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Compound Detail

CHEMBL562967

MERICITABINE
🧪 Phase II
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🧪 Phase II
CC(C)C(=O)OC[C@H]1O[C@@H](n2ccc(N)nc2=O)[C@](C)(F)[C@@H]1OC(=O)C(C)C

Basic Information

ChEMBL ID CHEMBL562967
Name MERICITABINE
Phase Phase II
Structure Type MOL
InChI Key MLESJYFEMSJZLZ-MAAOGQSESA-N
Active Moiety CHEMBL373691

Known Names

3',5'-DIISOBUTYRYL PSI 6130 3',5'-DIISOBUTYRYL PSI6130 Mericitabina Mericitabine PSI 6130 DIISOBUTYRATE PSI6130 DIISOBUTYRATE R 7128 R-7128 R7128 RG 7128 RG7128 RO-5024048 +2 more
2
Targets
7
Activities
1
Assay Types
0
PK Parameters
19
Publications
14
Known Names
2
Indications
1
Mechanisms

Molecular Properties

399.4
MW (Da)
1.22
ALogP
9
HBA
1
HBD
122.7
PSA (Ų)
0.71
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Single Enantiomer

Flags

Prodrug
USAN Stem -citabine
USAN Year 2012

Extended Properties

Molecular Formula C18H26FN3O6
MW 399.42
Aromatic Rings 1
Heavy Atoms 28
NP-Likeness 0.95

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
RNA-directed RNA polymerase inhibitor INHIBITOR RNA-directed RNA polymerase

Indications

Hepatitis C Hepatitis C, Chronic

Activity Summary

EC50 7 meas. best 6.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Hepatitis C virus
CHEMBL379
EC50 6.0 5.96 990.0 6
Unchecked
CHEMBL612545
EC50 5.96 5.96 1110.0 1

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
30108897 10.1039/C7MD00319F Hepatitis C virus 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
30281308 10.1021/acs.jmedchem.8b01258 Hepatitis C virus 2
30108897 10.1039/C7MD00319F Unchecked 2
28221790 10.1021/acs.jmedchem.6b01766 Hepatitis C virus 2
20845908 10.1021/jm100863x Hepatitis C virus 2
28221790 10.1021/acs.jmedchem.6b01766 Huh-7 1
28650160 10.1021/acs.jmedchem.7b00262 Huh-7 1
28650160 10.1021/acs.jmedchem.7b00262 Unchecked 1
19725579 10.1021/jm900447q Hepatitis C virus 1
30108897 10.1039/C7MD00319F HEp-2 1
- 10.21203/rs.3.rs-23951/v1 SARS-CoV-2 1
23856047 10.1016/j.bmcl.2013.06.045 Hepatitis C virus 1
30281308 10.1021/acs.jmedchem.8b01258 HEp-2 1
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 1
21050754 10.1016/j.bmcl.2010.10.035 ADMET 1
21050754 10.1016/j.bmcl.2010.10.035 Hepatitis C virus 1

Data from ChEMBL 36 via Core Engine