Taxane analogue

ID: ALA409475

PubChem CID: 11205539

Max Phase: Preclinical

Molecular Formula: C51H48Cl6O16

Molecular Weight: 1129.65

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)O[C@@]12CO[C@@H]1C[C@H](OC(=O)OCC(Cl)(Cl)Cl)[C@@]1(C)C(=O)[C@H](OC(=O)OCC(Cl)(Cl)Cl)C3=C(C)[C@@H](OC(=O)/C=C/c4ccc(C(=O)c5ccccc5)cc4)C[C@@](O)([C@@H](OC(=O)c4ccccc4)[C@H]21)C3(C)C

Standard InChI:  InChI=1S/C51H48Cl6O16/c1-27-33(69-36(59)21-18-29-16-19-31(20-17-29)38(60)30-12-8-6-9-13-30)23-49(65)42(72-43(62)32-14-10-7-11-15-32)40-47(5,41(61)39(37(27)46(49,3)4)71-45(64)68-26-51(55,56)57)34(70-44(63)67-25-50(52,53)54)22-35-48(40,24-66-35)73-28(2)58/h6-21,33-35,39-40,42,65H,22-26H2,1-5H3/b21-18+/t33-,34-,35+,39+,40-,42-,47+,48-,49+/m0/s1

Standard InChI Key:  BUVVFVPDJRWQLL-LRAPCRINSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA409475

   [(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4-acetyloxy-15-[(E)-3-(4-benzoylphenyl)prop-2-enoyl]oxy-1-hydroxy-10,14,17,17-tetramethyl-11-oxo-9,12-bis(2,2,2-trichloroethoxycarbonyloxy)-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-2-yl] benzoate

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: 1129.65

Molecular Weight (Monoisotopic): 1126.1074

AlogP: ┄

#Rotatable Bonds: ┄

Polar Surface Area: ┄

Molecular Species: ┄

HBA: ┄

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): ┄

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: ┄

CX LogD: ┄

Aromatic Rings: ┄

Heavy Atoms: ┄

QED Weighted: ┄

Np Likeness Score: ┄

References

1. Ojima I, Bounaud PY, Takeuchi C, Pera P, Bernacki RJ..  (1998)  New taxanes as highly efficient reversal agents for multidrug resistance in cancer cells.,  8  (2): [PMID:9871652] [10.1016/s0960-894x(97)10218-9]

Source

Source(1):

• Scientific Literature