2-(15-Carboxyhexadecyl)sulfanyl-4,5-dihydro-(1,2-dideoxy-alpha-D-glucopyranoso)[1,2-d]-1,3-oxazole

ID: ALA3393932

Chembl Id: CHEMBL3393932

PubChem CID: 118725793

Max Phase: Preclinical

Molecular Formula: C23H41NO7S

Molecular Weight: 475.65

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C23H41NO7S/c25-16-17-19(28)20(29)21-22(30-17)24-23(31-21)32-15-13-11-9-7-5-3-1-2-4-6-8-10-12-14-18(26)27/h17,19-22,25,28-29H,1-16H2,(H,26,27)/t17-,19-,20+,21-,22+/m1/s1

Standard InChI Key:  AVIPPTCISHRDPY-VOFPXKNKSA-N

Alternative Forms

1. Parent:

   

   ALA3393932

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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: 475.65

Molecular Weight (Monoisotopic): 475.2604

AlogP: 3.46

#Rotatable Bonds: 17

Polar Surface Area: 128.81

Molecular Species: ACID

HBA: 8

HBD: 4

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 4.95

CX Basic pKa:

CX LogP: 4.84

CX LogD: 2.42

Aromatic Rings: 0

Heavy Atoms: 32

QED Weighted: 0.24

Np Likeness Score: 0.81

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