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Compound Detail

CHEMBL280541

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C[C@H](Sc1nc(N)cc(Cl)n1)c1cc2ccoc2cn1

Basic Information

ChEMBL ID CHEMBL280541
Phase Preclinical
Structure Type MOL
InChI Key ATCRIOJPQXDFNY-ZETCQYMHSA-N
2
Targets
11
Activities
1
Assay Types
11
PK Parameters
4
Publications
0
Known Names

Molecular Properties

306.8
MW (Da)
3.71
ALogP
6
HBA
1
HBD
77.8
PSA (Ų)
0.45
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C13H11ClN4OS
MW 306.78
Aromatic Rings 3
Heavy Atoms 20
NP-Likeness -0.61

Activity Summary

IC50 11 meas. best 9.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Human immunodeficiency virus 1
CHEMBL378
IC50 9.0 7.398 1.0 5
Human immunodeficiency virus type 1 reverse transcriptase
CHEMBL247
IC50 7.77 7.4 17.0 6

Pharmacokinetic Data

Parameter Value Units Species
Cmax 123000.0 nM Rattus norvegicus
Cmax 52000.0 nM Rattus norvegicus
Cmax 103000.0 nM Rattus norvegicus
F 94.0 % Rattus norvegicus
F 94.0 % Rattus norvegicus
T1/2 0.7 hr Rattus norvegicus
T1/2 0.78 hr Rattus norvegicus
T1/2 1.5 hr Rattus norvegicus
Tmax 0.033 hr Rattus norvegicus
Tmax 1.4 hr Rattus norvegicus
Tmax 3.8 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Human immunodeficiency virus 1 IC50 = 1.0 nM 9.0 In vitro antiviral activity against NNRTI-resistant IIIB (WT) HIV-1 variant 9554867
Human immunodeficiency virus 1 IC50 = 8.0 nM 8.1 In vitro antiviral activity against NNRTI-resistant DLVR-MF (P236L) HIV-1 varian... 9554867
Human immunodeficiency virus type 1 reverse transcriptase IC50 = 17.0 nM 7.77 Inhibitory activity against E233V mutant HIV-1 reverse transcriptase 9554867
Human immunodeficiency virus type 1 reverse transcriptase IC50 = 20.0 nM 7.7 Inhibitory activity against wild type HIV-1 reverse transcriptase (WT-RT) 9554867
Human immunodeficiency virus type 1 reverse transcriptase IC50 = 22.0 nM 7.66 Inhibitory activity against P236L mutant HIV-1 reverse transcriptase 9554867
Human immunodeficiency virus type 1 reverse transcriptase IC50 = 39.0 nM 7.41 Inhibitory activity against L100I mutant HIV-1 reverse transcriptase 9554867
Human immunodeficiency virus 1 IC50 = 70.0 nM 7.16 In vitro antiviral activity against NNRTI-resistant DLVR-IIIB (L100I) HIV-1 vari... 9554867
Human immunodeficiency virus type 1 reverse transcriptase IC50 = 77.0 nM 7.11 Inhibitory activity against Y188H mutant HIV-1 reverse transcriptase 9554867
Human immunodeficiency virus 1 IC50 = 170.0 nM 6.77 In vitro antiviral activity against NNRTI-resistant R88703R-IIIB (Y181C) HIV-1 v... 9554867
Human immunodeficiency virus type 1 reverse transcriptase IC50 = 179.0 nM 6.75 Inhibitory activity against Y181C mutant HIV-1 reverse transcriptase 9554867
Human immunodeficiency virus 1 IC50 = 1100.0 nM 5.96 In vitro antiviral activity against NNRTI-resistant L-697661R-IIIB (Y181C) HIV-1... 9554867

Literature References

PubMed DOI Target Context # Activities
9554867 10.1021/jm9801049 Rattus norvegicus 13
9554867 10.1021/jm9801049 Human immunodeficiency virus type 1 reverse transcriptase 6
9554867 10.1021/jm9801049 Human immunodeficiency virus 1 5
9554867 10.1021/jm9801049 ADMET 2

Data from ChEMBL 36 via Core Engine