paclitaxel

Ligand id: 2770

Name: paclitaxel

Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 15
Hydrogen bond donors 4
Rotatable bonds 15
Topological polar surface area 221.29
Molecular weight 853.33
XLogP 6.15
No. Lipinski's rules broken 3

Molecular properties generated using the CDK

Classification
Compound class Natural product or derivative
Approved drug? Yes (source: FDA (1992))
IUPAC Name
(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-bis(acetyloxy)-1,9-dihydroxy-15-{[(2R,3S)-2-hydroxy-3-phenyl-3-(phenylformamido)propanoyl]oxy}-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.0^{3,10}.0^{4,7}]heptadec-13-en-2-yl benzoate
International Nonproprietary Names
INN number INN
7052 paclitaxel
Synonyms
7-epipaclitaxel
Abraxane® (albumin-bound suspension)
Taxol®
Database Links
BindingDB Ligand 50001839
CAS Registry No. 33069-62-4 (source: Scifinder)
ChEBI CHEBI:45863
ChEMBL Ligand CHEMBL428647
DrugBank Ligand DB01229
NURSA Ligand 10.1621/ZJSTGVJ65V
PubChem CID 36314
RCSB PDB Ligand TA1
Search Google for chemical match using the InChIKey RCINICONZNJXQF-MZXODVADSA-N
Search Google for chemicals with the same backbone RCINICONZNJXQF
Search PubMed clinical trials paclitaxel
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Wikipedia Paclitaxel
Comments
Paclitaxel is a tubulin inhibitor. It was originally identified and isolated from the bark of the Pacific yew, Taxus brevifolia (hence the name 'taxol', and naming of the taxane family of compounds- includes docetaxel and cabazitaxel). The drug can be administered as a solvent-based drug, or in a formulation called nab-paclitaxel. Nab-paclitaxel consists of paclitaxel bound to albumin nanoparticles as a delivery vehicle (trade name Abraxane)- nab stands for nanoparticle albumin-bound.