(S)-1-(((9Z,12Z,15Z)-octadeca-9,12,15-trienoyl)oxy)-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: ALA5269517

Max Phase: Preclinical

Molecular Formula: C53H94O15

Molecular Weight: 971.32

Names and Identifiers

Canonical SMILES:  CC/C=C\C/C=C\C/C=C\CCCCCCCC(=O)OC[C@H](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)OC(=O)CCCCCCCCCCCCCCCCCCC

Standard InChI:  InChI=1S/C53H94O15/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-36-45(56)66-41(38-63-44(55)35-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2)39-64-52-51(62)49(60)47(58)43(68-52)40-65-53-50(61)48(59)46(57)42(37-54)67-53/h6,8,12,14,18,21,41-43,46-54,57-62H,3-5,7,9-11,13,15-17,19-20,22-40H2,1-2H3/b8-6-,14-12-,21-18-/t41-,42-,43-,46+,47+,48+,49+,50-,51-,52-,53+/m1/s1

Standard InChI Key:  OIRUGIMQBBXNMQ-WKJPABOFSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5269517

   ---

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: 971.32

Molecular Weight (Monoisotopic): 970.6593

AlogP: 7.71

#Rotatable Bonds: 41

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: 10.04

CX LogD: 10.04

Aromatic Rings: ┄

Heavy Atoms: 68

QED Weighted: 0.02

Np Likeness Score: 1.10

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