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Compound Detail

CHEMBL359164

TROXACITABINE
🧪 Phase II
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🧪 Phase II
Nc1ccn([C@@H]2CO[C@H](CO)O2)c(=O)n1

Basic Information

ChEMBL ID CHEMBL359164
Name TROXACITABINE
Phase Phase II
Structure Type MOL
InChI Key RXRGZNYSEHTMHC-BQBZGAKWSA-N

Known Names

(-)-ODDC BCH-4556 Lamivudine impurity i Lamivudine impurity i rs Troxacitabina Troxacitabine Troxatyl
6
Targets
6
Activities
2
Assay Types
5
PK Parameters
9
Publications
7
Known Names
1
Indications
1
Mechanisms

Molecular Properties

213.2
MW (Da)
-1.31
ALogP
7
HBA
2
HBD
99.6
PSA (Ų)
0.63
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Single Enantiomer

Flags

Natural Product
USAN Stem -citabine
USAN Year 1998

Extended Properties

Molecular Formula C8H11N3O4
MW 213.19
Aromatic Rings 1
Heavy Atoms 15
NP-Likeness 1.01

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
DNA polymerase (alpha/delta/epsilon) inhibitor INHIBITOR DNA polymerase (alpha/delta/epsilon)

Indications

Leukemia

Activity Summary

IC50 4 meas. best 7.25
EC50 2 meas. best 9.3

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Hepatoma cell line
CHEMBL614821
EC50 9.3 9.3 0.5 1
Human immunodeficiency virus 1
CHEMBL378
EC50 8.7 8.7 2.0 1
CCRF-CEM
CHEMBL382
IC50 7.25 7.25 56.0 1
Vero
CHEMBL391
IC50 7.0 7.0 100.0 1
A549
CHEMBL392
IC50 6.17 6.17 680.0 1
SW1573
CHEMBL612570
IC50 5.64 5.64 2300.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 2.4 mL.min-1.kg-1 Homo sapiens
F 41.0 % Rattus norvegicus
F 37.0 % Rattus norvegicus
MRT 6.9 hr Homo sapiens
T1/2 82.0 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
18426954 10.1124/dmd.108.020479 ADMET 4
- 10.1016/0960-894X(95)00343-R CCRF-CEM 2
34213340 10.1021/acs.jmedchem.1c00790 ADMET 2
8496934 10.1021/jm00057a001 Human immunodeficiency virus 1 1
8496934 10.1021/jm00057a001 ADMET 1
8496934 10.1021/jm00057a001 Vero 1
- 10.1016/0960-894X(95)00343-R Hepatoma cell line 1
17419604 10.1021/jm0612923 A549 1
17419604 10.1021/jm0612923 SW1573 1

Data from ChEMBL 36 via Core Engine