sodium((2S,3S,4S,5R,6S)-6-(2,3-bis(stearoyloxy)propoxy)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)methanesulfonate

ID: ALA3219623

Chembl Id: CHEMBL3219623

PubChem CID: 23719635

Max Phase: Preclinical

Molecular Formula: C45H85NaO12S

Molecular Weight: 851.24

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCCCCCCCCCCCC(=O)OCC(CO[C@H]1O[C@H](CS(=O)(=O)[O-])[C@@H](O)[C@H](O)[C@H]1O)OC(=O)CCCCCCCCCCCCCCCCC.[Na+]

Standard InChI:  InChI=1S/C45H86O12S.Na/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-40(46)54-35-38(36-55-45-44(50)43(49)42(48)39(57-45)37-58(51,52)53)56-41(47)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2;/h38-39,42-45,48-50H,3-37H2,1-2H3,(H,51,52,53);/q;+1/p-1/t38?,39-,42-,43+,44-,45+;/m1./s1

Standard InChI Key:  ZJZCMDVKJVQZOK-FYHOLELHSA-M

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: 851.24

Molecular Weight (Monoisotopic): 850.5840

AlogP: 9.68

#Rotatable Bonds: 40

Polar Surface Area: 186.12

Molecular Species: ACID

HBA: 11

HBD: 4

#RO5 Violations: 3

HBA (Lipinski): 12

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 3

CX Acidic pKa: -1.22

CX Basic pKa: ┄

CX LogP: 11.72

CX LogD: 9.34

Aromatic Rings: ┄

Heavy Atoms: 58

QED Weighted: 0.03

Np Likeness Score: 0.70

References

1. Takakusagi Y, Takakusagi K, Ida N, Takami M, Matsumoto Y, Kusayanagi T, Nakabayashi T, Aoki S, Murata H, Ohta K, Sugawara F, Sakaguchi K.  (2011)  Binding region and interaction properties of sulfoquinovosylacylglycerol (SQAG) with human vascular endothelial growth factor 165 revealed by biosensor-based assays,  2  (12): [10.1039/C1MD00180A]

2. 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