(S)-1-(palmitoyloxy)-3-(((2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-((((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)methyl)tetrahydro-2H-pyran-2-yl)oxy)propan-2-yl icosanoate

ID: ALA5274276

Max Phase: Preclinical

Molecular Formula: C51H96O15

Molecular Weight: 949.31

Names and Identifiers

Canonical SMILES:  CCCCCCCCCCCCCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCC)CO[C@@H]1O[C@H](CO[C@H]2O[C@H](CO)[C@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@H](O)[C@H]1O

Standard InChI:  InChI=1S/C51H96O15/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-34-43(54)64-39(36-61-42(53)33-31-29-27-25-23-21-16-14-12-10-8-6-4-2)37-62-50-49(60)47(58)45(56)41(66-50)38-63-51-48(59)46(57)44(55)40(35-52)65-51/h39-41,44-52,55-60H,3-38H2,1-2H3/t39-,40-,41-,44+,45+,46+,47+,48-,49-,50-,51+/m1/s1

Standard InChI Key:  OPZFUJLNUFOANT-HXXRYREZSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5274276

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 949.31

Molecular Weight (Monoisotopic): 948.6749

AlogP: 7.61

#Rotatable Bonds: 42

Polar Surface Area: 231.13

Molecular Species: NEUTRAL

HBA: 15

HBD: 7

#RO5 Violations: 4

HBA (Lipinski): 15

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 4

CX Acidic pKa: 11.91

CX Basic pKa: ┄

CX LogP: 10.24

CX LogD: 10.24

Aromatic Rings: ┄

Heavy Atoms: 66

QED Weighted: 0.02

Np Likeness Score: 0.80

References

1. Govindarajan M..  (2018)  Amphiphilic glycoconjugates as potential anti-cancer chemotherapeutics.,  143  [PMID:29126728] [10.1016/j.ejmech.2017.10.015]

Source

Source(1):

• Scientific Literature