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Compound Detail

CHEMBL492254

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COc1ccc(S(=O)(=O)N(CC(C)C)C[C@@H](O)[C@H](Cc2ccccc2)NC(=O)O[C@@H]2CCOCOC2)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL492254
Phase Preclinical
Structure Type MOL
InChI Key LEJNWIFUYPPOMU-DMTNHVFBSA-N
3
Targets
13
Activities
2
Assay Types
0
PK Parameters
3
Publications
0
Known Names

Molecular Properties

550.7
MW (Da)
2.80
ALogP
8
HBA
2
HBD
123.6
PSA (Ų)
0.41
QED
1
Ro5 Violations
12
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C27H38N2O8S
MW 550.67
Aromatic Rings 2
Heavy Atoms 38
NP-Likeness -0.16

Activity Summary

IC50 10 meas. best 8.31
Ki 3 meas. best 10.59

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Protease
CHEMBL2366517
 Ki 10.59 10.59 0.0 2
Gag-Pol polyprotein
CHEMBL3638331
 Ki 10.59 10.59 0.0 1
Human immunodeficiency virus 1
CHEMBL378
 IC50 8.31 6.9844 4.9 9
Protease
CHEMBL2366517
 IC50 8.3 8.3 5.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Protease Ki = 0.026 nM 10.59 Inhibition of HIV1 protease 18783203
Protease Ki = 0.026 nM 10.59 Inhibition of HIV1 protease 19323561
Gag-Pol polyprotein Ki = 0.026 nM 10.59 Enzyme Inhibition Assay: Enzyme inhibitory assay utilizes a protocol described b... -
Human immunodeficiency virus 1 IC50 = 4.9 nM 8.31 Antiviral activity against HIV1 LAI in human MT2 cells assessed as inhibition of... 18783203
Protease IC50 = 5.0 nM 8.3 Inhibition of HIV1 protease 19323561
Human immunodeficiency virus 1 IC50 = 20.0 nM 7.7 Antiviral activity against multidrug-resistant HIV1/A with protease mutation in ... 18783203
Human immunodeficiency virus 1 IC50 = 20.0 nM 7.7 Antiviral activity against HIV1 ERS104 with protease L63P mutation in phytohemag... 18783203
Human immunodeficiency virus 1 IC50 = 210.0 nM 6.68 Antiviral activity against multidrug-resistant HIV1/C with protease mutation in ... 18783203
Human immunodeficiency virus 1 IC50 = 220.0 nM 6.66 Antiviral activity against multidrug-resistant HIV1 with protease L10I, K14R, R4... 18783203
Human immunodeficiency virus 1 IC50 = 250.0 nM 6.6 Antiviral activity against multidrug-resistant HIV1 with protease L10I, K43T, M4... 18783203
Human immunodeficiency virus 1 IC50 = 340.0 nM 6.47 Antiviral activity against multidrug-resistant HIV1 with protease L10I, K14R, L3... 18783203
Human immunodeficiency virus 1 IC50 = 360.0 nM 6.44 Antiviral activity against multidrug-resistant HIV1 with protease L10I, V11I, T1... 18783203
Human immunodeficiency virus 1 IC50 = 500.0 nM 6.3 Antiviral activity against multidrug-resistant HIV1 with protease L10I, L24I, I3... 18783203

Literature References

PubMed DOI Target Context # Activities
18783203 10.1021/jm8004543 Human immunodeficiency virus 1 9
19323561 10.1021/jm900064c Protease 2
18783203 10.1021/jm8004543 Protease 1

Data from ChEMBL 36 via Core Engine