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

CHEMBL178593

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
CC(C)CN(C[C@@H](O)[C@H](Cc1ccccc1)NC(=O)O[C@H]1CO[C@H]2OCC[C@H]21)S(=O)(=O)c1ccc2c(c1)OCO2
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL178593
Phase Preclinical
Structure Type MOL
InChI Key HNEIRZJZTYYDES-VPZBFSRCSA-N
4
Targets
49
Activities
3
Assay Types
4
PK Parameters
13
Publications
0
Known Names

Molecular Properties

576.7
MW (Da)
2.52
ALogP
9
HBA
2
HBD
132.9
PSA (Ų)
0.41
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 C28H36N2O9S
MW 576.67
Aromatic Rings 2
Heavy Atoms 40
NP-Likeness 0.08

Activity Summary

EC50 40 meas. best 9.7
Ki 7 meas. best 10.85
IC50 2 meas. best 9.4

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Protease
CHEMBL2366517
 Ki 10.85 10.4233 0.0 3
Human immunodeficiency virus 1
CHEMBL378
 EC50 9.7 8.5713 0.2 38
Human immunodeficiency virus 1
CHEMBL378
 IC50 9.4 9.125 0.4 2
Human immunodeficiency virus type 1 protease
CHEMBL243
 Ki 9.1 8.7975 0.8 4
Human immunodeficiency virus 2
CHEMBL380
 EC50 8.49 8.42 3.2 2

Pharmacokinetic Data

Parameter Value Units Species
AUC 18111.0 ng.hr.mL-1 Canis lupus familiaris
Cmax 6551.41 nM Canis lupus familiaris
T1/2 2.058 hr Canis lupus familiaris
Tmax 2.5 hr Canis lupus familiaris

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Protease Ki = 0.014 nM 10.85 Inhibition of HIV1 protease dimerization in MT2 cells 17635930
Protease Ki = 0.014 nM 10.85 Inhibition of HIV1 protease 19323561
Human immunodeficiency virus 1 EC50 = 0.2 nM 9.7 Antiviral activity against HIV1 BaL R5 subtype B in phytohemagglutininin-activat... 17371811
Protease Ki = 0.27 nM 9.57 Inhibition of wild type HIV1 protease 17696515
Human immunodeficiency virus 1 EC50 = 0.3 nM 9.52 Antiviral activity against HIV1 NL4-3 in MT4 cells by MTT assay 17371811
Human immunodeficiency virus 1 EC50 = 0.3 nM 9.52 Antiviral activity against HIV1 92TH019 R5 subtype E in phytohemagglutininin-act... 17371811
Human immunodeficiency virus 1 EC50 = 0.4 nM 9.4 Antiviral activity against HIV1 92UG037 subtype A R5 in phytohemagglutininin-act... 17371811
Human immunodeficiency virus 1 IC50 = 0.4 nM 9.4 Antiviral activity against HIV1 LAI in MT2 cells 17635930
Human immunodeficiency virus 1 EC50 = 0.5 nM 9.3 Antiviral activity against HIV1 LAI in MT2 cells assessed as inhibition of p24 G... 17371811
Human immunodeficiency virus 1 EC50 = 0.5 nM 9.3 Antiviral activity against HIV1 97ZA003 R5 subtype C in phytohemagglutininin-act... 17371811
Human immunodeficiency virus 1 EC50 = 0.5 nM 9.3 Antiviral activity against HIV1 92UG029 X4 subtype A in phytohemagglutininin-act... 17371811
Human immunodeficiency virus 1 EC50 = 0.5 nM 9.3 Antiviral activity against wild type HIV1 ERS104prc X4 in phytohemagglutininin-a... 17371811
Human immunodeficiency virus 1 EC50 = 0.5 nM 9.3 Antiviral activity against wild type HIV1 ERS104pre infected in human PBMC cells... 26799988
Human immunodeficiency virus 1 EC50 = 0.6166 nM 9.21 Effective concentration of against HIV Wild Type (IIIB) strain 15771427
Human immunodeficiency virus type 1 protease Ki = 0.8 nM 9.1 Inhibition of HIV1 protease V82A mutant 17696515
Human immunodeficiency virus type 1 protease Ki = 0.85 nM 9.07 Inhibition of HIV1 protease I84V mutant 17696515
Human immunodeficiency virus 1 IC50 = 1.4 nM 8.85 Antiviral activity against HIV1 assessed as inhibition of viral replication 19323561
Human immunodeficiency virus 1 EC50 = 1.5 nM 8.82 Antiviral activity against amprenavir-resistant HIV1 in MT4 cells assessed as in... 17371811
Human immunodeficiency virus type 1 protease Ki = 2.1 nM 8.68 Inhibition of HIV1 protease I50V mutant 17696515
Human immunodeficiency virus 1 EC50 = 2.4 nM 8.62 Antiviral activity against nelfinavir-resistant HIV1 in MT4 cells assessed as in... 17371811

Literature References

PubMed DOI Target Context # Activities
17371811 10.1128/aac.01413-06 Human immunodeficiency virus 1 24
26799988 10.1021/acs.jmedchem.5b01697 Human immunodeficiency virus 1 13
15771427 10.1021/jm049560p Human immunodeficiency virus 1 7
15771427 10.1021/jm049560p ADMET 7
17696515 10.1021/jm070482q Human immunodeficiency virus type 1 protease 4
17371811 10.1128/aac.01413-06 Human immunodeficiency virus 2 2
17635930 10.1074/jbc.m703938200 Protease 2
17696515 10.1021/jm070482q Protease 1
17371811 10.1128/aac.01413-06 MT2 1
17371811 10.1128/aac.01413-06 Unchecked 1
17635930 10.1074/jbc.m703938200 Human immunodeficiency virus 1 1
19323561 10.1021/jm900064c Protease 1
19323561 10.1021/jm900064c Human immunodeficiency virus 1 1

Data from ChEMBL 36 via Core Engine