Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL1230135

Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
Cc1cc(C(=O)N[C@@H](C)C(=O)N[C@H](C(=O)N[C@@H](CC(C)C)C(=O)N[C@H](/C=C/C(=O)OCc2ccccc2)C[C@@H]2CCNC2=O)C(C)C)no1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1230135
Phase Preclinical
Structure Type MOL
InChI Key IDBWWEGDLCFCTD-VNEMRZQUSA-N
7
Targets
23
Activities
3
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

680.8
MW (Da)
2.08
ALogP
9
HBA
5
HBD
197.8
PSA (Ų)
0.12
QED
1
Ro5 Violations
17
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C35H48N6O8
MW 680.80
Aromatic Rings 2
Heavy Atoms 49
NP-Likeness -0.18

Activity Summary

EC50 12 meas. best 5.57
Ki 8 meas. best 5.78
IC50 3 meas. best 6.85

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Human coronavirus 229E
CHEMBL613837
 IC50 6.85 6.85 140.0 1
Unchecked
CHEMBL612545
 IC50 6.55 6.535 280.0 2
Unchecked
CHEMBL612545
 Ki 5.78 5.365 1670.0 6
Murine hepatitis virus
CHEMBL613733
 EC50 5.57 5.52 2700.0 2
Human coronavirus 229E
CHEMBL613837
 EC50 5.4 5.4 4000.0 1
Feline infectious peritonitis virus
CHEMBL2367270
 EC50 5.06 5.06 8800.0 1
Replicase polyprotein 1ab
CHEMBL4523582
 Ki 5.05 5.05 9000.0 1
Replicase polyprotein 1ab
CHEMBL5118
 Ki 5.05 5.05 9000.0 1
SARS-CoV-2
CHEMBL4303835
 EC50 4.78 4.78 16770.0 6
Unchecked
CHEMBL612545
 EC50 4.78 4.78 16770.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Human coronavirus 229E IC50 = 140.0 nM 6.85 Antiviral activity against HCoV-229E infected in human MRC5 cells assessed as re... 36857133
Unchecked IC50 = 280.0 nM 6.55 Inhibition of HcoV-EMC 3C-like protease 33007557
Unchecked IC50 = 300.0 nM 6.52 Inhibition of MERS CoV 3CL protease using MCA-AVLQSGFR-Lys(Dnp)-Lys-NH2 as subst... 33186044
Unchecked Ki = 1670.0 nM 5.78 Binding affinity to HCoV-229E MPro assessed as inhibition constant 36857133
Unchecked Ki = 1900.0 nM 5.72 Inhibition of SARS-CoV wild type 3C-like protease using MCA-AVLQSGFR-Lys(Dnp)-Ly... 33007557
Unchecked Ki = 2300.0 nM 5.64 Inhibition of SARS-CoV C-terminal (GPH6 residues)-fused wild type 3C-like protea... 33007557
Murine hepatitis virus EC50 = 2700.0 nM 5.57 Antiviral activity against MHV-A59 infected in African green monkey Vero cells a... 33186044
Murine hepatitis virus EC50 = 3400.0 nM 5.47 Antiviral activity against MHV infected in African green monkey Vero cells asses... 33186044
Human coronavirus 229E EC50 = 4000.0 nM 5.4 Antiviral activity against HCoV-229E infected in African green monkey Vero cells... 33186044
Feline infectious peritonitis virus EC50 = 8800.0 nM 5.06 Antiviral activity against FIPV infected in African green monkey Vero cells asse... 33186044
Replicase polyprotein 1ab Ki = 9000.0 nM 5.05 Binding affinity to SARS-CoV-1 MPro assessed as inhibition constant 36857133
Replicase polyprotein 1ab Ki = 9000.0 nM 5.05 Binding affinity to SARS CoV-2 main protease pH41A mutant expressed in Escherich... 33186044
Unchecked Ki = 9000.0 nM 5.05 Inhibition of SARS-CoV N-terminal (GS residues)-fused wild type 3C-like protease... 33007557
Unchecked Ki = 9000.0 nM 5.05 Inhibition of SARS coronavirus Mpro using MCA-AVLQSGFR-Lys(Dnp)-Lys-NH as substr... 28624700
Unchecked Ki = 11300.0 nM 4.95 Binding affinity to HCoV-NL63 MPro assessed as inhibition constant 36857133
SARS-CoV-2 EC50 = 16770.0 nM 4.78 Antiviral activity against SARS-CoV-2 infected in African green monkey Vero cell... 37517202
SARS-CoV-2 EC50 = 16770.0 nM 4.78 Antiviral activity against SARS-CoV-2 infected in African green monkey Vero cell... 36332548
Unchecked EC50 = 16770.0 nM 4.78 Inhibition of Severe acute respiratory syndrome coronavirus 3CL protease 32771797
SARS-CoV-2 EC50 = 16770.0 nM 4.78 Antiviral activity against SARS-CoV-2 infected in African green monkey Vero cell... 36169610
SARS-CoV-2 EC50 = 16770.0 nM 4.78 Antiviral activity against SARS COV-2 infected in vero cells assessed as inhibit... 35688005

Literature References

PubMed DOI Target Context # Activities
33007557 10.1016/j.bmc.2020.115745 Unchecked 5
36857133 10.1021/acs.jmedchem.2c01229 Unchecked 2
33186044 10.1021/acs.jmedchem.0c01140 Murine hepatitis virus 2
35688005 10.1016/j.ejmech.2022.114508 Replicase polyprotein 1ab 1
37517202 10.1016/j.ejmech.2023.115657 SARS-CoV-2 1
36857133 10.1021/acs.jmedchem.2c01229 Human coronavirus 229E 1
36857133 10.1021/acs.jmedchem.2c01229 Replicase polyprotein 1ab 1
36332548 10.1016/j.ejmech.2022.114857 SARS-CoV-2 1
32771797 10.1016/j.ejmech.2020.112687 Unchecked 1
36169610 10.1021/acs.jmedchem.2c01005 SARS-CoV-2 1
36169610 10.1021/acs.jmedchem.2c01005 Replicase polyprotein 1ab 1
35688005 10.1016/j.ejmech.2022.114508 SARS-CoV-2 1
28624700 10.1016/j.ejmech.2017.05.045 Unchecked 1
33186044 10.1021/acs.jmedchem.0c01140 Vero 1
33186044 10.1021/acs.jmedchem.0c01140 Feline infectious peritonitis virus 1
33186044 10.1021/acs.jmedchem.0c01140 Human coronavirus 229E 1
33186044 10.1021/acs.jmedchem.0c01140 SARS-CoV-2 1
33186044 10.1021/acs.jmedchem.0c01140 Unchecked 1
33186044 10.1021/acs.jmedchem.0c01140 Replicase polyprotein 1ab 1
34046603 10.1039/d0md00282h SARS-CoV-2 1

Data from ChEMBL 36 via Core Engine