ID: ALA1641739

Max Phase: Preclinical

Molecular Formula: C9H19NO3

Molecular Weight: 189.25

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCCC[C@@H]1N[C@@H](CO)[C@H](O)[C@H]1O

Standard InChI:  InChI=1S/C9H19NO3/c1-2-3-4-6-8(12)9(13)7(5-11)10-6/h6-13H,2-5H2,1H3/t6-,7-,8-,9-/m0/s1

Standard InChI Key:  ZBUKLPRLOKVWJG-JBDRJPRFSA-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: 189.25

Molecular Weight (Monoisotopic): 189.1365

AlogP: -0.77

#Rotatable Bonds: 4

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: 13.22

CX Basic pKa: 9.63

CX LogP: -0.43

CX LogD: -2.62

Aromatic Rings: 0

Heavy Atoms: 13

QED Weighted: 0.47

Np Likeness Score: 2.09

References

1. Natori Y, Imahori T, Murakami K, Yoshimura Y, Nakagawa S, Kato A, Adachi I, Takahata H..  (2011)  The synthesis and biological evaluation of 1-C-alkyl-L-arabinoiminofuranoses, a novel class of α-glucosidase inhibitors.,  21  (2): [PMID:21185187] [10.1016/j.bmcl.2010.11.112]

2. Kato A, Hayashi E, Miyauchi S, Adachi I, Imahori T, Natori Y, Yoshimura Y, Nash RJ, Shimaoka H, Nakagome I, Koseki J, Hirono S, Takahata H..  (2012)  α-1-C-butyl-1,4-dideoxy-1,4-imino-l-arabinitol as a second-generation iminosugar-based oral α-glucosidase inhibitor for improving postprandial hyperglycemia.,  55  (23): [PMID:23106358] [10.1021/jm301304e]

3. Natori Y, Sakuma T, Yoshimura Y, Kinami K, Hirokami Y, Sato K, Adachi I, Kato A, Takahata H..  (2014)  Synthesis and biological evaluation of α-1-C-4'-arylbutyl-L-arabinoiminofuranoses, a new class of α-glucosidase inhibitors.,  24  (15): [PMID:24973028] [10.1016/j.bmcl.2014.06.001]

Source

Source(1):

• Scientific Literature