sodium((2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(2-hydroxy-3-(stearoyloxy)propoxy)tetrahydro-2H-pyran-2-yl)methanesulfonate

ID: ALA3219625

Chembl Id: CHEMBL3219625

PubChem CID: 87348962

Max Phase: Preclinical

Molecular Formula: C27H51NaO11S

Molecular Weight: 584.77

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C27H52O11S.Na/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-23(29)36-18-21(28)19-37-27-26(32)25(31)24(30)22(38-27)20-39(33,34)35;/h21-22,24-28,30-32H,2-20H2,1H3,(H,33,34,35);/q;+1/p-1/t21?,22-,24-,25+,26-,27+;/m1./s1

Standard InChI Key:  BHUSXKWWQIDZNB-QYOKHMATSA-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: 584.77

Molecular Weight (Monoisotopic): 584.3230

AlogP: 2.86

#Rotatable Bonds: 23

Polar Surface Area: 180.05

Molecular Species: ACID

HBA: 10

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: -1.19

CX Basic pKa: ┄

CX LogP: 3.91

CX LogD: 1.53

Aromatic Rings: ┄

Heavy Atoms: 39

QED Weighted: 0.07

Np Likeness Score: 0.96

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