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Compound Detail

CHEMBL58581

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Fc1cccc(F)c1Cn1c(-c2c(F)cccc2F)nc2ccccc21
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL58581
Phase Preclinical
Structure Type MOL
InChI Key MDIRLWZOKMHIJZ-UHFFFAOYSA-N
2
Targets
17
Activities
2
Assay Types
0
PK Parameters
7
Publications
0
Known Names

Molecular Properties

356.3
MW (Da)
5.31
ALogP
2
HBA
0
HBD
17.8
PSA (Ų)
0.46
QED
1
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C20H12F4N2
MW 356.32
Aromatic Rings 4
Heavy Atoms 26
NP-Likeness -1.12

Activity Summary

EC50 14 meas. best 6.57
IC50 3 meas. best 6.96

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Human immunodeficiency virus type 1 reverse transcriptase
CHEMBL247
 IC50 6.96 6.96 110.0 1
Human immunodeficiency virus type 1 reverse transcriptase
CHEMBL247
 EC50 6.57 5.5783 270.0 12
Human immunodeficiency virus 1
CHEMBL378
 EC50 5.77 5.77 1700.0 1
Human immunodeficiency virus 1
CHEMBL378
 IC50 5.77 5.77 1700.0 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 = 110.0 nM 6.96 Inhibition of HIV1 NL4-3 reverse transcriptase 17663538
Human immunodeficiency virus type 1 reverse transcriptase EC50 = 270.0 nM 6.57 Cross Resistance (antiviral activity) with 4xAZT (Non nucleoside reverse transcr... 9435891
Human immunodeficiency virus type 1 reverse transcriptase EC50 = 460.0 nM 6.34 Cross Resistance (antiviral activity) with L74V (Non nucleoside reverse transcri... 9435891
Human immunodeficiency virus type 1 reverse transcriptase EC50 = 840.0 nM 6.08 Cross Resistance (antiviral activity) with 4xAZT/L100I (Non nucleoside reverse t... 9435891
Human immunodeficiency virus type 1 reverse transcriptase EC50 = 1360.0 nM 5.87 Cross Resistance (antiviral activity) with L100I (Nonnucleoside reverse transcri... 9435891
Human immunodeficiency virus type 1 reverse transcriptase EC50 = 1700.0 nM 5.77 Inhibition of HIV-1 reverse transcriptase. 12723956
Human immunodeficiency virus 1 EC50 = 1700.0 nM 5.77 Antiviral activity against HIV1 infected CEM cells 17663538
Human immunodeficiency virus 1 IC50 = 1700.0 nM 5.77 Antiviral activity against HIV1 19112024
Human immunodeficiency virus type 1 reverse transcriptase EC50 = 1850.0 nM 5.73 Cross Resistance (antiviral activity) with NL4-3(WT) NNRTI (Non nucleoside rever... 9435891
Human immunodeficiency virus type 1 reverse transcriptase EC50 = 2300.0 nM 5.64 Cross Resistance (antiviral activity) with V179D (Non nucleoside reverse transcr... 9435891
Human immunodeficiency virus type 1 reverse transcriptase EC50 = 4750.0 nM 5.32 Cross Resistance (antiviral activity) with A98G (Non nucleoside reverse transcri... 9435891
Human immunodeficiency virus type 1 reverse transcriptase EC50 = 10400.0 nM 4.98 Cross Resistance (antiviral activity) with V108I (Non nucleoside reverse transcr... 9435891
Human immunodeficiency virus type 1 reverse transcriptase EC50 = 11700.0 nM 4.93 Cross Resistance (antiviral activity) with Y188C (Non nucleoside reverse transcr... 9435891
Human immunodeficiency virus type 1 reverse transcriptase EC50 = 12900.0 nM 4.89 Cross Resistance (antiviral activity) with K103N (Non nucleoside reverse transcr... 9435891
Human immunodeficiency virus type 1 reverse transcriptase EC50 = 15200.0 nM 4.82 Cross Resistance (antiviral activity) with Y181C (Non nucleoside reverse transcr... 9435891

Literature References

PubMed DOI Target Context # Activities
9435891 10.1021/jm970096g Human immunodeficiency virus type 1 reverse transcriptase 16
17663538 10.1021/jm060103d Human immunodeficiency virus type 1 reverse transcriptase 2
9435891 10.1021/jm970096g CEM-SS 1
12723956 10.1021/jm020271f Human immunodeficiency virus type 1 reverse transcriptase 1
17663538 10.1021/jm060103d Human immunodeficiency virus 1 1
17663538 10.1021/jm060103d CCRF-CEM 1
19112024 10.1016/j.bmc.2008.11.075 Human immunodeficiency virus 1 1

Data from ChEMBL 36 via Core Engine