PACLITAXEL

/static/temp/default.svg Search structure
Trade Names
Synonyms
Status
Molecule Category Free-form
ATC L01CD01
UNII P88XT4IS4D
EPA CompTox DTXSID9023413

Structure

InChI Key RCINICONZNJXQF-MZXODVADSA-N
Smiles CC(=O)O[C@H]1C(=O)[C@@]2(C)[C@H]([C@H](OC(=O)c3ccccc3)[C@]3(O)C[C@H](OC(=O)[C@H](O)[C@@H](NC(=O)c4ccccc4)c4ccccc4)C(C)=C1C3(C)C)[C@]1(OC(C)=O)CO[C@@H]1C[C@@H]2O
InChI
InChI=1S/C47H51NO14/c1-25-31(60-43(56)36(52)35(28-16-10-7-11-17-28)48-41(54)29-18-12-8-13-19-29)23-47(57)40(61-42(55)30-20-14-9-15-21-30)38-45(6,32(51)22-33-46(38,24-58-33)62-27(3)50)39(53)37(59-26(2)49)34(25)44(47,4)5/h7-21,31-33,35-38,40,51-52,57H,22-24H2,1-6H3,(H,48,54)/t31-,32-,33+,35-,36+,37+,38-,40-,45+,46-,47+/m0/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C47H51NO14
Molecular Weight 853.92
AlogP 3.74
Hydrogen Bond Acceptor 14.0
Hydrogen Bond Donor 4.0
Number of Rotational Bond 10.0
Polar Surface Area 221.29
Molecular species NEUTRAL
Aromatic Rings 3.0
Heavy Atoms 62.0

Metabolites Network

visNetwork

Pharmacology

Mechanism of Action Action Reference
Tubulin inhibitor INHIBITOR DailyMed Wikipedia
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2C Cytochrome P450 2C8
- - - - 80.89
Enzyme Hydrolase
- - - - -2.88-12.49
Enzyme Protease Metallo protease Metallo protease MAE clan Metallo protease M27 family
- - - - 85
Membrane receptor
- 34 - - -
Structural protein
31-830 7.7-9.2 - - 20-157.12
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides
- 260-280 - 840 16.4-94.4
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC22 family of organic cation and anion transporters
- - - - 7.1
Unclassified protein
- - - - 93-98
EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Bos taurus
490-830 420 - - 9-100
Chlorocebus sabaeus
- 650 - - -
Clostridium botulinum
- - - - 85
Cricetulus griseus
- 140-520 - - 16.43-52.9
Electrophorus electricus
- - - - 12.49
Equus caballus
- - - -
Escherichia coli
- - - - 93-96
Gallus gallus
- - - - 98
Homo sapiens
2-970 2e-08-990 - 840 -0.5-300
Leishmania sp.
- 35 - - -
Mus musculus
10 0.09-930 - - 34-72.7
Oryctolagus cuniculus
- 40 - - -
Plasmodium falciparum
- 0.07-158.49 - - -
Plasmodium falciparum 7G8
- 0.25-251.19 - - -
Plasmodium falciparum D10
- 0.15-158.49 - - -
Plasmodium falciparum FCR-3/Gambia
- 3 - - -
Plasmodium falciparum HB3
- 0.23-251.19 - - -
Potorous tridactylus
- 21 - - 40
Rattus norvegicus
- 6-400 - - -
Sus scrofa
520 - - - -
Trypanosoma brucei
- 4.6 - - -

Target Conservation

Protein: Tubulin
Description: Tubulin beta-4A chain
Organism : Homo sapiens
P04350 ENSG00000104833
Protein: Tubulin
Description: Tubulin beta chain
Organism : Homo sapiens
P07437 ENSG00000196230
Protein: Tubulin
Description: Tubulin alpha-3C chain
Organism : Homo sapiens
P0DPH7 ENSG00000198033
Protein: Tubulin
Description: Tubulin alpha-1B chain
Organism : Homo sapiens
P68363 ENSG00000123416
Protein: Tubulin
Description: Tubulin alpha-4A chain
Organism : Homo sapiens
P68366 ENSG00000127824
Protein: Tubulin
Description: Tubulin beta-4B chain
Organism : Homo sapiens
P68371 ENSG00000188229
Protein: Tubulin
Description: Tubulin beta-3 chain
Organism : Homo sapiens
Q13509 ENSG00000258947
Protein: Tubulin
Description: Tubulin beta-2A chain
Organism : Homo sapiens
Q13885 ENSG00000137267
Protein: Tubulin
Description: Tubulin beta-8 chain
Organism : Homo sapiens
Q3ZCM7 ENSG00000261456
Protein: Tubulin
Description: Tubulin alpha-3E chain
Organism : Homo sapiens
Q6PEY2 ENSG00000152086
Protein: Tubulin
Description: Tubulin alpha-1A chain
Organism : Homo sapiens
Q71U36 ENSG00000167552
Protein: Tubulin
Description: Tubulin alpha-1C chain
Organism : Homo sapiens
Q9BQE3 ENSG00000167553
Protein: Tubulin
Description: Tubulin beta-6 chain
Organism : Homo sapiens
Q9BUF5 ENSG00000176014
Protein: Tubulin
Description: Tubulin beta-2B chain
Organism : Homo sapiens
Q9BVA1 ENSG00000137285
Protein: Tubulin
Description: Tubulin beta-1 chain
Organism : Homo sapiens
Q9H4B7 ENSG00000101162

Related Entries

Cross References

Resources Reference
ChEBI 45863
ChEMBL CHEMBL428647
DrugBank DB01229
DrugCentral 2044
FDA SRS P88XT4IS4D
Human Metabolome Database HMDB0015360
Guide to Pharmacology 2770
KEGG D00491
PDB TA1
PharmGKB PA450761
PubChem 36314
SureChEMBL SCHEMBL3976
ZINC ZINC000096006020
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