3'-Dephenyl-10-n-hexanoyl-3'-(2-methyl-2-propenyl)docetaxel

ID: ALA125399

PubChem CID: 10581507

Max Phase: Preclinical

Molecular Formula: C47H65NO15

Molecular Weight: 884.03

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCC(=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](C=C(C)C)NC(=O)OC(C)(C)C)C(C)=C1C3(C)C)[C@]1(OC(C)=O)CO[C@@H]1C[C@@H]2O

Standard InChI:  InChI=1S/C47H65NO15/c1-12-13-15-20-33(51)60-36-34-26(4)30(59-41(55)35(52)29(21-25(2)3)48-42(56)63-43(6,7)8)23-47(57,44(34,9)10)39(61-40(54)28-18-16-14-17-19-28)37-45(11,38(36)53)31(50)22-32-46(37,24-58-32)62-27(5)49/h14,16-19,21,29-32,35-37,39,50,52,57H,12-13,15,20,22-24H2,1-11H3,(H,48,56)/t29-,30-,31-,32+,35+,36+,37-,39-,45+,46-,47+/m0/s1

Standard InChI Key:  CTUZKNGFOPGWAT-CQSHRALKSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA125399

   [(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4-acetyloxy-12-hexanoyloxy-1,9-dihydroxy-15-[(2R,3S)-2-hydroxy-5-methyl-3-[(2-methylpropan-2-yl)oxycarbonylamino]hex-4-enoyl]oxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-2-yl] benzoat

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 884.03

Molecular Weight (Monoisotopic): 883.4354

AlogP: 4.98

#Rotatable Bonds: 13

Polar Surface Area: 230.52

Molecular Species: NEUTRAL

HBA: 15

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 16

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.81

CX Basic pKa: ┄

CX LogP: 5.03

CX LogD: 5.03

Aromatic Rings: 1

Heavy Atoms: 63

QED Weighted: 0.09

Np Likeness Score: 2.00

References

1. Ojima I, Slater JC, Michaud E, Kuduk SD, Bounaud PY, Vrignaud P, Bissery MC, Veith JM, Pera P, Bernacki RJ..  (1996)  Syntheses and structure-activity relationships of the second-generation antitumor taxoids: exceptional activity against drug-resistant cancer cells.,  39  (20): [PMID:8831755] [10.1021/jm9604080]

Source

Source(1):

• Scientific Literature