Paclitaxel analogue

ID: ALA386131

Chembl Id: CHEMBL386131

PubChem CID: 44345732

Max Phase: Preclinical

Molecular Formula: C58H64N2O15S2

Molecular Weight: 1093.28

Molecule Type: Small molecule

Names and Identifiers

Canonical 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](OC(=O)C(C)(C)CCSSc4ccccn4)[C@@H](NC(=O)c4ccccc4)c4ccccc4)C(C)=C1C3(C)C)[C@]1(OC(C)=O)CO[C@@H]1C[C@@H]2O

Standard InChI:  InChI=1S/C58H64N2O15S2/c1-33-39(72-52(67)46(73-53(68)54(4,5)27-29-76-77-42-26-18-19-28-59-42)44(36-20-12-9-13-21-36)60-50(65)37-22-14-10-15-23-37)31-58(69)49(74-51(66)38-24-16-11-17-25-38)47-56(8,40(63)30-41-57(47,32-70-41)75-35(3)62)48(64)45(71-34(2)61)43(33)55(58,6)7/h9-26,28,39-41,44-47,49,63,69H,27,29-32H2,1-8H3,(H,60,65)/t39-,40-,41+,44-,45+,46+,47-,49-,56+,57-,58+/m0/s1

Standard InChI Key:  MBEYWOPHTPPLEH-PIEJWSOOSA-N

Alternative Forms

1. Parent:

   

   ALA386131

   [(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-diacetyloxy-15-[(2R,3S)-3-benzamido-2-[2,2-dimethyl-4-(pyridin-2-yldisulfanyl)butanoyl]oxy-3-phenylpropanoyl]oxy-1,9-dihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-2-yl] benz

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: 1093.28

Molecular Weight (Monoisotopic): 1092.3748

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References

1. Vrudhula VM, MacMaster JF, Li Z, Kerr DE, Senter PD..  (2002)  Reductively activated disulfide prodrugs of paclitaxel.,  12  (24): [PMID:12443783] [10.1016/s0960-894x(02)00784-9]

2. Ganesh T..  (2007)  Improved biochemical strategies for targeted delivery of taxoids.,  15  (11): [PMID:17419065] [10.1016/j.bmc.2007.03.041]

Source

Source(1):

• Scientific Literature