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Compound Detail

CHEMBL538943

VINORELBINE TARTRATE
💊 Approved Drug
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💊 Approved Drug
CCC1=C[C@@H]2CN(C1)Cc1c([nH]c3ccccc13)[C@@](C(=O)OC)(c1cc3c(cc1OC)N(C)[C@H]1[C@@](O)(C(=O)OC)[C@H](OC(C)=O)[C@]4(CC)C=CCN5CC[C@]31[C@@H]54)C2.O=C(O)C(O)C(O)C(=O)O.O=C(O)C(O)C(O)C(=O)O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL538943
Name VINORELBINE TARTRATE
Phase Approved
Structure Type MOL
InChI Key CILBMBUYJCWATM-UDRBCWGGSA-N
Therapeutic ✓ Yes
Parent Compound CHEMBL553025
Active Moiety CHEMBL553025

Known Names

Liposomal vinorelbine tartrate Navelbine TLC-178 TLC178 Vinorelbine (as tartrate) Vinorelbine ditartarate Vinorelbine ditartrate Vinorelbine liposomal Vinorelbine tartrate Vinorelbine tartrate (1:2)
3
Targets
5
Activities
1
Assay Types
0
PK Parameters
10
Publications
10
Known Names
20
Indications
1
Mechanisms

Molecular Properties

779.0
MW (Da)
4.75
ALogP
11
HBA
2
HBD
133.9
PSA (Ų)
0.20
QED
2
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1994
Availability Prescription
Chirality Single Enantiomer

Routes of Administration

Parenteral

Flags

Black Box Warning
USAN Stem vin-
USAN Year 1993

Extended Properties

Molecular Formula C53H66N4O20
MW 1079.12
Aromatic Rings 3
Heavy Atoms 57
NP-Likeness 1.55

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Tubulin inhibitor INHIBITOR Tubulin ✓ ✓

Indications

Adenocarcinoma of Lung Breast Neoplasms Breast Neoplasms Carcinoma, Non-Small-Cell Lung Carcinoma, Squamous Cell Hodgkin Disease Lung Neoplasms Lymphoma Lymphoma, Non-Hodgkin Mesothelioma Rhabdomyosarcoma, Alveolar Rhabdomyosarcoma, Embryonal Sarcoma Uterine Cervical Neoplasms Uterine Cervical Neoplasms Breast Neoplasms, Male Carcinoma Central Nervous System Neoplasms Colonic Neoplasms Kidney Neoplasms

Drug Warnings

Black Box Warning
hematological toxicity
Country: United States
Black Box Warning
infectious disease
Country: United States

Activity Summary

IC50 5 meas. best 8.26

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
 IC50 8.26 8.1033 5.5 3
A549
CHEMBL392
 IC50 8.05 8.05 9.0 1
HeLa
CHEMBL399
 IC50 8.05 8.05 9.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked IC50 = 5.5 nM 8.26 PubChem BioAssay. VEGF stimulated ADSC/ECFC co-culture CD31-stained tube area de... -
A549 IC50 = 9.0 nM 8.05 Cytotoxicity against human A549 cells by sulforhodamine B assay 19499938
HeLa IC50 = 9.0 nM 8.05 Cytotoxicity against human HeLa cells by sulforhodamine B assay 19499938
Unchecked IC50 = 8.9 nM 8.05 PubChem BioAssay. nuclear beta catenin stimulation in WNT3A conditioned C2C12 ce... -
Unchecked IC50 = 10.1 nM 8.0 PubChem BioAssay. alkaline phosphatase stimulation in WNT3A conditioned C2C12 ce... -

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL4689842 Fibroblast 504
- 10.6019/CHEMBL4689842 HEK-293T 504
- 10.6019/CHEMBL4689842 U2OS 504
19499938 10.1021/np900157t CCRF S-180 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
19499938 10.1021/np900157t A549 1
19499938 10.1021/np900157t HeLa 1
24468412 10.1016/j.bmcl.2014.01.014 Unchecked 1
- 10.21203/rs.3.rs-23951/v1 SARS-CoV-2 1
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 1

Data from ChEMBL 36 via Core Engine