1-O-hexadecyl-2-O-methyl-sn-glycer-3-yl alpha-D-glucopyranosyl-(1->4)-alpha-D-glucopyranosylphosphate, triethylammonium salt

ID: ALA3221415

Chembl Id: CHEMBL3221415

PubChem CID: 145948410

Max Phase: Preclinical

Molecular Formula: C38H78NO16P

Molecular Weight: 734.81

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCCCCCCCCCCOCC(COP(=O)(O)O[C@H]1O[C@H](CO)[C@@H](O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@H]1O)OC.CCN(CC)CC

Standard InChI:  InChI=1S/C32H63O16P.C6H15N/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-43-20-22(42-2)21-44-49(40,41)48-32-29(39)27(37)30(24(19-34)46-32)47-31-28(38)26(36)25(35)23(18-33)45-31;1-4-7(5-2)6-3/h22-39H,3-21H2,1-2H3,(H,40,41);4-6H2,1-3H3/t22?,23-,24-,25-,26+,27-,28-,29-,30-,31-,32-;/m1./s1

Standard InChI Key:  YYBLDTXHZKTVJJ-FLQRSWKCSA-N

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: 734.81

Molecular Weight (Monoisotopic): 734.3854

AlogP: 1.26

#Rotatable Bonds: 27

Polar Surface Area: 243.52

Molecular Species: ACID

HBA: 15

HBD: 8

#RO5 Violations: 3

HBA (Lipinski): 16

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 1.59

CX Basic pKa: ┄

CX LogP: 2.18

CX LogD: -0.20

Aromatic Rings: ┄

Heavy Atoms: 49

QED Weighted: 0.04

Np Likeness Score: 1.31

References

1. Sevrain CM, Haelters J, Chantome A, Couthon-Gourves H, Girault A, Vandier C, Jaffres P.  (2012)  Glyco-Phospho-Glycero Ether Lipids (GPGEL): synthesis and evaluation as small conductance Ca2+-activated K+ channel (SK3) inhibitors,  3  (11): [10.1039/C2MD20207G]

Source

Source(1):

• Scientific Literature