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Compound Detail

CHEMBL140665

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CCC1(c2cccc(OC)c2)Oc2ccccc2-n2cccc2C1=O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL140665
Phase Preclinical
Structure Type MOL
InChI Key GKVZGXXACNPWOI-UHFFFAOYSA-N
5
Targets
14
Activities
3
Assay Types
0
PK Parameters
14
Publications
0
Known Names

Molecular Properties

333.4
MW (Da)
4.37
ALogP
4
HBA
0
HBD
40.5
PSA (Ų)
0.71
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C21H19NO3
MW 333.39
Aromatic Rings 3
Heavy Atoms 25
NP-Likeness -0.27

Activity Summary

IC50 7 meas. best 8.0
Ki 4 meas. best 8.0
EC50 3 meas. best 10.48

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Human immunodeficiency virus 3
CHEMBL612359
 EC50 10.48 10.48 0.0 1
Human immunodeficiency virus 1
CHEMBL378
 EC50 10.4 8.94 0.0 2
Human immunodeficiency virus type 1 reverse transcriptase
CHEMBL247
 IC50 8.0 7.8733 10.0 3
Human immunodeficiency virus type 1 reverse transcriptase
CHEMBL247
 Ki 8.0 7.71 10.0 4
Unchecked
CHEMBL612545
 IC50 7.22 7.22 60.0 1
Human immunodeficiency virus 1
CHEMBL378
 IC50 6.7 6.7 200.0 1
Human immunodeficiency virus 3
CHEMBL612359
 IC50 5.16 5.16 7000.0 1
C8166
CHEMBL614533
 IC50 5.16 5.16 7000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Human immunodeficiency virus 3 EC50 = 0.033 nM 10.48 The compound was tested for inhibition against HIV-III B from C8 166 cell lines 10543890
Human immunodeficiency virus 1 EC50 = 0.04 nM 10.4 The compound was tested for inhibition against HIV-1 from CEM-SS cell lines 10543890
Human immunodeficiency virus type 1 reverse transcriptase IC50 = 10.0 nM 8.0 Inhibition of HIV1 RT V106A mutant 16279773
Human immunodeficiency virus type 1 reverse transcriptase Ki = 10.0 nM 8.0 In vitro inhibitory activity against HIV-1 mutant Reverse transcriptase containi... 10543890
Human immunodeficiency virus type 1 reverse transcriptase IC50 = 11.0 nM 7.96 Inhibition of HIV1 RT L100I mutant 16279773
Human immunodeficiency virus type 1 reverse transcriptase Ki = 11.0 nM 7.96 In vitro inhibitory activity against HIV-1 mutant Reverse transcriptase containi... 10543890
Human immunodeficiency virus type 1 reverse transcriptase IC50 = 22.0 nM 7.66 Inhibition of HIV1 RT K103N mutant 16279773
Human immunodeficiency virus type 1 reverse transcriptase Ki = 22.0 nM 7.66 In vitro inhibitory activity against HIV-1 mutant Reverse transcriptase containi... 10543890
Human immunodeficiency virus 1 EC50 = 33.0 nM 7.48 Antiviral activity against HIV1 3B infected in human C8166 cells assessed as inh... 26116177
Unchecked IC50 = 60.0 nM 7.22 Inhibition of HIV1 RT 16279773
Human immunodeficiency virus type 1 reverse transcriptase Ki = 60.0 nM 7.22 In vitro inhibitory activity against HIV-1 wild type reverse transcriptase (RT) 10543890
Human immunodeficiency virus 1 IC50 = 200.0 nM 6.7 The compound was tested for inhibition against HIV-1 from CEM-SS cell lines 10543890
Human immunodeficiency virus 3 IC50 = 7000.0 nM 5.16 The compound was tested for inhibition against HIV-III B from C8 166 cell lines 10543890
C8166 IC50 = 7000.0 nM 5.16 Cytotoxicity against human C8166 cells 26116177

Literature References

PubMed DOI Target Context # Activities
10543890 10.1021/jm990150o Human immunodeficiency virus type 1 reverse transcriptase 6
16279773 10.1021/jm050257d Human immunodeficiency virus type 1 reverse transcriptase 5
10543890 10.1021/jm990150o Human immunodeficiency virus 1 2
10543890 10.1021/jm990150o Human immunodeficiency virus 3 2
10543890 10.1021/jm990150o NSO 1
10543890 10.1021/jm990150o Daudi 1
10543890 10.1021/jm990150o NIH3T3 1
10543890 10.1021/jm990150o ADMET 1
16279773 10.1021/jm050257d Unchecked 1
19632850 10.1016/j.bmc.2009.06.060 Unchecked 1
19632850 10.1016/j.bmc.2009.06.060 Human immunodeficiency virus type 1 reverse transcriptase 1
26116177 10.1016/j.bmc.2015.06.016 C8166 1
26116177 10.1016/j.bmc.2015.06.016 Human immunodeficiency virus 1 1
26116177 10.1016/j.bmc.2015.06.016 Unchecked 1

Data from ChEMBL 36 via Core Engine