Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL304445

Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
Cc1cn([C@H]2CO[C@@H](CO)O2)c(=O)[nH]c1=O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL304445
Phase Preclinical
Structure Type MOL
InChI Key BCAWWPAPHSAUQZ-RNFRBKRXSA-N
2
Targets
8
Activities
1
Assay Types
10
PK Parameters
10
Publications
0
Known Names

Molecular Properties

228.2
MW (Da)
-1.29
ALogP
6
HBA
2
HBD
93.5
PSA (Ų)
0.66
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C9H12N2O5
MW 228.20
Aromatic Rings 1
Heavy Atoms 16
NP-Likeness 0.54

Activity Summary

EC50 8 meas. best 7.06

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Human immunodeficiency virus 1
CHEMBL378
 EC50 7.06 6.5186 88.0 7
ADMET
CHEMBL612558
 EC50 6.41 6.41 390.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 95045.3 ng.hr.mL-1 Macaca mulatta
AUC 88381.86 ng.hr.mL-1 Macaca mulatta
CL 6.0 mL.min-1.kg-1 Macaca mulatta
Cmax 105000.0 nM Macaca mulatta
F 95.0 % Macaca mulatta
MRT 2.88 hr Macaca mulatta
MRT 3.26 hr Macaca mulatta
T1/2 2.16 hr Macaca mulatta
Tmax 0.5 hr Macaca mulatta
Vd 0.52 L.kg-1 Macaca mulatta

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Human immunodeficiency virus 1 EC50 = 88.0 nM 7.06 Antiviral activity against Lamivudine resistant HIV1 with reverse transcriptase ... 17485498
Human immunodeficiency virus 1 EC50 = 210.0 nM 6.68 Antiviral activity against tenofovir resistant HIV1 with reverse transcriptase K... 17485498
Human immunodeficiency virus 1 EC50 = 300.0 nM 6.52 Effective concentration against HIV-1 strain LAV in human peripheral blood monon... 8496934
Human immunodeficiency virus 1 EC50 = 330.0 nM 6.48 Antiviral activity against didanosine resistant HIV1 with reverse transcriptase ... 17485498
ADMET EC50 = 390.0 nM 6.41 Effective concentration against HIV-1 in peripheral blood mononuclear cells(PBM)... 1597854
Human immunodeficiency virus 1 EC50 = 390.0 nM 6.41 Antiviral activity against HIV1 17485498
Human immunodeficiency virus 1 EC50 = 490.0 nM 6.31 Antiviral activity against zidovudine resistant HIV1 in human PBMC 17485498
Human immunodeficiency virus 1 EC50 = 680.0 nM 6.17 Antiviral activity against HIV1 LAI infected in CEM cells 19153047

Literature References

PubMed DOI Target Context # Activities
17485498 10.1128/aac.01498-06 Rhesus monkey 17
17485498 10.1128/aac.01498-06 ADMET 10
17485498 10.1128/aac.01498-06 Human immunodeficiency virus 1 5
1597854 10.1021/jm00089a007 ADMET 2
19153047 10.1016/j.bmc.2008.10.078 Human immunodeficiency virus 1 2
1597854 10.1021/jm00089a007 Vero 1
8496934 10.1021/jm00057a001 Human immunodeficiency virus 1 1
19153047 10.1016/j.bmc.2008.10.078 PBMC 1
19153047 10.1016/j.bmc.2008.10.078 CCRF-CEM 1
19153047 10.1016/j.bmc.2008.10.078 Vero 1

Data from ChEMBL 36 via Core Engine