Taxol derivative

ID: ALA3545252

Cas Number: 148408-66-6

PubChem CID: 148123

Product Number: D421740, Order Now?

Max Phase: Approved

First Approval: 1996

Molecular Formula: C43H59NO17

Molecular Weight: 807.89

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Docetaxel | Docetaxel (as trihydrate) | Docetaxel hydrate | RP 56976 | RP-56976 | XRP6976 | Docetaxel trihydrate|148408-66-6|Docetaxel hydrate|XRP6976|Docetaxel (as trihydrate)|RP 56976|Docetaxel (Trihydrate)|CHEBI:59809|15H5577CQD|148408-66-6 (hydrate)|UNII-15H5577CQD|Taxotere (TN)|RP-56976 (Trihydrate)|DOCETAXEL [USP-RS]|N-debenzoyl-N-(tert-butoxycarbonyl)-10-deacetyltaxol trihydrate|N-debenzoyl-N-(tert-butoxycarbonyl)-10-deacetylpaclitaxel trihydrate|BIND 014|DOCETAXEL [EP MONOGRAPH]|DOCETAXEShow More⌵

Trade Names(5): Docefrez | Docetaxel | Docetaxel zentiva (previously docetaxel winthrop) | Taxceus | Taxotere

Canonical SMILES:  CC(=O)O[C@@]12CO[C@@H]1C[C@H](O)[C@@]1(C)C(=O)[C@H](O)C3=C(C)[C@@H](OC(=O)[C@H](O)[C@@H](NC(=O)OC(C)(C)C)c4ccccc4)C[C@@](O)([C@@H](OC(=O)c4ccccc4)[C@H]21)C3(C)C.O.O.O

Standard 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

Standard InChI Key:  XCDIRYDKECHIPE-QHEQPUDQSA-N

Molfile:  

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  4 61  1  6
M  END

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: Yes

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: Yes

Chirality: Yes

Availability: Yes

Prodrug: No

Calculated Properties

Molecular Weight: 807.89

Molecular Weight (Monoisotopic): 807.3466

AlogP: 3.26

#Rotatable Bonds: 8

Polar Surface Area: 224.45

Molecular Species: NEUTRAL

HBA: 14

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 15

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.90

CX Basic pKa: ┄

CX LogP: 2.92

CX LogD: 2.92

Aromatic Rings: 2

Heavy Atoms: 58

QED Weighted: 0.15

Np Likeness Score: 1.89

References

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• Sanger Institute Genomics of Drug Sensitivity in Cancer
• PubChem BioAssays
• Clinical Candidates
• FDA Approved Drug Products with Therapeutic Equivalence Evaluations (Orange Book)
• USP Dictionary of USAN and International Drug Names
• DrugMatrix
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• HeCaToS Compounds
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• British National Formulary
• European Medicines Agency