeficiency virus 1	1
16793260	10.1016/j.bmcl.2006.06.007	HUVEC	1
16793260	10.1016/j.bmcl.2006.06.007	NIH3T3	1
16793260	10.1016/j.bmcl.2006.06.007	SiHa	1
16793260	10.1016/j.bmcl.2006.06.007	DLD-1	1
16793260	10.1016/j.bmcl.2006.06.007	HeLa	1
16793260	10.1016/j.bmcl.2006.06.007	B16	1

Data from ChEMBL 36 via Core Engine