1-O-octadecanoyl-2-O-beta-D-sulfoquinovopyranosyl-sn-glycerol

ID: ALA3818018

Chembl Id: CHEMBL3818018

PubChem CID: 102300642

Max Phase: Preclinical

Molecular Formula: C27H52O11S

Molecular Weight: 584.77

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C27H52O11S/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-23(29)36-19-21(18-28)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)/t21?,22-,24-,25+,26-,27-/m1/s1

Standard InChI Key:  QXMLPPNBNQAAGU-RLUZFGJUSA-N

Alternative Forms

1. Parent:

   

   ALA3818018

   [(2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-(1-hydroxy-3-octadecanoyloxypropan-2-yl)oxyoxan-2-yl]methanesulfonic acid

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: -1.18

CX Basic pKa: ┄

CX LogP: 2.73

CX LogD: 1.53

Aromatic Rings: ┄

Heavy Atoms: 39

QED Weighted: 0.07

Np Likeness Score: 1.07

References

1. Costa B, Dangate M, Vetro M, Donvito G, Gabrielli L, Amigoni L, Cassinelli G, Lanzi C, Ceriani M, De Gioia L, Filippi G, Cipolla L, Zaffaroni N, Perego P, Colombo D..  (2016)  Synthetic sulfoglycolipids targeting the serine-threonine protein kinase Akt.,  24  (16): [PMID:27316541] [10.1016/j.bmc.2016.05.031]

Source

Source(1):

• Scientific Literature