Docetaxel trihydrateProduct ingredient forDocetaxel

Show full entry for Docetaxel
Name
Docetaxel trihydrate
Drug Entry
Docetaxel

Docetaxel is a clinically well established anti-mitotic chemotherapy medication used mainly for the treatment of breast, ovarian, and non-small cell lung cancer. Docetaxel reversibly binds to tubulin with high affinity in a 1:1 stoichiometric ratio

See full entry for Docetaxel
Accession Number
DBSALT001786
Structure
MOL SDF PDB SMILES InChI
Similar Structures
Synonyms
Docetaxel (as trihydrate)/Docetaxel hydrate
UNII
15H5577CQD
CAS Number
148408-66-6
Weight
Average: 861.935
Monoisotopic: 861.378299444
Chemical Formula
C43H59NO17
InChI Key
XCDIRYDKECHIPE-QHEQPUDQSA-N
InChI
InChI=1S/C43H53NO14.3H2O/c1-22-26(55-37(51)32(48)30(24-15-11-9-12-16-24)44-38(52)58-39(3,4)5)20-43(53)35(56-36(50)25-17-13-10-14-18-25)33-41(8,34(49)31(47)29(22)40(43,6)7)27(46)19-28-42(33,21-54-28)57-23(2)45;;;/h9-18,26-28,30-33,35,46-48,53H,19-21H2,1-8H3,(H,44,52);3*1H2/t26-,27-,28+,30-,31+,32+,33-,35-,41+,42-,43+;;;/m0.../s1
IUPAC Name
(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4-(acetyloxy)-15-{[(2R,3S)-3-{[(tert-butoxy)carbonyl]amino}-2-hydroxy-3-phenylpropanoyl]oxy}-1,9,12-trihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.0³,¹⁰.0⁴,⁷]heptadec-13-en-2-yl benzoate trihydrate
SMILES
O。O。O。[H][C@@]1(C[C@@]2(O)[C@@H](OC(=O)C3=CC=CC=C3)[C@]3([H])[C@@]4(CO[C@@H]4C[C@H](O)[C@@]3(C)C(=O)[C@H](O)C(=C1C)C2(C)C)OC(C)=O)OC(=O)[C@H](O)[C@@H](NC(=O)OC(C)(C)C)C1=CC=CC=C1
ChemSpider
130580
ChEBI
59809
ChEMBL
CHEMBL3545252
Predicted Properties
Property Value Source
Water Solubility 0.0127 mg/mL ALOGPS
logP 2.59 ALOGPS
logP 2.92 Chemaxon
logS -4.8 ALOGPS
pKa (Strongest Acidic) 10.96 Chemaxon
pKa (Strongest Basic) -3 Chemaxon
Physiological Charge 0 Chemaxon
Hydrogen Acceptor Count 10 Chemaxon
Hydrogen Donor Count 5 Chemaxon
Polar Surface Area 224.45 Å2 Chemaxon
Rotatable Bond Count 13 Chemaxon
Refractivity 203.9 m3·mol-1 Chemaxon
Polarizability 82.1 Å3 Chemaxon
Number of Rings 6 Chemaxon
Bioavailability 0 Chemaxon
Rule of Five No Chemaxon
Ghose Filter No Chemaxon
Veber's Rule No Chemaxon
MDDR-like Rule Yes Chemaxon