2-((S)-Tetradecanoylamino)-3-(3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-propionic acid

ID: ALA3215412

Chembl Id: CHEMBL3215412

PubChem CID: 90664155

Max Phase: Preclinical

Molecular Formula: C23H43NO9

Molecular Weight: 477.60

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCCCCCCCC(=O)N[C@@H](CO[C@@H]1O[C@@H](CO)[C@H](O)[C@H](O)[C@@H]1O)C(=O)O

Standard InChI:  InChI=1S/C23H43NO9/c1-2-3-4-5-6-7-8-9-10-11-12-13-18(26)24-16(22(30)31)15-32-23-21(29)20(28)19(27)17(14-25)33-23/h16-17,19-21,23,25,27-29H,2-15H2,1H3,(H,24,26)(H,30,31)/t16-,17-,19-,20-,21-,23+/m0/s1

Standard InChI Key:  OWCLTFSGQKRODN-CHRHFRJDSA-N

Alternative Forms

1. Parent:

   

   ALA3215412

   (2S)-2-(tetradecanoylamino)-3-[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropanoic 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: 477.60

Molecular Weight (Monoisotopic): 477.2938

AlogP: 1.07

#Rotatable Bonds: 18

Polar Surface Area: 165.78

Molecular Species: ACID

HBA: 8

HBD: 6

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.61

CX Basic pKa: ┄

CX LogP: 2.01

CX LogD: -1.33

Aromatic Rings: ┄

Heavy Atoms: 33

QED Weighted: 0.16

Np Likeness Score: 1.04

References

1. Daoudi JM, Greiner J, Aubertin AM, Vierling P..  (2004)  New bicyclam-GalCer analogue conjugates: synthesis and in vitro anti-HIV activity.,  14  (2): [PMID:14698189] [10.1016/j.bmcl.2003.10.036]

Source

Source(1):

• Scientific Literature