ID: ALA2164031

Max Phase: Preclinical

Molecular Formula: C23H43NO6S

Molecular Weight: 461.67

Molecule Type: Small molecule

Representations

Canonical SMILES:  OCCCCCCCCCCCCCCCCSC1=N[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O1

Standard InChI:  InChI=1S/C23H43NO6S/c25-15-13-11-9-7-5-3-1-2-4-6-8-10-12-14-16-31-23-24-22-21(30-23)20(28)19(27)18(17-26)29-22/h18-22,25-28H,1-17H2/t18-,19-,20+,21-,22+/m1/s1

Standard InChI Key:  VGMIDHGCFLZJGW-BDHVOXNPSA-N

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

Properties

Molecular Weight: 461.67

Molecular Weight (Monoisotopic): 461.2811

AlogP: 3.37

#Rotatable Bonds: 17

Polar Surface Area: 111.74

Molecular Species: NEUTRAL

HBA: 8

HBD: 4

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 12.69

CX Basic pKa:

CX LogP: 4.72

CX LogD: 4.72

Aromatic Rings: 0

Heavy Atoms: 31

QED Weighted: 0.25

Np Likeness Score: 0.82

References

1. Castilla J, Rísquez R, Cruz D, Higaki K, Nanba E, Ohno K, Suzuki Y, Díaz Y, Ortiz Mellet C, García Fernández JM, Castillón S..  (2012)  Conformationally-locked N-glycosides with selective β-glucosidase inhibitory activity: identification of a new non-iminosugar-type pharmacological chaperone for Gaucher disease.,  55  (15): [PMID:22762530] [10.1021/jm3006178]

2. 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