2-(16-Iodohexadecyl)sulfanyl-4,5-dihydro-(1,2-dideoxy-alpha-D-glucopyranoso[1,2-d]-1,3-oxazole

ID: ALA3393928

Chembl Id: CHEMBL3393928

PubChem CID: 118725789

Max Phase: Preclinical

Molecular Formula: C23H42INO5S

Molecular Weight: 571.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  OC[C@H]1O[C@@H]2N=C(SCCCCCCCCCCCCCCCCI)O[C@@H]2[C@@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C23H42INO5S/c24-15-13-11-9-7-5-3-1-2-4-6-8-10-12-14-16-31-23-25-22-21(30-23)20(28)19(27)18(17-26)29-22/h18-22,26-28H,1-17H2/t18-,19-,20+,21-,22+/m1/s1

Standard InChI Key:  KRVOPWUJYRUGHK-BDHVOXNPSA-N

Alternative Forms

1. Parent:

   

   ALA3393928

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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: 571.56

Molecular Weight (Monoisotopic): 571.1828

AlogP: 4.81

#Rotatable Bonds: 17

Polar Surface Area: 91.51

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.69

CX Basic pKa:

CX LogP: 6.69

CX LogD: 6.69

Aromatic Rings: 0

Heavy Atoms: 31

QED Weighted: 0.13

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