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Compound Detail

CHEMBL277309

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O=c1c2c(oc(O)c1C(c1cccc(NS(=O)(=O)c3ccc(F)cc3)c1)C1CC1)CCCCCC2

Basic Information

ChEMBL ID CHEMBL277309
Phase Preclinical
Structure Type MOL
InChI Key QGQIQOVMWKHAQN-UHFFFAOYSA-N
2
Targets
3
Activities
2
Assay Types
14
PK Parameters
8
Publications
0
Known Names

Molecular Properties

497.6
MW (Da)
5.49
ALogP
5
HBA
2
HBD
96.6
PSA (Ų)
0.47
QED
1
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C27H28FNO5S
MW 497.59
Aromatic Rings 3
Heavy Atoms 35
NP-Likeness -0.85

Activity Summary

Ki 2 meas. best 8.51
IC50 1 meas. best 5.68

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Human immunodeficiency virus type 1 protease
CHEMBL243
Ki 8.51 8.51 3.1 2
Human immunodeficiency virus 1
CHEMBL378
IC50 5.68 5.68 2100.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 130.0 - Rattus norvegicus
AUC 124.0 - Rattus norvegicus
AUC 19.0 - Canis lupus familiaris
AUC 115.0 - Canis lupus familiaris
CL 0.7167 mL.min-1.kg-1 Rattus norvegicus
CL 3.167 mL.min-1.kg-1 Canis lupus familiaris
Cmax 31000.0 nM Rattus norvegicus
Cmax 61000.0 nM Canis lupus familiaris
F 50.0 % Rattus norvegicus
F 107.0 % Canis lupus familiaris
T1/2 6.2 hr Rattus norvegicus
T1/2 0.57 hr Canis lupus familiaris
Tmax 0.25 hr Rattus norvegicus
Tmax 0.5 hr Canis lupus familiaris

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
9089336 10.1021/jm960441m Rattus norvegicus 7
9089336 10.1021/jm960441m Canis familiaris 7
9089336 10.1021/jm960441m ADMET 2
9089336 10.1021/jm960441m Human immunodeficiency virus type 1 protease 1
9089336 10.1021/jm960441m Human immunodeficiency virus 1 1
9089336 10.1021/jm960441m H9 1
- 10.1016/S0960-894X(97)00031-0 Human immunodeficiency virus type 1 protease 1
- 10.1016/S0960-894X(97)00031-0 Human immunodeficiency virus 1 1

Data from ChEMBL 36 via Core Engine