Compound Detail

CHEMBL4175983

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CCC(CC)O[C@@H]1C=C(C(=O)O)C[C@H](NCc2ccc(N3CCCC3)cc2)[C@H]1NC(C)=O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL4175983
Phase	Preclinical
Structure Type	MOL
InChI Key	MVOJTTLXXQHARV-RBZQAINGSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

443.6

MW (Da)

3.24

ALogP

HBA

HBD

90.9

PSA (Å²)

0.51

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C25H37N3O4
MW	443.59
Aromatic Rings	1
Heavy Atoms	32
NP-Likeness	0.10

Activity Summary

IC50 12 meas. best 8.74

EC50 6 meas. best 7.2

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Neuraminidase CHEMBL6135	IC50	8.74	8.1467	1.8	9
Neuraminidase CHEMBL2051	IC50	8.58	8.58	2.6	1
Influenza A virus CHEMBL613740	EC50	7.2	6.39	63.0	6
Neuraminidase CHEMBL3377	IC50	7.07	7.07	86.0	1
Neuraminidase CHEMBL1667686	IC50	6.18	6.18	663.9	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Neuraminidase	IC50	=	1.81	nM	8.74	Inhibition of Influenza A virus (A/Babol/36/2005(H3N2)) neuraminidase activity u...	29965752
Neuraminidase	IC50	=	2.13	nM	8.67	Inhibition of Influenza A virus (A/chicken/china/415/2013(H9N2)) neuraminidase a...	29965752
Neuraminidase	IC50	=	2.31	nM	8.64	Inhibition of Influenza A virus (A/California/04/2009(H1N1)) neuraminidase activ...	29965752
Neuraminidase	IC50	=	2.65	nM	8.58	Inhibition of Influenza A virus (A/PuertoRico/8/1934(H1N1)) neuraminidase activi...	29965752
Neuraminidase	IC50	=	4.06	nM	8.39	Inhibition of Influenza A virus (A/goose/Jiangsu/1306/2014(H5N8)) neuraminidase ...	29965752
Neuraminidase	IC50	=	4.5	nM	8.35	Inhibition of Influenza A virus (A/Chicken/Hebei/LZF/2014(H5N2)) neuraminidase a...	29965752
Neuraminidase	IC50	=	6.51	nM	8.19	Inhibition of Influenza A virus (A/Anhui/1/2013(H7N9)) neuraminidase activity us...	29965752
Neuraminidase	IC50	=	10.85	nM	7.96	Inhibition of Influenza A virus (A/duck/Guangdong/674/2014(H5N6)) neuraminidase ...	29965752
Neuraminidase	IC50	=	14.31	nM	7.84	Inhibition of Influenza A virus (A/goose/Guangdong/SH7/2013(H5N1)) neuraminidase...	29965752
Influenza A virus	EC50	=	63.0	nM	7.2	Antiviral activity against Influenza A virus A/Chicken/Hebei/LZF/2014(H5N2) infe...	29965752
Neuraminidase	IC50	=	86.04	nM	7.07	Inhibition of Influenza B virus neuraminidase activity using 4-MUNANA as substra...	29965752
Influenza A virus	EC50	=	220.0	nM	6.66	Antiviral activity against Influenza A virus (A/Puerto Rico/8/1934(H1N1)) infect...	29965752
Neuraminidase	IC50	=	288.5	nM	6.54	Inhibition of Influenza A virus (A/Babol/36/2005(H3N2)) neuraminidase E119V muta...	29965752
Influenza A virus	EC50	=	380.0	nM	6.42	Antiviral activity against Influenza A virus A/duck/Guangdong/674/2014(H5N6) inf...	29965752
Influenza A virus	EC50	=	490.0	nM	6.31	Antiviral activity against Influenza A virus A/goose/Guangdong/SH7/2013(H5N1) in...	29965752
Neuraminidase	IC50	=	663.9	nM	6.18	Inhibition of Influenza A virus (A/Anhui/1/2005(H5N1)) neuraminidase H274Y mutan...	29965752
Influenza A virus	EC50	=	750.0	nM	6.12	Antiviral activity against Influenza A virus A/goose/Jiangsu/1306/2014(H5N8) inf...	29965752
Influenza A virus	EC50	=	2350.0	nM	5.63	Antiviral activity against Influenza A virus (A/Wisconsin/67/2005(H3N2)) infecte...	29965752

Literature References

PubMed	DOI	Target Context	# Activities
29965752	10.1021/acs.jmedchem.8b00929	Neuraminidase	13
29965752	10.1021/acs.jmedchem.8b00929	Influenza A virus	7
29965752	10.1021/acs.jmedchem.8b00929	Fibroblast	1
29965752	10.1021/acs.jmedchem.8b00929	MDCK	1

Data from ChEMBL 36 via Core Engine