(2R,4S,5R,6R)-5-acetamido-2-(((2R,3R,4S,5R,6S)-6-((2R,4R,5R,6R)-6-(6-azidohexyloxy)-4,5-dihydroxy-2-(hydroxymethyl)tetrahydro-2H-pyran-3-yloxy)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)methoxy)-4-hydroxy-6-((1R,2R)-1,2,3-trihydroxypropyl)tetrahydro-2H-pyran-2-carboxylic acid

ID: ALA4547977

Chembl Id: CHEMBL4547977

PubChem CID: 155553762

Max Phase: Preclinical

Molecular Formula: C29H50N4O19

Molecular Weight: 758.73

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(=O)N[C@H]1[C@H]([C@H](O)[C@H](O)CO)O[C@@](OC[C@H]2O[C@@H](O[C@H]3[C@H](O)[C@@H](O)[C@H](OCCCCCCN=[N+]=[N-])O[C@@H]3CO)[C@H](O)[C@@H](O)[C@H]2O)(C(=O)O)C[C@@H]1O

Standard InChI:  InChI=1S/C29H50N4O19/c1-12(36)32-17-13(37)8-29(28(45)46,52-25(17)18(39)14(38)9-34)48-11-16-19(40)20(41)22(43)27(50-16)51-24-15(10-35)49-26(23(44)21(24)42)47-7-5-3-2-4-6-31-33-30/h13-27,34-35,37-44H,2-11H2,1H3,(H,32,36)(H,45,46)/t13-,14+,15+,16+,17+,18+,19-,20-,21+,22+,23+,24+,25+,26+,27-,29+/m0/s1

Standard InChI Key:  GKFICEGJMMSFBD-HPLBKJIWSA-N

Alternative Forms

1. Parent:

   

   ALA4547977

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 758.73

Molecular Weight (Monoisotopic): 758.3069

AlogP: -5.33

#Rotatable Bonds: 19

Polar Surface Area: 372.84

Molecular Species: ACID

HBA: 19

HBD: 12

#RO5 Violations: 3

HBA (Lipinski): 23

HBD (Lipinski): 12

#RO5 Violations (Lipinski): 3

CX Acidic pKa: -10.20

CX Basic pKa: ┄

CX LogP: -4.87

CX LogD: -8.47

Aromatic Rings: ┄

Heavy Atoms: 52

QED Weighted: 0.03

Np Likeness Score: 1.53

References

1. Wu HR, Anwar MT, Fan CY, Low PY, Angata T, Lin CC..  (2019)  Expedient assembly of Oligo-LacNAcs by a sugar nucleotide regeneration system: Finding the role of tandem LacNAc and sialic acid position towards siglec binding.,  180  [PMID:31351394] [10.1016/j.ejmech.2019.07.046]

Source

Source(1):

• Scientific Literature