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Compound Detail

CHEMBL340869

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CCOC(=O)CCCC=C(c1cc(Br)c(OC)c(C(=O)OC)c1)c1cc(Br)c(OC)c(C(=O)OC)c1

Basic Information

ChEMBL ID CHEMBL340869
Phase Preclinical
Structure Type MOL
InChI Key JPJAAFZPKLIBBL-UHFFFAOYSA-N
4
Targets
27
Activities
2
Assay Types
0
PK Parameters
5
Publications
0
Known Names

Molecular Properties

628.3
MW (Da)
5.97
ALogP
8
HBA
0
HBD
97.4
PSA (Ų)
0.17
QED
2
Ro5 Violations
11
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C26H28Br2O8
MW 628.31
Aromatic Rings 2
Heavy Atoms 36
NP-Likeness 0.20

Activity Summary

IC50 26 meas. best 7.82
EC50 1 meas. best 8.15

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Human immunodeficiency virus type 1 (RF/HAT ISOLATE)
CHEMBL613498
EC50 8.15 8.15 7.0 1
CCRF-CEM
CHEMBL382
IC50 7.82 6.355 15.0 12
ADMET
CHEMBL612558
IC50 7.52 6.1362 30.0 13
Human immunodeficiency virus type 1 reverse transcriptase
CHEMBL247
IC50 6.45 6.45 359.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Human immunodeficiency virus type 1 (RF/HAT ISOLATE) EC50 = 7.0 nM 8.15 Inhibitory concentration for cytopathicity of HIV-1RF in CEM-SS cells 11708913
CCRF-CEM IC50 = 15.0 nM 7.82 Antiviral activity against site directed resistant isolates in HIV-1 A98G CEM ce... 11708913
CCRF-CEM IC50 = 15.0 nM 7.82 Antiviral activity against site directed resistant isolate HIV-1 L100I in CEM ce... 11708913
ADMET IC50 = 30.0 nM 7.52 Antiviral activity against subtype isolate D strain in PBLs (peripheral blood ly... 11708913
CCRF-CEM IC50 = 70.0 nM 7.16 Antiviral activity against site directed 4X AZT resistant isolate HIV-1 in CEM c... 11708913
ADMET IC50 = 100.0 nM 7.0 Antiviral activity against subtype isolate E strain in PBLs (peripheral blood ly... 11708913
ADMET IC50 = 150.0 nM 6.82 Antiviral activity against subtype isolate C strain in PBLs (peripheral blood ly... 11708913
ADMET IC50 = 200.0 nM 6.7 Antiviral activity against ROJO virus strain in PBLs (peripheral blood lymphocyt... 11708913
ADMET IC50 = 200.0 nM 6.7 Antiviral activity against subtype isolate A strain in PBLs (peripheral blood ly... 11708913
Human immunodeficiency virus type 1 reverse transcriptase IC50 = 359.0 nM 6.45 Inhibitory activity against HIV-1 Reverse Transcriptase with rCdG as the templat... 11708913
CCRF-CEM IC50 = 352.0 nM 6.45 Antiviral activity against site directed resistant isolate HIV-1 L74V in CEM cel... 11708913
CCRF-CEM IC50 = 370.0 nM 6.43 Antiviral activity against site directed 4X AZT resistant isolate HIV-1 L100I in... 11708913
ADMET IC50 = 400.0 nM 6.4 Antiviral activity against subtype isolate G strain in PBLs (peripheral blood ly... 11708913
CCRF-CEM IC50 = 440.0 nM 6.36 Antiviral activity against site directed wild-type enzyme isolate HIV-1 NL4-3WT ... 11708913
CCRF-CEM IC50 = 460.0 nM 6.34 Antiviral activity against site directed resistant isolate HIV-1 K103N in CEM ce... 11708913
ADMET IC50 = 760.0 nM 6.12 Antiviral activity against subtype isolate F strain in PBLs (peripheral blood ly... 11708913
CCRF-CEM IC50 = 957.0 nM 6.02 Antiviral activity against site directed resistant isolate HIV-1 K101E in CEM ce... 11708913
ADMET IC50 = 1000.0 nM 6.0 Antiviral activity against TEKI virus strain in PBLs (peripheral blood lymphocyt... 11708913
ADMET IC50 = 1100.0 nM 5.96 Antiviral activity against SLKA virus strain in PBLs (peripheral blood lymphocyt... 11708913
CCRF-CEM IC50 = 1800.0 nM 5.75 Antiviral activity against site directed resistant isolate HIV-1 Y188C in CEM ce... 11708913

Literature References

PubMed DOI Target Context # Activities
11708913 10.1021/jm010212m ADMET 14
11708913 10.1021/jm010212m CCRF-CEM 12
11708913 10.1021/jm010212m Human immunodeficiency virus type 1 reverse transcriptase 1
11708913 10.1021/jm010212m Human immunodeficiency virus type 1 (RF/HAT ISOLATE) 1
11708913 10.1021/jm010212m CEM-SS 1

Data from ChEMBL 36 via Core Engine