1,16-Bis((4,5-dihydro-(1,2-dideoxy-alpha-D-glucopyranoso)[1,2-d]-1,3-oxazolyl)thio)hexadecane

ID: ALA3393929

Chembl Id: CHEMBL3393929

PubChem CID: 118725790

Max Phase: Preclinical

Molecular Formula: C30H52N2O10S2

Molecular Weight: 664.88

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  OC[C@H]1O[C@@H]2N=C(SCCCCCCCCCCCCCCCCSC3=N[C@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O3)O[C@@H]2[C@@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C30H52N2O10S2/c33-17-19-21(35)23(37)25-27(39-19)31-29(41-25)43-15-13-11-9-7-5-3-1-2-4-6-8-10-12-14-16-44-30-32-28-26(42-30)24(38)22(36)20(18-34)40-28/h19-28,33-38H,1-18H2/t19-,20-,21-,22-,23+,24+,25-,26-,27+,28+/m1/s1

Standard InChI Key:  VAXWWFZIAPTVKD-AXXYRMHMSA-N

Alternative Forms

1. Parent:

   

   ALA3393929

   ---

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: 664.88

Molecular Weight (Monoisotopic): 664.3063

AlogP: 2.30

#Rotatable Bonds: 19

Polar Surface Area: 183.02

Molecular Species: NEUTRAL

HBA: 14

HBD: 6

#RO5 Violations: 3

HBA (Lipinski): 12

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.39

CX Basic pKa:

CX LogP: 4.74

CX LogD: 4.74

Aromatic Rings: 0

Heavy Atoms: 44

QED Weighted: 0.11

Np Likeness Score: 0.51

References

1. Castilla J, Rísquez R, Higaki K, Nanba E, Ohno K, Suzuki Y, Díaz Y, Ortiz Mellet C, García Fernández JM, Castillón S..  (2015)  Conformationally-locked N-glycosides: exploiting long-range non-glycone interactions in the design of pharmacological chaperones for Gaucher disease.,  90  [PMID:25461326] [10.1016/j.ejmech.2014.11.002]

Source

Source(1):

• Scientific Literature