(2R,3R,4R,5R)-2,5-Bis-hydroxymethyl-1-methyl-pyrrolidine-3,4-diol

ID: ALA310231

Chembl Id: CHEMBL310231

Cas Number: 117821-05-3

PubChem CID: 451990

Max Phase: Preclinical

Molecular Formula: C7H15NO4

Molecular Weight: 177.20

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1[C@H](CO)[C@@H](O)[C@H](O)[C@H]1CO

Standard InChI:  InChI=1S/C7H15NO4/c1-8-4(2-9)6(11)7(12)5(8)3-10/h4-7,9-12H,2-3H2,1H3/t4-,5-,6-,7-/m1/s1

Standard InChI Key:  YWBPEHFIHKFMMC-DBRKOABJSA-N

Alternative Forms

1. Parent:

   

   ALA310231

   N-Methyl-2,5-dideoxy-2,5-imino-D-mannitol

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

Calculated Properties

Molecular Weight: 177.20

Molecular Weight (Monoisotopic): 177.1001

AlogP: -2.62

#Rotatable Bonds: 2

Polar Surface Area: 84.16

Molecular Species: NEUTRAL

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: 8.15

CX LogP: -2.50

CX LogD: -3.32

Aromatic Rings: 0

Heavy Atoms: 12

QED Weighted: 0.37

Np Likeness Score: 1.11

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