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

CHEMBL2435614

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
COc1cccc2[nH]c(C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](C[C@@H]3CCNC3=O)C(=O)c3nc4ccccc4s3)cc12
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL2435614
Phase Preclinical
Structure Type MOL
InChI Key JBLLRCOZJMVOAE-HSQYWUDLSA-N
6
Targets
19
Activities
4
Assay Types
13
PK Parameters
20
Publications
0
Known Names

Molecular Properties

575.7
MW (Da)
3.82
ALogP
7
HBA
4
HBD
142.3
PSA (Ų)
0.20
QED
1
Ro5 Violations
11
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C30H33N5O5S
MW 575.69
Aromatic Rings 4
Heavy Atoms 41
NP-Likeness -0.44

Activity Summary

Ki 10 meas. best 8.22
EC50 6 meas. best 6.68
IC50 2 meas. best 6.13
Kd 1 meas. best 7.8

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Replicase polyprotein 1ab
CHEMBL4523582
 Ki 8.22 7.16 6.0 4
Replicase polyprotein 1a
CHEMBL3927
 Ki 8.2 8.2 6.3 1
Replicase polyprotein 1ab
CHEMBL5118
 Ki 8.2 7.835 6.3 2
Unchecked
CHEMBL612545
 Ki 8.2 7.8033 6.3 3
Replicase polyprotein 1a
CHEMBL3927
 Kd 7.8 7.8 16.0 1
SARS-CoV
CHEMBL4303836
 EC50 6.68 6.68 210.0 1
SARS-CoV-2
CHEMBL4303835
 EC50 6.54 5.612 290.0 5
Replicase polyprotein 1ab
CHEMBL5118
 IC50 6.13 6.13 740.0 1
Unchecked
CHEMBL612545
 IC50 6.13 6.13 740.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 19.3 ng.hr.mL-1 Rattus norvegicus
AUC 1.59 ng.hr.mL-1 Rattus norvegicus
AUC 19.7 ng.hr.mL-1 Rattus norvegicus
AUC 3.49 ng.hr.mL-1 Rattus norvegicus
CL 107.17 mL.min-1.kg-1 Rattus norvegicus
Cmax 1.876 nM Rattus norvegicus
F 3.55 % Rattus norvegicus
MRT 0.494 hr Rattus norvegicus
MRT 13.2 hr Rattus norvegicus
T1/2 2.97 hr Rattus norvegicus
T1/2 9.64 hr Rattus norvegicus
Tmax 0.35 hr Rattus norvegicus
Vd 3.51 L.kg-1 Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Replicase polyprotein 1ab Ki = 6.0 nM 8.22 Binding affinity to recombinant SARS-CoV-2 Main protease assessed as inhibition ... 37244162
Replicase polyprotein 1ab Ki = 6.3 nM 8.2 Binding affinity to SARS-CoV-2 MPro assessed as inhibition constant 36857133
Replicase polyprotein 1ab Ki = 6.3 nM 8.2 Binding affinity to SARS-CoV-1 MPro assessed as inhibition constant 36857133
Replicase polyprotein 1a Ki = 6.3 nM 8.2 Inhibition of SARS coronavirus 3CL-protease by fluorescence assay 23994330
Unchecked Ki = 6.3 nM 8.2 Inhibition of recombinant C-terminal His-tagged SARS coronavirus 1 3CL protease ... 34313428
Replicase polyprotein 1a Kd = 16.0 nM 7.8 Binding affinity to SARS coronavirus 3CL-protease by isothermal titration calori... 23994330
Unchecked Ki = 17.6 nM 7.75 Binding affinity to SARS-CoV-2 3CL protease 34528437
Replicase polyprotein 1ab Ki = 34.0 nM 7.47 Binding affinity to recombinant SARS-CoV-1 Main protease assessed as inhibition ... 37244162
Replicase polyprotein 1ab Ki = 34.0 nM 7.47 Inhibition of SARS-CoV-2 3CL protease assessed as inhibition constant 37244162
Unchecked Ki = 34.7 nM 7.46 Inhibition of recombinant C-terminal His-tagged SARS coronavirus 2 3CL protease ... 34313428
SARS-CoV EC50 = 210.0 nM 6.68 Antiviral activity against SARS-CoV-1 infected in African green monkey Vero E6 c... 36857133
SARS-CoV-2 EC50 = 290.0 nM 6.54 Antiviral activity against SARS-CoV-2 infected in African green monkey Vero E6 c... 39106658
Replicase polyprotein 1ab IC50 = 740.0 nM 6.13 Inhibition of SARS-CoV-1 MPro 36857133
Unchecked IC50 = 740.0 nM 6.13 Inhibition of SARS coronavirus 3CL-protease R188I mutant using H-TSAVLQSGFRK-NH2... 23994330
SARS-CoV-2 EC50 = 4200.0 nM 5.38 Antiviral activity against SARS-CoV-2 infected in African green monkey Vero E6 c... 36857133
SARS-CoV-2 EC50 = 4200.0 nM 5.38 Antiviral activity against SARS-CoV-2 WK-521 infected in African green monkey Ve... 36169610
SARS-CoV-2 EC50 = 4200.0 nM 5.38 Antiviral activity against SARS-CoV-2 WK-521 infected in African green monkey Ve... 34355175
SARS-CoV-2 EC50 = 4200.0 nM 5.38 Antiviral activity against SARS-CoV-2 JPN/TY/WK-251 infected in Vero E6 cells pr... 34528437
Replicase polyprotein 1ab Ki = 17600.0 nM 4.75 Binding affinity to SARS-CoV-2 MPro assessed as inhibition constant 39106658

Literature References

PubMed DOI Target Context # Activities
34313428 10.1021/acs.jmedchem.1c00665 ADMET 27
34313428 10.1021/acs.jmedchem.1c00665 SARS-CoV-2 4
37244162 10.1016/j.ejmech.2023.115491 Replicase polyprotein 1ab 3
36857133 10.1021/acs.jmedchem.2c01229 Replicase polyprotein 1ab 3
34313428 10.1021/acs.jmedchem.1c00665 Unchecked 2
23994330 10.1016/j.ejmech.2013.07.037 Replicase polyprotein 1a 2
34313428 10.1021/acs.jmedchem.1c00665 Salmonella typhimurium 2
34313428 10.1021/acs.jmedchem.1c00665 Cytochrome P450 1A2 1
39106658 10.1016/j.ejmech.2024.116732 SARS-CoV-2 1
36169610 10.1021/acs.jmedchem.2c01005 SARS-CoV-2 1
34355175 10.1039/D1MD00066G SARS-CoV-2 1
34313428 10.1021/acs.jmedchem.1c00665 Voltage-gated inwardly rectifying potassium channel KCNH2 1
34313428 10.1021/acs.jmedchem.1c00665 TK6 1
34313428 10.1021/acs.jmedchem.1c00665 Cytochrome P450 2C8 1
34313428 10.1021/acs.jmedchem.1c00665 Cytochrome P450 2D6 1
34313428 10.1021/acs.jmedchem.1c00665 Cytochrome P450 3A4 1
34313428 10.1021/acs.jmedchem.1c00665 Cytochrome P450 2C9 1
34313428 10.1021/acs.jmedchem.1c00665 Vero 1
34528437 10.1021/acs.jmedchem.1c01214 Unchecked 1
34528437 10.1021/acs.jmedchem.1c01214 SARS-CoV-2 1

Data from ChEMBL 36 via Core Engine