(2'R,3'S) 1,9,12-trihydroxy-10,14,17,17-tetramethyl-4-methylcarbonyloxy-11-oxo-2-phenylcarbonyloxy-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-15-yl 2-hydroxy-3-(4-methylphenylsulfonamido)-3-phenylpropanoate

ID: ALA2096688

PubChem CID: 15549423

Max Phase: Preclinical

Molecular Formula: C45H51NO14S

Molecular Weight: 861.96

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C45H51NO14S/c1-24-17-19-29(20-18-24)61(55,56)46-34(27-13-9-7-10-14-27)36(50)41(53)58-30-22-45(54)39(59-40(52)28-15-11-8-12-16-28)37-43(6,38(51)35(49)33(25(30)2)42(45,4)5)31(48)21-32-44(37,23-57-32)60-26(3)47/h7-20,30-32,34-37,39,46,48-50,54H,21-23H2,1-6H3/t30-,31-,32+,34-,35+,36+,37-,39-,43+,44-,45+/m0/s1

Standard InChI Key:  NZZSLJMJOCEENT-WWPLZMRNSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA2096688

   [(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4-acetyloxy-1,9,12-trihydroxy-15-[(2R,3S)-2-hydroxy-3-[(4-methylphenyl)sulfonylamino]-3-phenylpropanoyl]oxy-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: 861.96

Molecular Weight (Monoisotopic): 861.3030

AlogP: 3.02

#Rotatable Bonds: 10

Polar Surface Area: 232.29

Molecular Species: NEUTRAL

HBA: 14

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 15

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 10.36

CX Basic pKa: ┄

CX LogP: 3.37

CX LogD: 3.37

Aromatic Rings: 3

Heavy Atoms: 61

QED Weighted: 0.11

Np Likeness Score: 1.59

References

1. Guéritte-Voegelein F, Guénard D, Lavelle F, Le Goff MT, Mangatal L, Potier P..  (1991)  Relationships between the structure of taxol analogues and their antimitotic activity.,  34  (3): [PMID:1672159] [10.1021/jm00107a017]

Source

Source(1):

• Scientific Literature