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Compound Detail

CHEMBL58542

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CCCCCC=C(c1cc(Br)c(OC)c(C(=O)OC)c1)c1cc(Br)c(OC)c(C(=O)OC)c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL58542
Phase Preclinical
Structure Type MOL
InChI Key JACATZVHAVCZHV-UHFFFAOYSA-N
7
Targets
25
Activities
2
Assay Types
0
PK Parameters
17
Publications
0
Known Names

Molecular Properties

584.3
MW (Da)
6.81
ALogP
6
HBA
0
HBD
71.1
PSA (Ų)
0.23
QED
2
Ro5 Violations
10
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C25H28Br2O6
MW 584.30
Aromatic Rings 2
Heavy Atoms 33
NP-Likeness 0.30

Activity Summary

EC50 20 meas. best 6.25
IC50 5 meas. best 6.42

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Human immunodeficiency virus type 1 reverse transcriptase
CHEMBL247
 IC50 6.42 6.42 380.0 3
MT4
CHEMBL388
 EC50 6.25 5.28 560.0 4
CEM-SS
CHEMBL614548
 EC50 6.03 5.0713 930.0 8
MO/Mphi
CHEMBL614174
 EC50 5.73 5.495 1850.0 2
Human immunodeficiency virus type 1 (RF/HAT ISOLATE)
CHEMBL613498
 EC50 5.04 5.04 9200.0 1
PBL
CHEMBL614233
 EC50 4.99 4.8033 10200.0 3
Human immunodeficiency virus 1
CHEMBL378
 IC50 4.8 4.8 16000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Human immunodeficiency virus type 1 reverse transcriptase IC50 = 380.0 nM 6.42 Inhibitory activity against human immunodeficiency virus (HIV) - 1 reverse trans... 9622549
Human immunodeficiency virus type 1 reverse transcriptase IC50 = 380.0 nM 6.42 Inhibitory activity against HIV-1 reverse transcriptase -
Human immunodeficiency virus type 1 reverse transcriptase IC50 = 380.0 nM 6.42 Inhibitory activity against HIV-1 Reverse Transcriptase with rCdG as the templat... 11708913
MT4 EC50 = 560.0 nM 6.25 Concentration that provides 50% protection in the MT-4 cells infected with AZT-r... -
CEM-SS EC50 = 930.0 nM 6.03 Inhibition of cytopathic effect of HIV-1 strain containing the specified mutatio... 10579849
MO/Mphi EC50 = 1850.0 nM 5.73 Concentration that provides 50% protection in the MO/Mphi cells infected with HI... -
MO/Mphi EC50 = 5500.0 nM 5.26 Concentration that provides 50% protection in the MO/Mphi cells infected with HI... -
CEM-SS EC50 = 5470.0 nM 5.26 Inhibition of cytopathic effect of HIV-1 strain containing the specified mutatio... 10579849
MT4 EC50 = 6000.0 nM 5.22 Concentration that provides 50% protection in the MT-4 cells infected with AZT-r... -
Human immunodeficiency virus type 1 (RF/HAT ISOLATE) EC50 = 9200.0 nM 5.04 Inhibitory concentration for cytopathicity of HIV-1RF in CEM-SS cells 11708913
CEM-SS EC50 = 9200.0 nM 5.04 Concentration that provides 50% protection in the CEM-SS cells infected with HIV... -
CEM-SS EC50 = 9200.0 nM 5.04 Compound was tested for the prevention of cytopathic effect of HIV-1 RF in CEM-S... 9871653
CEM-SS EC50 = 9200.0 nM 5.04 Inhibitory concentration for cytopathicity of HIV-1 in CEM-SS cells 9622549
PBL EC50 = 10200.0 nM 4.99 Concentration that provides 50% protection in the PBL cells infected with HIV-1 ... -
CEM-SS EC50 = 12300.0 nM 4.91 Inhibition of cytopathic effect of HIV-1 strain containing the specified mutatio... 10579849
MT4 EC50 = 14000.0 nM 4.85 Concentration that provides 50% protection in the MT-4 cells infected with pyrid... -
PBL EC50 = 15200.0 nM 4.82 Concentration that provides 50% protection in the PBL cells infected with HIV-1 ... -
MT4 EC50 = 16000.0 nM 4.8 Concentration that provides 50% protection in the MT-4 cells infected with HIV-1... -
Human immunodeficiency virus 1 IC50 = 16000.0 nM 4.8 Concentration required to inhibit 50% viral production of human immunodeficiency... 15801834
CEM-SS EC50 = 23600.0 nM 4.63 Inhibition of cytopathic effect of HIV-1 strain containing the specified mutatio... 10579849

Literature References

PubMed DOI Target Context # Activities
10579849 10.1021/jm990343b CEM-SS 19
- 10.1016/0960-894X(95)00465-6 MT4 12
- 10.1016/0960-894X(95)00465-6 PBL 6
- 10.1016/0960-894X(95)00465-6 MO/Mphi 4
- 10.1016/0960-894X(95)00465-6 CEM-SS 3
11708913 10.1021/jm010212m CEM-SS 2
9871653 10.1016/s0960-894x(97)10214-1 MT4 2
9871653 10.1016/s0960-894x(97)10214-1 CEM-SS 2
15801834 10.1021/jm049606e Human immunodeficiency virus 1 1
11708913 10.1021/jm010212m Human immunodeficiency virus type 1 reverse transcriptase 1
9622549 10.1021/jm9800595 Unchecked 1
9622549 10.1021/jm9800595 CCRF-CEM 1
9622549 10.1021/jm9800595 CEM-SS 1
9622549 10.1021/jm9800595 Human immunodeficiency virus type 1 reverse transcriptase 1
9871653 10.1016/s0960-894x(97)10214-1 ADMET 1
- 10.1016/0960-894X(95)00465-6 Human immunodeficiency virus type 1 reverse transcriptase 1
11708913 10.1021/jm010212m Human immunodeficiency virus type 1 (RF/HAT ISOLATE) 1

Data from ChEMBL 36 via Core Engine