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Compound Detail

CHEMBL2110725

VINFLUNINE
💊 Approved Drug
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💊 Approved Drug
CC[C@]12C=CCN3CC[C@@]4(c5cc([C@@]6(C(=O)OC)C[C@@H]7C[C@@H](C(C)(F)F)CN(Cc8c6[nH]c6ccccc86)C7)c(OC)cc5N(C)[C@H]4[C@@](O)(C(=O)OC)[C@@H]1OC(C)=O)[C@@H]32

Basic Information

ChEMBL ID CHEMBL2110725
Name VINFLUNINE
Phase Approved
Structure Type MOL
InChI Key NMDYYWFGPIMTKO-KLCPSUAYSA-N
Therapeutic ✓ Yes

Known Names

Vinflunina Vinflunine
1
Targets
1
Activities
1
Assay Types
1
PK Parameters
4
Publications
2
Known Names
17
Indications
1
Mechanisms

Molecular Properties

816.9
MW (Da)
5.08
ALogP
11
HBA
2
HBD
133.9
PSA (Ų)
0.19
QED
3
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 2009
Availability Unknown
Chirality Single Enantiomer
USAN Stem vin-
USAN Year 2007

Extended Properties

Molecular Formula C45H54F2N4O8
MW 816.94
Aromatic Rings 3
Heavy Atoms 59
NP-Likeness 1.47

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Tubulin inhibitor INHIBITOR Tubulin

Indications

Breast Neoplasms Breast Neoplasms Head and Neck Neoplasms Neoplasms Neoplasms Urinary Bladder Neoplasms Urinary Bladder Neoplasms Urinary Bladder Neoplasms Urinary Bladder Neoplasms Urogenital Neoplasms Carcinoma, Non-Small-Cell Lung Carcinoma, Transitional Cell Lung Neoplasms Penile Neoplasms Prostatic Neoplasms, Castration-Resistant Small Cell Lung Carcinoma Stomach Neoplasms

ATC Classification

L01CA05
vinflunine
Level 1: ANTINEOPLASTIC AND IMMUNOMODULATING AGENTS
Level 2: ANTINEOPLASTIC AGENTS

Activity Summary

IC50 1 meas. best 7.1

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
A549
CHEMBL392
IC50 7.1 7.1 80.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 40.0 L/hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
A549 IC50 = 80.0 nM 7.1 Cytotoxicity against human A549 cells by SRB assay 18653334

Literature References

PubMed DOI Target Context # Activities
20014752 10.1021/tx900326k Hepatotoxicity 3
23445405 10.1021/jm3009629 SK-N-SH 2
18653334 10.1016/j.bmcl.2008.07.025 A549 1
38516587 10.1039/d3md00677h ADMET 1

Data from ChEMBL 36 via Core Engine