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Compound Detail

CHEMBL19977

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O=C(O)C(=O)CC(=O)c1cc(OCc2ccccc2)cc(OCc2ccccc2)c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL19977
Phase Preclinical
Structure Type MOL
InChI Key SLRLQBRWUMWEOZ-UHFFFAOYSA-N
6
Targets
20
Activities
2
Assay Types
0
PK Parameters
19
Publications
0
Known Names

Molecular Properties

404.4
MW (Da)
4.07
ALogP
5
HBA
1
HBD
89.9
PSA (Ų)
0.31
QED
0
Ro5 Violations
10
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C24H20O6
MW 404.42
Aromatic Rings 3
Heavy Atoms 30
NP-Likeness -0.12

Activity Summary

EC50 11 meas. best 6.11
IC50 9 meas. best 6.7

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Human immunodeficiency virus type 1 integrase
CHEMBL3471
 IC50 6.7 6.1529 200.0 7
Human immunodeficiency virus 1
CHEMBL378
 IC50 6.32 6.32 480.0 1
HeLa
CHEMBL399
 EC50 6.11 6.11 780.0 1
MT4
CHEMBL388
 IC50 5.72 5.72 1900.0 1
Human immunodeficiency virus 1
CHEMBL378
 EC50 5.24 4.9863 5700.0 8
Simian immunodeficiency virus
CHEMBL613499
 EC50 4.65 4.65 22600.0 1
Human immunodeficiency virus 2
CHEMBL380
 EC50 4.21 4.21 62100.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Human immunodeficiency virus type 1 integrase IC50 = 200.0 nM 6.7 Inhibition of Human immunodeficiency virus 1 integrase 18541726
Human immunodeficiency virus type 1 integrase IC50 = 200.0 nM 6.7 Inhibition of HIV1 integrase-mediated 3'-end processing activity 17367896
Human immunodeficiency virus 1 IC50 = 480.0 nM 6.32 Antiviral activity against HIV-1 infected in HEK293 cells preincubated for 4 hrs... 31265935
Human immunodeficiency virus type 1 integrase IC50 = 480.0 nM 6.32 Inhibitory concentration against integration of HIV-1 Integrase 15999991
Human immunodeficiency virus type 1 integrase IC50 = 480.0 nM 6.32 Inhibitory concentration against Recombinant HIV-1 integrase (Standard transfer ... 12643946
HeLa EC50 = 780.0 nM 6.11 Antiviral activity against human immuno deficiency virus type 1 in HeLa H1-JC.37... 15999991
Human immunodeficiency virus type 1 integrase IC50 = 770.0 nM 6.11 Inhibition of HIV1 integrase strand transfer activity after 1 hr 20709544
MT4 IC50 = 1900.0 nM 5.72 Antiviral potency was measured in HIV-1IIIb infected MT-4 human T-lymphoid cells 12643946
Human immunodeficiency virus type 1 integrase IC50 = 3500.0 nM 5.46 Inhibition of Human immunodeficiency virus 1 integrase strand transfer activity 18541726
Human immunodeficiency virus type 1 integrase IC50 = 3500.0 nM 5.46 Inhibition of HIV1 integrase strand transfer activity 17367896
Human immunodeficiency virus 1 EC50 = 5700.0 nM 5.24 Antiviral activity against HIV1 LAI replication in MOLT4 cells 17158051
Human immunodeficiency virus 1 EC50 = 5700.0 nM 5.24 Antiviral activity against Human immunodeficiency virus 1 3B infected in human M... 21371895
Human immunodeficiency virus 1 EC50 = 7200.0 nM 5.14 Antiviral activity against Reverse transcriptase inhibitor-resistant Human immun... 18541726
Human immunodeficiency virus 1 EC50 = 7400.0 nM 5.13 Antiviral activity against Protease inhibitor-resistant Human immunodeficiency v... 18541726
Human immunodeficiency virus 1 EC50 = 12400.0 nM 4.91 Antiretroviral activity against Human immunodeficiency virus 1 3B infected in hu... 18541726
Human immunodeficiency virus 1 EC50 = 12400.0 nM 4.91 Antiviral activity against Human immunodeficiency virus 1 3B infected in human M... 18541726
Human immunodeficiency virus 1 EC50 = 19300.0 nM 4.71 Antiviral activity against non nucleoside reverse transcriptase inhibitor-resist... 18541726
Simian immunodeficiency virus EC50 = 22600.0 nM 4.65 Antiretroviral activity against Simian immunodeficiency virus MAC 251 infected i... 18541726
Human immunodeficiency virus 1 EC50 = 24500.0 nM 4.61 Antiretroviral activity against Human immunodeficiency virus 1 NL4.3 infected in... 18541726
Human immunodeficiency virus 2 EC50 = 62100.0 nM 4.21 Antiretroviral activity against Human immunodeficiency virus 2 ROD infected in h... 18541726

Literature References

PubMed DOI Target Context # Activities
18541726 10.1128/aac.00210-08 Human immunodeficiency virus 1 9
18541726 10.1128/aac.00210-08 Human immunodeficiency virus 7
12643946 10.1016/s0960-894x(03)00059-3 MT4 2
15999991 10.1021/jm049171v Human immunodeficiency virus type 1 integrase 2
12643946 10.1016/s0960-894x(03)00059-3 Human immunodeficiency virus type 1 integrase 2
17158051 10.1016/j.bmc.2006.11.026 Human immunodeficiency virus 1 2
17367896 10.1016/j.ejmech.2007.01.024 Human immunodeficiency virus type 1 integrase 2
18541726 10.1128/aac.00210-08 Human immunodeficiency virus 2 2
18541726 10.1128/aac.00210-08 Human immunodeficiency virus type 1 integrase 2
18541726 10.1128/aac.00210-08 Unchecked 2
31265935 10.1016/j.ejmech.2019.06.058 Human immunodeficiency virus 1 1
21371895 10.1016/j.bmc.2011.01.047 Human immunodeficiency virus 1 1
18541726 10.1128/aac.00210-08 Simian immunodeficiency virus 1
18541726 10.1128/aac.00210-08 MT4 1
20709544 10.1016/j.bmcl.2010.07.087 Human immunodeficiency virus type 1 integrase 1
17158051 10.1016/j.bmc.2006.11.026 Vero 1
17158051 10.1016/j.bmc.2006.11.026 CCRF-CEM 1
17158051 10.1016/j.bmc.2006.11.026 PBMC 1
15999991 10.1021/jm049171v HeLa 1

Data from ChEMBL 36 via Core Engine