(2R,3R,4R,5R)-1-Butyl-2,5-bis-hydroxymethyl-pyrrolidine-3,4-diol

ID: ALA77918

Chembl Id: CHEMBL77918

Cas Number: 267668-05-3

PubChem CID: 464728

Max Phase: Preclinical

Molecular Formula: C10H21NO4

Molecular Weight: 219.28

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCN1[C@H](CO)[C@@H](O)[C@H](O)[C@H]1CO

Standard InChI:  InChI=1S/C10H21NO4/c1-2-3-4-11-7(5-12)9(14)10(15)8(11)6-13/h7-10,12-15H,2-6H2,1H3/t7-,8-,9-,10-/m1/s1

Standard InChI Key:  AKCYTLWYBYXPDN-ZYUZMQFOSA-N

Alternative Forms

1. Parent:

   

   ALA77918

   (2R,3R,4R,5R)-1-butyl-2,5-bis(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: 219.28

Molecular Weight (Monoisotopic): 219.1471

AlogP: -1.45

#Rotatable Bonds: 5

Polar Surface Area: 84.16

Molecular Species: BASE

HBA: 5

HBD: 4

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 13.17

CX Basic pKa: 8.84

CX LogP: -1.18

CX LogD: -2.63

Aromatic Rings: 0

Heavy Atoms: 15

QED Weighted: 0.45

Np Likeness Score: 0.81

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