ID: ALA501385

Max Phase: Preclinical

Molecular Formula: C6H13NO3

Molecular Weight: 147.17

Molecule Type: Small molecule

Representations

Synonyms (1): L-Isofagomine
Synonyms from Alternative Forms(1):

Canonical SMILES:  OC[C@@H]1CNC[C@H](O)[C@H]1O

Standard InChI:  InChI=1S/C6H13NO3/c8-3-4-1-7-2-5(9)6(4)10/h4-10H,1-3H2/t4-,5-,6-/m0/s1

Standard InChI Key:  QPYJXFZUIJOGNX-ZLUOBGJFSA-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: 147.17

Molecular Weight (Monoisotopic): 147.0895

AlogP: -2.08

#Rotatable Bonds: 1

Polar Surface Area: 72.72

Molecular Species: BASE

HBA: 4

HBD: 4

#RO5 Violations: 0

HBA (Lipinski): 4

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 13.52

CX Basic pKa: 8.80

CX LogP: -2.26

CX LogD: -3.67

Aromatic Rings: 0

Heavy Atoms: 10

QED Weighted: 0.34

Np Likeness Score: 1.60

References

1. Kuriyama C, Kamiyama O, Ikeda K, Sanae F, Kato A, Adachi I, Imahori T, Takahata H, Okamoto T, Asano N..  (2008)  In vitro inhibition of glycogen-degrading enzymes and glycosidases by six-membered sugar mimics and their evaluation in cell cultures.,  16  (15): [PMID:18595718] [10.1016/j.bmc.2008.06.026]

2. Kato A, Miyauchi S, Kato N, Nash RJ, Yoshimura Y, Nakagome I, Hirono S, Takahata H, Adachi I..  (2011)  Docking and SAR studies of D- and L-isofagomine isomers as human β-glucocerebrosidase inhibitors.,  19  (11): [PMID:21546253] [10.1016/j.bmc.2011.04.011]

Source

Source(1):

• Scientific Literature