(2R,3R,4R)-1-Butyl-2-hydroxymethyl-pyrrolidine-3,4-diol

ID: ALA310229

Chembl Id: CHEMBL310229

PubChem CID: 464727

Max Phase: Preclinical

Molecular Formula: C9H19NO3

Molecular Weight: 189.25

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCN1C[C@@H](O)[C@H](O)[C@H]1CO

Standard InChI:  InChI=1S/C9H19NO3/c1-2-3-4-10-5-8(12)9(13)7(10)6-11/h7-9,11-13H,2-6H2,1H3/t7-,8-,9-/m1/s1

Standard InChI Key:  AORXTDSJOOFVRB-IWSPIJDZSA-N

Alternative Forms

1. Parent:

   

   ALA310229

   (2R,3R,4R)-1-butyl-2-(hydroxymethyl)pyrrolidine-3,4-diol

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: 189.25

Molecular Weight (Monoisotopic): 189.1365

AlogP: -0.82

#Rotatable Bonds: 4

Polar Surface Area: 63.93

Molecular Species: BASE

HBA: 4

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 13.31

CX Basic pKa: 9.01

CX LogP: -0.55

CX LogD: -2.16

Aromatic Rings: 0

Heavy Atoms: 13

QED Weighted: 0.54

Np Likeness Score: 1.26

References

1. Asano N, Kizu H, Oseki K, Tomioka E, Matsui K, Okamoto M, Baba M..  (1995)  N-alkylated nitrogen-in-the-ring sugars: conformational basis of inhibition of glycosidases and HIV-1 replication.,  38  (13): [PMID:7608901] [10.1021/jm00013a012]

Source

Source(1):

• Scientific Literature