(2R,3R,4R)-2-Hydroxymethyl-1-methyl-pyrrolidine-3,4-diol

ID: ALA80148

Chembl Id: CHEMBL80148

Cas Number: 117956-55-5

PubChem CID: 451992

Max Phase: Preclinical

Molecular Formula: C6H13NO3

Molecular Weight: 147.17

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1C[C@@H](O)[C@H](O)[C@H]1CO

Standard InChI:  InChI=1S/C6H13NO3/c1-7-2-5(9)6(10)4(7)3-8/h4-6,8-10H,2-3H2,1H3/t4-,5-,6-/m1/s1

Standard InChI Key:  UBVOJPDDTVFNFJ-HSUXUTPPSA-N

Alternative Forms

1. Parent:

   

   ALA80148

   3,4-Pyrrolidinediol, 2-(hydroxymethyl)-1-methyl-, (2R,3R,4R)-

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: 147.17

Molecular Weight (Monoisotopic): 147.0895

AlogP: -1.99

#Rotatable Bonds: 1

Polar Surface Area: 63.93

Molecular Species: NEUTRAL

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: 8.35

CX LogP: -1.87

CX LogD: -2.86

Aromatic Rings: 0

Heavy Atoms: 10

QED Weighted: 0.40

Np Likeness Score: 2.20

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