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Compound Detail

CHEMBL444314

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Cc1cn([C@H]2CC[C@@H](CO)O2)c(=O)[nH]c1=O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL444314
Phase Preclinical
Structure Type MOL
InChI Key XKKCQTLDIPIRQD-JGVFFNPUSA-N
3
Targets
8
Activities
4
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

226.2
MW (Da)
-0.49
ALogP
5
HBA
2
HBD
84.3
PSA (Ų)
0.71
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 C10H14N2O4
MW 226.23
Aromatic Rings 1
Heavy Atoms 16
NP-Likeness 0.79

Activity Summary

EC50 3 meas. best 6.77
IC50 2 meas. best 6.92
Ki 2 meas.
Kd 1 meas.

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Human immunodeficiency virus type 1 reverse transcriptase
CHEMBL247
 IC50 6.92 6.92 120.0 1
Human immunodeficiency virus 1
CHEMBL378
 EC50 6.77 5.91 170.0 3
CCRF-CEM
CHEMBL382
 IC50 6.42 6.42 380.0 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 = 120.0 nM 6.92 Inhibition of HIV1 reverse transcriptase 17562366
Human immunodeficiency virus 1 EC50 = 170.0 nM 6.77 Antiviral activity against HIV I strain (LAV) in human peripheral blood mononucl... 2918508
CCRF-CEM IC50 = 380.0 nM 6.42 Concentration of compound required to inhibit 50% of viral replication of human ... 2754712
Human immunodeficiency virus 1 EC50 = 700.0 nM 6.16 Anti-HIV activity against HIV-1 infected in human CEM-SS cells assessed as inhib... 34695774
Human immunodeficiency virus 1 EC50 = 16000.0 nM 4.8 Anti-HIV activity against HIV-1 infected in human MT4 cells assessed as inhibiti... 34695774

Literature References

PubMed DOI Target Context # Activities
15646539 10.1016/s0399-8320(04)95062-2 Unchecked 11
15646539 10.1016/s0399-8320(04)95062-2 NON-PROTEIN TARGET 8
3497272 10.1021/jm00391a003 MT4 6
18272369 10.1016/j.bmc.2008.01.038 Thymidine phosphorylase 4
34695774 10.1016/j.ejmech.2021.113914 Human immunodeficiency virus 1 3
3643284 10.1021/jm00385a033 Moloney murine leukemia virus 3
1527788 10.1021/jm00096a011 MT4 2
3497272 10.1021/jm00391a003 ATH-8 cell line 2
7097717 10.1021/jm00348a007 Thymidine kinase, cytosolic 2
7097717 10.1021/jm00348a007 Thymidine kinase 2 2
2754712 10.1021/jm00128a034 Unchecked 2
2754712 10.1021/jm00128a034 Rauscher murine leukemia virus 2
2754712 10.1021/jm00128a034 CCRF-CEM 2
7097717 10.1021/jm00348a007 Unchecked 1
3497272 10.1021/jm00391a003 ADMET 1
2918508 10.1021/jm00123a018 Human immunodeficiency virus 1 1
2918508 10.1021/jm00123a018 ADMET 1
17562366 10.1016/j.bmc.2007.05.047 Human immunodeficiency virus 1 1
17562366 10.1016/j.bmc.2007.05.047 Human immunodeficiency virus type 1 reverse transcriptase 1
34695774 10.1016/j.ejmech.2021.113914 MT4 1

Data from ChEMBL 36 via Core Engine