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Compound Detail

CHEMBL503571

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COc1ccc(S(=O)(=O)N(CC(C)C)C[C@@H](O)[C@H](Cc2ccccc2)n2cc(COC(=O)N[C@H]3c4ccccc4C[C@H]3O)nn2)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL503571
Phase Preclinical
Structure Type MOL
InChI Key MEWAZRJLRMEJDV-FWGCVNADSA-N
4
Targets
11
Activities
3
Assay Types
0
PK Parameters
5
Publications
0
Known Names

Molecular Properties

663.8
MW (Da)
3.66
ALogP
10
HBA
3
HBD
156.1
PSA (Ų)
0.18
QED
1
Ro5 Violations
14
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C34H41N5O7S
MW 663.80
Aromatic Rings 4
Heavy Atoms 47
NP-Likeness -0.75

Activity Summary

EC50 4 meas. best 7.52
IC50 4 meas. best 8.22
Ki 3 meas. best 8.77

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Human immunodeficiency virus type 1 protease
CHEMBL243
 Ki 8.77 8.77 1.7 1
Protease
CHEMBL2366517
 Ki 8.57 8.57 2.7 1
Protease
CHEMBL2366517
 IC50 8.22 8.22 6.0 2
Human immunodeficiency virus type 1 protease
CHEMBL243
 IC50 8.22 8.22 6.0 1
Unchecked
CHEMBL612545
 Ki 8.15 8.15 7.1 1
Unchecked
CHEMBL612545
 IC50 7.8 7.8 15.7 1
Human immunodeficiency virus 1
CHEMBL378
 EC50 7.52 7.11 30.0 4

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Human immunodeficiency virus type 1 protease Ki = 1.7 nM 8.77 Binding affinity to HIV1 protease assessed as inhibition constant 26799988
Protease Ki = 2.7 nM 8.57 Inhibition of wild type HIV1 protease 18823110
Protease IC50 = 6.0 nM 8.22 Inhibition of wild type HIV1 protease 18823110
Protease IC50 = 6.0 nM 8.22 Inhibition of HIV1 protease after 24 hrs by LC/MS-SIM analysis 29873484
Human immunodeficiency virus type 1 protease IC50 = 6.0 nM 8.22 Inhibition of recombinant HIV1 Protease 26799988
Unchecked Ki = 7.1 nM 8.15 Inhibition of multidrug-resistant HIV1 protease with V82A, M46I, F53L, V77I, L24... 18823110
Unchecked IC50 = 15.7 nM 7.8 Inhibition of multidrug-resistant HIV1 protease with V82A, M46I, F53L, V77I, L24... 18823110
Human immunodeficiency virus 1 EC50 = 30.0 nM 7.52 Antiviral activity against wild type HIV1 in human SupT1 cells assessed as inhib... 18823110
Human immunodeficiency virus 1 EC50 = 55.0 nM 7.26 Antiviral activity against multidrug-resistant HIV1 with protease V82A, M46I, F5... 18823110
Human immunodeficiency virus 1 EC50 = 83.0 nM 7.08 Antiviral activity against wild type HIV1 in human SupT1 cells assessed as viral... 18823110
Human immunodeficiency virus 1 EC50 = 260.0 nM 6.58 Antiviral activity against multidrug-resistant HIV1 with protease V82A, M46I, F5... 18823110

Literature References

PubMed DOI Target Context # Activities
18823110 10.1021/jm800149m Human immunodeficiency virus 1 6
18823110 10.1021/jm800149m Protease 2
18823110 10.1021/jm800149m Unchecked 2
26799988 10.1021/acs.jmedchem.5b01697 Human immunodeficiency virus type 1 protease 2
29873484 10.1021/acs.jmedchem.8b00266 Protease 1

Data from ChEMBL 36 via Core Engine