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Compound Detail

CHEMBL3417258

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

Basic Information

ChEMBL ID CHEMBL3417258
Name LUMICITABINE
Phase Phase II
Structure Type MOL
InChI Key MJVKYGMNSQJLIN-KYZVSKTDSA-N
Active Moiety CHEMBL3417243

Known Names

ALS-008176 Als-8176 Lumicitabina Lumicitabine
1
Targets
1
Activities
1
Assay Types
15
PK Parameters
8
Publications
4
Known Names
1
Indications
1
Mechanisms

Molecular Properties

433.9
MW (Da)
1.44
ALogP
9
HBA
1
HBD
122.7
PSA (Ų)
0.51
QED
0
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Single Enantiomer

Flags

Prodrug
USAN Stem -citabine
USAN Year 2017

Extended Properties

Molecular Formula C18H25ClFN3O6
MW 433.86
Aromatic Rings 1
Heavy Atoms 29
NP-Likeness 1.01

Mechanism of Action

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

Indications

Respiratory Syncytial Virus Infections

Activity Summary

EC50 1 meas. best 6.58

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Respiratory syncytial virus
CHEMBL612679
EC50 6.58 6.58 260.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 1231.0 ng.hr.mL-1 Mesocricetus auratus
AUC 2593.0 ng.hr.mL-1 Rattus norvegicus
AUC 1295.0 ng.hr.mL-1 Macaca fascicularis
Cmax 1025.68 nM Mesocricetus auratus
Cmax 1620.34 nM Rattus norvegicus
Cmax 1152.45 nM Macaca fascicularis
F 38.2 % Mesocricetus auratus
F 97.2 % Rattus norvegicus
F 43.5 % Macaca fascicularis
T1/2 4.18 hr Mesocricetus auratus
T1/2 3.82 hr Rattus norvegicus
T1/2 4.89 hr Macaca fascicularis
Tmax 1.0 hr Rattus norvegicus
Tmax 0.22 hr Mesocricetus auratus
Tmax 2.0 hr Macaca fascicularis

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
25667954 10.1021/jm5017279 Rattus norvegicus 5
25667954 10.1021/jm5017279 Syrian golden hamster 5
25667954 10.1021/jm5017279 Cynomolgus monkey 5
25667954 10.1021/jm5017279 ADMET 4
25667954 10.1021/jm5017279 Lung 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
25667954 10.1021/jm5017279 Respiratory syncytial virus 1
25667954 10.1021/jm5017279 HeLa 1

Data from ChEMBL 36 via Core Engine