methyl 16-((3aS,5R,6S,7S,7aR)-6,7-dihydroxy-5-(hydroxymethyl)-5,6,7,7a-tetrahydro-3aH-pyrano[2,3-d]oxazol-2-ylthio)hexadecanoate

ID: ALA3393927

Chembl Id: CHEMBL3393927

PubChem CID: 118725788

Max Phase: Preclinical

Molecular Formula: C24H43NO7S

Molecular Weight: 489.68

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)CCCCCCCCCCCCCCCSC1=N[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O1

Standard InChI:  InChI=1S/C24H43NO7S/c1-30-19(27)15-13-11-9-7-5-3-2-4-6-8-10-12-14-16-33-24-25-23-22(32-24)21(29)20(28)18(17-26)31-23/h18,20-23,26,28-29H,2-17H2,1H3/t18-,20-,21+,22-,23+/m1/s1

Standard InChI Key:  SMENMHUXWSBEAT-IFPLKCGESA-N

Alternative Forms

1. Parent:

   

   ALA3393927

   ---

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: 489.68

Molecular Weight (Monoisotopic): 489.2760

AlogP: 3.55

#Rotatable Bonds: 17

Polar Surface Area: 117.81

Molecular Species: NEUTRAL

HBA: 9

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 12.69

CX Basic pKa:

CX LogP: 4.98

CX LogD: 4.98

Aromatic Rings: 0

Heavy Atoms: 33

QED Weighted: 0.21

Np Likeness Score: 0.75

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