ID: ALA324632

Max Phase: Preclinical

Molecular Formula: C6H13NO3

Molecular Weight: 147.17

Molecule Type: Small molecule

Representations

Synonyms (1): 1,6-Dideoxynojirimycin
Synonyms from Alternative Forms(1):

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

Standard InChI:  InChI=1S/C6H13NO3/c1-3-5(9)6(10)4(8)2-7-3/h3-10H,2H2,1H3/t3-,4+,5-,6-/m1/s1

Standard InChI Key:  VYOCYWDJTQRZLC-JGWLITMVSA-N

Molecule Features

Natural Product: Yes

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: -1.94

#Rotatable Bonds: 0

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: 12.93

CX Basic pKa: 8.62

CX LogP: -1.84

CX LogD: -3.08

Aromatic Rings: 0

Heavy Atoms: 10

QED Weighted: 0.32

Np Likeness Score: 1.98

References

1. Berger A, Dax K, Gradnig G, Grassberger V, Stutz A, Ungerank M, Legler G, Bause E.  (1992)  Synthesis and biological activity of C-6 modified derivatives of the glucosidase inhibitor 1-deoxynojirimycin.,  2  (1): [10.1016/S0960-894X(00)80648-4]

2. Dumas DP, Kajimoto T, Liu KK, Wong C, Berkowitz DB, Danieshefsky SJ.  (1992)  Azasugar and glycal inhibitors of -L-fucosidase,  2  (1): [10.1016/S0960-894X(00)80649-6]

3. Zhou J, Zhang Y, Zhou X, Zhou J, Zhang LH, Ye XS, Zhang XL..  (2008)  An expeditious one-pot synthesis of 1,6-dideoxy-N-alkylated nojirimycin derivatives and their inhibitory effects on the secretion of IFN-gamma and IL-4.,  16  (4): [PMID:18060793] [10.1016/j.bmc.2007.11.036]

Source

Source(1):

• Scientific Literature