vincristine   Click here for help

GtoPdb Ligand ID: 6785

Synonyms: 22-oxovincaleukoblastine | kyocristine | leurocristine sulfate | NSC-67574 | Oncovin®
Approved drug
vincristine is an approved drug (FDA (1963))
Comment: A pan tubulin inhibitor, isolated from Catharanthus roseus (the Madagascar periwinkle, formerly Vinca rosea). Marketed formulations contain vincristine sulfate (PubChem CID 249332).
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 12
Hydrogen bond donors 3
Rotatable bonds 11
Topological polar surface area 171.17
Molecular weight 824.4
XLogP 3.56
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
Click here for help
Canonical SMILES O=CN1c2cc(OC)c(cc2C23C1C(O)(C(=O)OC)C(OC(=O)C)C1(C3N(CC2)CC=C1)CC)C1(CC2CN(CCc3c1[nH]c1c3cccc1)CC(C2)(O)CC)C(=O)OC
Isomeric SMILES O=CN1c2cc(OC)c(cc2[C@]23[C@@H]1[C@@](O)(C(=O)OC)[C@H](OC(=O)C)[C@]1([C@@H]3N(CC2)CC=C1)CC)[C@]1(C[C@@H]2CN(CCc3c1[nH]c1c3cccc1)C[C@](C2)(O)CC)C(=O)OC
InChI InChI=1S/C46H56N4O10/c1-7-42(55)22-28-23-45(40(53)58-5,36-30(14-18-48(24-28)25-42)29-12-9-10-13-33(29)47-36)32-20-31-34(21-35(32)57-4)50(26-51)38-44(31)16-19-49-17-11-15-43(8-2,37(44)49)39(60-27(3)52)46(38,56)41(54)59-6/h9-13,15,20-21,26,28,37-39,47,55-56H,7-8,14,16-19,22-25H2,1-6H3/t28-,37+,38-,39-,42+,43-,44-,45+,46+/m1/s1
InChI Key OGWKCGZFUXNPDA-XQKSVPLYSA-N
Classification Click here for help
Compound class Natural product or derivative
Approved drug? Yes (FDA (1963))
WHO Essential Medicine WHO Model List of Essential Medicines (21st List, 2019). Access PDF version.
International Nonproprietary Names Click here for help
INN number INN
1440 vincristine
Synonyms Click here for help
22-oxovincaleukoblastine | kyocristine | leurocristine sulfate | NSC-67574 | Oncovin®
Database Links Click here for help
CAS Registry No. 57-22-7
ChEBI CHEBI:28445
ChEMBL Ligand CHEMBL90555
DrugBank Ligand DB00541
GtoPdb PubChem SID 178103391
Immunopaedia Search vincristine
PubChem CID 5978
Search Google for chemical match using the InChIKey OGWKCGZFUXNPDA-XQKSVPLYSA-N
Search Google for chemicals with the same backbone OGWKCGZFUXNPDA
Search PubMed clinical trials vincristine
Search PubMed titles vincristine
Search PubMed titles/abstracts vincristine
Search UniChem for chemical match using the InChIKey OGWKCGZFUXNPDA-XQKSVPLYSA-N
Search UniChem for chemicals with the same backbone OGWKCGZFUXNPDA
Wikipedia Vincristine