2-Hydroxymethyl-1-nonyl-piperidine-3,4,5-triol

ID: ALA187158

Chembl Id: CHEMBL187158

PubChem CID: 3272526

Max Phase: Preclinical

Molecular Formula: C15H31NO4

Molecular Weight: 289.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCCCN1CC(O)C(O)C(O)C1CO

Standard InChI:  InChI=1S/C15H31NO4/c1-2-3-4-5-6-7-8-9-16-10-13(18)15(20)14(19)12(16)11-17/h12-15,17-20H,2-11H2,1H3

Standard InChI Key:  FTSCEGKYKXESFF-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA187158

   NN-DNJ;Nonyl-DNJ

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: 289.42

Molecular Weight (Monoisotopic): 289.2253

AlogP: 0.50

#Rotatable Bonds: 9

Polar Surface Area: 84.16

Molecular Species: NEUTRAL

HBA: 5

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.90

CX Basic pKa: 8.37

CX LogP: 1.04

CX LogD: 0.03

Aromatic Rings: ┄

Heavy Atoms: 20

QED Weighted: 0.46

Np Likeness Score: 1.03

References

1. Godin G, Compain P, Martin OR, Ikeda K, Yu L, Asano N..  (2004)  Alpha-1-C-alkyl-1-deoxynojirimycin derivatives as potent and selective inhibitors of intestinal isomaltase: remarkable effect of the alkyl chain length on glycosidase inhibitory profile.,  14  (24): [PMID:15546715] [10.1016/j.bmcl.2004.09.086]

2. De Fenza M, D'Alonzo D, Esposito A, Munari S, Loberto N, Santangelo A, Lampronti I, Tamanini A, Rossi A, Ranucci S, De Fino I, Bragonzi A, Aureli M, Bassi R, Tironi M, Lippi G, Gambari R, Cabrini G, Palumbo G, Dechecchi MC, Guaragna A..  (2019)  Exploring the effect of chirality on the therapeutic potential of N-alkyl-deoxyiminosugars: anti-inflammatory response to Pseudomonas aeruginosa infections for application in CF lung disease.,  175  [PMID:31075609] [10.1016/j.ejmech.2019.04.061]

Source

Source(1):

• Scientific Literature