(1S,2S,4S,7R,9S,10S,12R,15S)-4,12-bis(acetyloxy)-9-[({bis[2-(acetyloxy)ethyl]carbamoyl}oxy)methoxy]-1-hydroxy-15-{[(2R,3S)-2-hydroxy-3-phenyl-3-(phenylformamido)propanoyl]oxy}-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.0^{3,10}.0^{4,7}]heptadec-13-en-2-yl benzoate

ID: ALA424730

PubChem CID: 44379487

Max Phase: Preclinical

Molecular Formula: C57H66N2O20

Molecular Weight: 1099.15

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)OCCN(CCOC(C)=O)C(=O)OCO[C@H]1C[C@H]2OC[C@@]2(OC(C)=O)C2[C@H](OC(=O)c3ccccc3)[C@]3(O)C[C@H](OC(=O)[C@H](O)[C@@H](NC(=O)c4ccccc4)c4ccccc4)C(C)=C([C@@H](OC(C)=O)C(=O)[C@@]21C)C3(C)C

Standard InChI:  InChI=1S/C57H66N2O20/c1-32-40(77-52(68)45(64)44(37-18-12-9-13-19-37)58-50(66)38-20-14-10-15-21-38)29-57(70)49(78-51(67)39-22-16-11-17-23-39)47-55(8,48(65)46(76-35(4)62)43(32)54(57,6)7)41(28-42-56(47,30-73-42)79-36(5)63)74-31-75-53(69)59(24-26-71-33(2)60)25-27-72-34(3)61/h9-23,40-42,44-47,49,64,70H,24-31H2,1-8H3,(H,58,66)/t40-,41-,42+,44-,45+,46+,47?,49-,55+,56-,57+/m0/s1

Standard InChI Key:  QZLDJONWUDFHBW-YXFYWKACSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA424730

   [(1S,2S,4S,7R,9S,10S,12R,15S)-4,12-diacetyloxy-15-[(2R,3S)-3-benzamido-2-hydroxy-3-phenylpropanoyl]oxy-9-[bis(2-acetyloxyethyl)carbamoyloxymethoxy]-1-hydroxy-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: 1099.15

Molecular Weight (Monoisotopic): 1098.4209

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. Wittman MD, Kadow JF, Vyas DM, Lee FL, Rose WC, Long BH, Fairchild C, Johnston K..  (2001)  Synthesis and antitumor activity of novel paclitaxel-chlorambucil hybrids.,  11  (6): [PMID:11277526] [10.1016/s0960-894x(01)00067-1]

Source

Source(1):

• Scientific Literature