Compound Detail

CHEMBL5200599

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CCC(CC)O[C@@H]1C=C(C(=O)O)C[C@H](NCc2ccc(-c3cccs3)cc2C)[C@H]1NC(C)=O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL5200599
Phase	Preclinical
Structure Type	MOL
InChI Key	GNECDPRSSICWGT-JBRSBNLGSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

470.6

MW (Da)

4.67

ALogP

HBA

HBD

87.7

PSA (Å²)

0.47

QED

Ro5 Violations

Rot. Bonds

Drug Information

Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C26H34N2O4S
MW	470.64
Aromatic Rings	2
Heavy Atoms	33
NP-Likeness	-0.10

Activity Summary

IC50 9 meas. best 8.66

EC50 4 meas. best 7.3

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Unchecked CHEMBL612545	IC50	8.66	7.19	2.2	4
Neuraminidase CHEMBL2051	IC50	8.07	8.07	8.5	1
Influenza A virus CHEMBL613740	EC50	7.3	6.025	50.0	4
Human immunodeficiency virus type 1 integrase CHEMBL3471	IC50	5.79	5.79	1640.0	1
Cytochrome P450 1A2 CHEMBL3356	IC50	4.71	4.71	19500.0	1
Cytochrome P450 2C19 CHEMBL3622	IC50	4.41	4.41	38900.0	1
Cytochrome P450 2C9 CHEMBL3397	IC50	4.36	4.36	43600.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
CL	0.113	mL.min-1.kg-1	Homo sapiens
CL	10.2	mL.min-1.kg-1	Homo sapiens
T1/2	2.043	hr	Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Unchecked	IC50	=	2.2	nM	8.66	Inhibition of Influenza A virus A/Goose/Jiangsu/1306/2014 (H5N8) neuraminidase u...	35939763
Unchecked	IC50	=	2.4	nM	8.62	Inhibition of Influenza A virus A/Goose/Guangdong/SH7/2013 (H5N1) neuraminidase ...	35939763
Neuraminidase	IC50	=	8.54	nM	8.07	Inhibition of Influenza A virus A/PR/8/1934 (H1N1) neuraminidase using MUNANA as...	35939763
Influenza A virus	EC50	=	50.0	nM	7.3	Antiviral activity against Influenza A virus A/PR/8/1934 (H1N1) infected in MDCK...	35939763
Influenza A virus	EC50	=	1170.0	nM	5.93	Antiviral activity against Influenza A virus A/Goose/Jiangsu/1306/2014 (H5N8) in...	35939763
Unchecked	IC50	=	1313.0	nM	5.88	Inhibition of Influenza A virus A/Aichi/2/1968 (H3N2) neuraminidase using MUNANA...	35939763
Human immunodeficiency virus type 1 integrase	IC50	=	1640.0	nM	5.79	Inhibition of Influenza A virus A/California/04/2009 (H1N1) Neuraminidase H274Y ...	35939763
Unchecked	IC50	=	2500.0	nM	5.6	Inhibition of Influenza A virus A/Anhui/1/2005 (H5N1) Neuraminidase H274Y mutant...	35939763
Influenza A virus	EC50	=	2580.0	nM	5.59	Antiviral activity against Influenza A virus A/WSN/67/05 (H3N2) infected in MDCK...	35939763
Influenza A virus	EC50	=	5290.0	nM	5.28	Antiviral activity against Influenza A virus A/Goose/Guangdong/SH7/2013 (H5N1) i...	35939763
Cytochrome P450 1A2	IC50	=	19500.0	nM	4.71	Inhibition of CYP1A2 in human liver microsomes incubated for 10 mins in the pres...	35939763
Cytochrome P450 2C19	IC50	=	38900.0	nM	4.41	Inhibition of CYP2C19 in human liver microsomes incubated for 10 mins in the pre...	35939763
Cytochrome P450 2C9	IC50	=	43600.0	nM	4.36	Inhibition of CYP2C9 in human liver microsomes incubated for 10 mins in the pres...	35939763

Literature References

PubMed	DOI	Target Context	# Activities
35939763	10.1021/acs.jmedchem.1c01970	Unchecked	4
35939763	10.1021/acs.jmedchem.1c01970	Influenza A virus	4
35939763	10.1021/acs.jmedchem.1c01970	ADMET	4
35939763	10.1021/acs.jmedchem.1c01970	Neuraminidase	1
35939763	10.1021/acs.jmedchem.1c01970	Human immunodeficiency virus type 1 integrase	1
35939763	10.1021/acs.jmedchem.1c01970	Fibroblast	1
35939763	10.1021/acs.jmedchem.1c01970	MDCK	1
35939763	10.1021/acs.jmedchem.1c01970	Cytochrome P450 1A2	1
35939763	10.1021/acs.jmedchem.1c01970	Cytochrome P450 2C9	1
35939763	10.1021/acs.jmedchem.1c01970	Cytochrome P450 2C19	1
35939763	10.1021/acs.jmedchem.1c01970	Cytochrome P450 2D6	1
35939763	10.1021/acs.jmedchem.1c01970	Cytochrome P450 3A4	1

Data from ChEMBL 36 via Core Engine