vinorelbine   Click here for help

GtoPdb Ligand ID: 7105

Synonyms: Navelbine®
Approved drug
vinorelbine is an approved drug (FDA (1994))
Comment: Vinorelbine is an anti-mitotic chemotherapy drug.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 10
Hydrogen bond donors 2
Rotatable bonds 10
Topological polar surface area 133.87
Molecular weight 778.39
XLogP 4.82
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES CCC1=CC2CN(C1)Cc1c3ccccc3[nH]c1C(C2)(C(=O)OC)c1cc2c(cc1OC)N(C1C32CCN2C3C(CC)(C=CC2)C(C1(O)C(=O)OC)OC(=O)C)C
Isomeric SMILES CCC1=C[C@@H]2CN(C1)Cc1c3ccccc3[nH]c1[C@@](C2)(C(=O)OC)c1cc2c(cc1OC)N([C@@H]1[C@@]32CCN2[C@H]3[C@@](CC)(C=CC2)[C@H]([C@]1(O)C(=O)OC)OC(=O)C)C
InChI InChI=1S/C45H54N4O8/c1-8-27-19-28-22-44(40(51)55-6,36-30(25-48(23-27)24-28)29-13-10-11-14-33(29)46-36)32-20-31-34(21-35(32)54-5)47(4)38-43(31)16-18-49-17-12-15-42(9-2,37(43)49)39(57-26(3)50)45(38,53)41(52)56-7/h10-15,19-21,28,37-39,46,53H,8-9,16-18,22-25H2,1-7H3/t28-,37-,38+,39+,42+,43+,44-,45-/m0/s1
InChI Key GBABOYUKABKIAF-IELIFDKJSA-N
Classification Click here for help
Compound class Natural product or derivative
Approved drug? Yes (FDA (1994))
WHO Essential Medicine WHO Essential Medicines List (EML) (22nd List, 2021). Access PDF version.
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International Nonproprietary Names Click here for help
INN number INN
6054 vinorelbine
Synonyms Click here for help
Navelbine®
Database Links Click here for help
CAS Registry No. 71486-22-1
ChEBI CHEBI:480999
ChEMBL Ligand CHEMBL553025
DrugBank Ligand DB00361
DrugCentral Ligand 2827
GtoPdb PubChem SID 178103682
PubChem CID 5311497
Search Google for chemical match using the InChIKey GBABOYUKABKIAF-IELIFDKJSA-N
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UniChem Compound Search for chemical match using the InChIKey GBABOYUKABKIAF-IELIFDKJSA-N
UniChem Connectivity Search for chemical match using the InChIKey GBABOYUKABKIAF-IELIFDKJSA-N
Wikipedia Vinorelbine

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Tocris
Vinorelbine ditartrate
Cat. No. 3401