Compound Detail

CHEMBL5206501

Enter ChEMBL ID:

Free Research Context This compound will appear in recent viewed items on the research home for this browser.

C[C@H](NC(=O)[C@@H](c1cccnc1)N(C(=O)c1ccco1)c1ccc(-c2ccccc2)cc1)c1ccccc1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL5206501
Phase	Preclinical
Structure Type	MOL
InChI Key	RYGJIKURQDMMQZ-YUDQIZAISA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

501.6

MW (Da)

6.61

ALogP

HBA

HBD

75.4

PSA (Å²)

0.26

QED

Ro5 Violations

Rot. Bonds

Drug Information

Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C32H27N3O3
MW	501.59
Aromatic Rings	5
Heavy Atoms	38
NP-Likeness	-1.33

Activity Summary

IC50 6 meas. best 6.7

EC50 5 meas. best 7.66

Ki 2 meas. best 5.64

Kd 1 meas. best 5.03

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
SARS-CoV-2 CHEMBL4303835	EC50	7.66	6.15	21.7	4
Replicase polyprotein 1ab CHEMBL4523582	IC50	6.7	6.4633	200.0	3
Unchecked CHEMBL612545	IC50	6.57	6.57	270.0	1
SARS-CoV CHEMBL4303836	EC50	5.9	5.9	1270.0	1
Replicase polyprotein 1ab CHEMBL4523582	Ki	5.64	5.64	2290.0	1
Calpain-1 catalytic subunit CHEMBL3891	IC50	5.22	5.22	6000.0	1
Replicase polyprotein 1ab CHEMBL4523582	Kd	5.03	5.03	9430.0	1
Procathepsin L CHEMBL3837	IC50	4.98	4.98	10500.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
SARS-CoV-2	EC50	=	21.7	nM	7.66	Antiviral activity against SARS-CoV-2 variant Omicron BA.2 infected in African g...	37229831
Replicase polyprotein 1ab	IC50	=	200.0	nM	6.7	Non-covalent inhibition of SARS-Cov-2 -Mpro incubated for 30 mins using FRET sub...	33891389
Unchecked	IC50	=	270.0	nM	6.57	Non-covalent inhibition of SARS-Cov -Mpro incubated for 30 mins using FRET subst...	33891389
Replicase polyprotein 1ab	IC50	=	310.0	nM	6.51	Non-covalent inhibition of SARS-CoV-2 main protease	38762916
Replicase polyprotein 1ab	IC50	=	660.0	nM	6.18	Inhibition of 2019-nCoV-2 3CLp using fluorescent substrate by FRET assay	38048696
SARS-CoV-2	EC50	=	1270.0	nM	5.9	Antiviral activity against SARS-Cov-2 USA-WA1/2020 isolate infected in African g...	33891389
SARS-CoV	EC50	=	1270.0	nM	5.9	Antiviral activity against SARS-CoV infected in Vero E6 cells assessed as reduct...	37244162
Replicase polyprotein 1ab	Ki	=	2290.0	nM	5.64	Non-covalent inhibition to SARS-CoV-2 -Mpro assessed as inhibition constant by n...	33891389
SARS-CoV-2	EC50	=	3030.0	nM	5.52	Antiviral activity against SARS-Cov-2 USA-WA1/2020 isolate infected in human Cal...	33891389
SARS-CoV-2	EC50	=	3030.0	nM	5.52	Antiviral activity against SARS-CoV-2 infected in human Calu-3 cells assessed as...	37244162
Calpain-1 catalytic subunit	IC50	=	6000.0	nM	5.22	Non-covalent inhibition of Calpain 1 (unknown origin) incubated for 1 hr by FRET...	33891389
Replicase polyprotein 1ab	Kd	=	9430.0	nM	5.03	Stabilization in SARS-CoV-2 MPro assessed as binding constant incubated for 30 m...	33891389
Procathepsin L	IC50	=	10500.0	nM	4.98	Non-covalent inhibition of Cathepsin L (unknown origin) incubated for 30 mins us...	33891389

Literature References

PubMed	DOI	Target Context	# Activities
33891389	10.1021/acs.jmedchem.1c00509	Unchecked	9
33891389	10.1021/acs.jmedchem.1c00509	Replicase polyprotein 1ab	6
33891389	10.1021/acs.jmedchem.1c00509	Vero C1008	2
33891389	10.1021/acs.jmedchem.1c00509	SARS-CoV-2	2
33891389	10.1021/acs.jmedchem.1c00509	ADMET	1
33891389	10.1021/acs.jmedchem.1c00509	Calpain-1 catalytic subunit	1
33891389	10.1021/acs.jmedchem.1c00509	Procathepsin L	1
37229831	10.1016/j.ejmech.2023.115503	SARS-CoV-2	1
37244162	10.1016/j.ejmech.2023.115491	Replicase polyprotein 1ab	1
37244162	10.1016/j.ejmech.2023.115491	SARS-CoV	1
37244162	10.1016/j.ejmech.2023.115491	SARS-CoV-2	1
38048696	10.1016/j.ejmech.2023.115979	Replicase polyprotein 1ab	1
38048696	10.1016/j.ejmech.2023.115979	Vero C1008	1
38762916	10.1016/j.ejmech.2024.116498	Replicase polyprotein 1ab	1

Data from ChEMBL 36 via Core Engine