8-bromo-1,9-dihydroxy-10,14,17,17-tetramethyl-4,12-di(methylcarbonyloxy)-11-oxo-2-phenylcarbonyloxy-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-15-yl 2-hydroxy-3-phenyl-3-phenylcarboxamidopropanoate

ID: ALA436054

PubChem CID: 10011069

Max Phase: Preclinical

Molecular Formula: C47H50BrNO14

Molecular Weight: 932.81

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)O[C@H]1C(=O)[C@@]2(C)C([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]1[C@@H](Br)[C@@H]2O

Standard InChI:  InChI=1S/C47H50BrNO14/c1-24-30(61-43(57)34(52)33(27-16-10-7-11-17-27)49-41(55)28-18-12-8-13-19-28)22-47(58)40(62-42(56)29-20-14-9-15-21-29)36-45(6,38(54)35(60-25(2)50)31(24)44(47,4)5)37(53)32(48)39-46(36,23-59-39)63-26(3)51/h7-21,30,32-37,39-40,52-53,58H,22-23H2,1-6H3,(H,49,55)/t30-,32-,33-,34+,35+,36?,37-,39+,40-,45-,46+,47+/m0/s1

Standard InChI Key:  YZGPCBQMDPXOHZ-DTOLOYHNSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA436054

   [(1S,2S,4S,7S,8S,9R,10S,12R,15S)-4,12-diacetyloxy-15-[(2R,3S)-3-benzamido-2-hydroxy-3-phenylpropanoyl]oxy-8-bromo-1,9-dihydroxy-10,14,17,17-tetramethyl-11-oxo-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: 932.81

Molecular Weight (Monoisotopic): 931.2415

AlogP: 4.11

#Rotatable Bonds: 10

Polar Surface Area: 221.29

Molecular Species: NEUTRAL

HBA: 14

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 15

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.89

CX Basic pKa: ┄

CX LogP: 4.39

CX LogD: 4.39

Aromatic Rings: 3

Heavy Atoms: 63

QED Weighted: 0.10

Np Likeness Score: 1.63

References

1. Wittman MD, Altstadt TJ, Fairchild C, Hansel S, Johnston K, Kadow JF, Long BH, Rose WC, Vyas DM, Wu MJ, Zoeckler ME..  (2001)  Synthesis of metabolically blocked paclitaxel analogues.,  11  (6): [PMID:11277525] [10.1016/s0960-894x(01)00066-x]

Source

Source(1):

• Scientific Literature