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Compound Detail

CHEMBL5575003

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Cn1c(Cn2ccc(C(F)(F)F)c(Oc3cc(Cl)cc(-c4ccc(Br)cc4)c3)c2=O)n[nH]c1=O

Basic Information

ChEMBL ID CHEMBL5575003
Phase Preclinical
Structure Type MOL
InChI Key QNIACYCIPWZTEK-UHFFFAOYSA-N
2
Targets
16
Activities
2
Assay Types
12
PK Parameters
5
Publications
0
Known Names

Molecular Properties

555.7
MW (Da)
5.21
ALogP
6
HBA
1
HBD
81.9
PSA (Ų)
0.37
QED
2
Ro5 Violations
5
Rot. Bonds

Drug Information

Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C22H15BrClF3N4O3
MW 555.74
Aromatic Rings 4
Heavy Atoms 34
NP-Likeness -1.28

Activity Summary

EC50 15 meas. best 8.05
IC50 1 meas. best 7.4

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Human immunodeficiency virus 1
CHEMBL378
EC50 8.05 7.3773 9.0 15
Human immunodeficiency virus type 1 reverse transcriptase
CHEMBL247
IC50 7.4 7.4 40.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 5487.0 ng.hr.mL-1 Rattus norvegicus
AUC 39616.0 ng.hr.mL-1 Rattus norvegicus
AUC 7671.0 ng.hr.mL-1 Rattus norvegicus
AUC 41791.0 ng.hr.mL-1 Rattus norvegicus
CL 261.0 mL.min-1.kg-1 Rattus norvegicus
Cmax 1.947 ug.mL-1 Rattus norvegicus
Cmax 3.337 ug.mL-1 Rattus norvegicus
F 108.96 % Rattus norvegicus
T1/2 4.49 hr Rattus norvegicus
T1/2 5.09 hr Rattus norvegicus
Tmax 0.05 hr Rattus norvegicus
Tmax 4.0 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Human immunodeficiency virus 1 EC50 = 9.0 nM 8.05 Antiviral activity against wild type HIV-1 IIIB infected in human MT4 cells asse... 38613773
Human immunodeficiency virus 1 EC50 = 9.0 nM 8.05 Antiviral activity against wild type HIV-1 infected in mouse at 10 mg/kg, po mea... 38613773
Human immunodeficiency virus 1 EC50 = 11.0 nM 7.96 Antiviral activity against NNRTI-resistant HIV-1 harboring L100I mutant infected... 38613773
Human immunodeficiency virus 1 EC50 = 11.0 nM 7.96 Antiviral activity against wild type HIV-1 infected in mouse harboring L100I mut... 38613773
Human immunodeficiency virus 1 EC50 = 13.0 nM 7.89 Antiviral activity against NNRTI-resistant HIV-1 harboring K103N mutant infected... 38613773
Human immunodeficiency virus 1 EC50 = 13.0 nM 7.89 Antiviral activity against NNRTI-resistant HIV-1 harboring E138K mutant infected... 38613773
Human immunodeficiency virus 1 EC50 = 13.0 nM 7.89 Antiviral activity against wild type HIV-1 infected in mouse harboring K103N mut... 38613773
Human immunodeficiency virus 1 EC50 = 13.0 nM 7.89 Antiviral activity against wild type HIV-1 infected in mouse harboring E138K mut... 38613773
Human immunodeficiency virus 1 EC50 = 16.0 nM 7.8 Antiviral activity against wild type HIV-1 infected in mouse harboring Y181C mut... 38613773
Human immunodeficiency virus 1 EC50 = 18.0 nM 7.75 Antiviral activity against NNRTI-resistant HIV-1 harboring Y181C mutant infected... 38613773
Human immunodeficiency virus type 1 reverse transcriptase IC50 = 40.0 nM 7.4 Inhibition of wild type HIV-1 Reverse transcriptase assessed as reduction of bio... 38613773
Human immunodeficiency virus 1 EC50 = 56.0 nM 7.25 Antiviral activity against wild type HIV-1 infected in mouse harboring RES056 mu... 38613773
Human immunodeficiency virus 1 EC50 = 59.0 nM 7.23 Antiviral activity against NNRTI-resistant HIV-1 harboring RES056 mutant infecte... 38613773
Human immunodeficiency virus 1 EC50 = 703.0 nM 6.15 Antiviral activity against NNRTI-resistant HIV-1 harboring Y188L mutant infected... 38613773
Human immunodeficiency virus 1 EC50 = 703.0 nM 6.15 Antiviral activity against wild type HIV-1 infected in mouse harboring Y88L muta... 38613773
Human immunodeficiency virus 1 EC50 = 17700.0 nM 4.75 Antiviral activity against NNRTI-resistant HIV-1 harboring F227L/V106A double mu... 38613773

Literature References

PubMed DOI Target Context # Activities
38613773 10.1021/acs.jmedchem.4c00026 ADMET 24
38613773 10.1021/acs.jmedchem.4c00026 Human immunodeficiency virus 1 15
38613773 10.1021/acs.jmedchem.4c00026 No relevant target 3
38613773 10.1021/acs.jmedchem.4c00026 MT4 1
38613773 10.1021/acs.jmedchem.4c00026 Human immunodeficiency virus type 1 reverse transcriptase 1

Data from ChEMBL 36 via Core Engine