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Compound Detail

CHEMBL322698

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O=C(NNc1nc2ccccc2n2cccc12)c1cnccn1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL322698
Phase Preclinical
Structure Type MOL
InChI Key MJLHALWWIZZOGJ-UHFFFAOYSA-N
3
Targets
13
Activities
3
Assay Types
12
PK Parameters
12
Publications
0
Known Names

Molecular Properties

304.3
MW (Da)
2.03
ALogP
6
HBA
2
HBD
84.2
PSA (Ų)
0.57
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 C16H12N6O
MW 304.31
Aromatic Rings 4
Heavy Atoms 23
NP-Likeness -2.04

Activity Summary

EC50 5 meas. best 7.82
Ki 5 meas. best 6.72
IC50 3 meas. best 4.75

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
C8166
CHEMBL614533
 EC50 7.82 6.895 15.0 4
Human immunodeficiency virus type 1 reverse transcriptase
CHEMBL247
 Ki 6.72 6.138 190.0 5
Human immunodeficiency virus 1
CHEMBL378
 EC50 6.7 6.7 200.0 1
C8166
CHEMBL614533
 IC50 4.75 4.75 18000.0 1
Human immunodeficiency virus type 1 reverse transcriptase
CHEMBL247
 IC50 4.72 4.72 19000.0 1
Human immunodeficiency virus 1
CHEMBL378
 IC50 4.6 4.6 25000.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 21.7 nM hr-1 ml-1 Mus musculus
AUC 48.7 nM hr-1 ml-1 Mus musculus
Cmax 12900.0 nM Macaca fascicularis
Cmax 6500.0 nM Macaca fascicularis
Cmax 3.0 nM g-1 Macaca fascicularis
Cmax 0.9 nM g-1 Macaca fascicularis
Cmax 7000.0 nM Macaca fascicularis
F 45.0 % Mus musculus
T1/2 1.5 hr Mus musculus
T1/2 1.4 hr Mus musculus
Tmax 2.0 hr Mus musculus
Vd 3.0 L.kg-1 Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
C8166 EC50 = 15.0 nM 7.82 Synergistic antiviral activity with AZT (DDI), against HIV-IIIB in C8166 cells (... 11462972
C8166 EC50 = 98.0 nM 7.01 Synergistic antiviral activity of AZT (DDI) with the compound, against HIV-IIIB ... 11462972
Human immunodeficiency virus type 1 reverse transcriptase Ki = 190.0 nM 6.72 Inhibition of HIV-1 wild-type RT 11462972
Human immunodeficiency virus 1 EC50 = 200.0 nM 6.7 Inhibition of HIV-1-p24 antigen production in monocyte-macrophages (in vitro ant... 11462972
Human immunodeficiency virus type 1 reverse transcriptase Ki = 300.0 nM 6.52 Inhibition of HIV-1 Mutant HIV-1 RT enzymes containing the single amino acid sub... 11462972
C8166 EC50 = 400.0 nM 6.4 Concentration which produces a 50% survival of HIV-1 infected cells relative to ... 11462972
C8166 EC50 = 450.0 nM 6.35 Antiviral activity alone against HIV-IIIB in C8166 cells 11462972
Human immunodeficiency virus type 1 reverse transcriptase Ki = 800.0 nM 6.1 Inhibition of HIV-1 Mutant HIV-1 RT enzymes containing the single amino acid sub... 11462972
Human immunodeficiency virus type 1 reverse transcriptase Ki = 1800.0 nM 5.75 Inhibition of HIV-1 Mutant HIV-1 RT enzymes containing the single amino acid sub... 11462972
Human immunodeficiency virus type 1 reverse transcriptase Ki = 2500.0 nM 5.6 Inhibition of HIV-1 Mutant HIV-1 RT enzymes containing the single amino acid sub... 11462972
C8166 IC50 = 18000.0 nM 4.75 Concentration which results in 50% survival of uninfected untreated control C816... 11462972
Human immunodeficiency virus type 1 reverse transcriptase IC50 = 19000.0 nM 4.72 Inhibition of HIV1 reverse transcriptase 26116177
Human immunodeficiency virus 1 IC50 = 25000.0 nM 4.6 Inhibition of HIV-1-p24 antigen production in monocyte-macrophages (cytotoxicity... 11462972

Literature References

PubMed DOI Target Context # Activities
11462972 10.1021/jm0010365 Mus musculus 7
11462972 10.1021/jm0010365 Human immunodeficiency virus type 1 reverse transcriptase 5
11462972 10.1021/jm0010365 C8166 5
11462972 10.1021/jm0010365 Cynomolgus monkey 5
11462972 10.1021/jm0010365 ADMET 2
11462972 10.1021/jm0010365 Human immunodeficiency virus 1 2
11462972 10.1021/jm0010365 Human immunodeficiency virus type 1 protease 1
11462972 10.1021/jm0010365 Unchecked 1
11462972 10.1021/jm0010365 NSO 1
11462972 10.1021/jm0010365 Daudi 1
11462972 10.1021/jm0010365 NIH3T3 1
26116177 10.1016/j.bmc.2015.06.016 Human immunodeficiency virus type 1 reverse transcriptase 1

Data from ChEMBL 36 via Core Engine