2-Hydroxymethyl-pyrrolidine-3,4-diol

ID: ALA2115197

Chembl Id: CHEMBL2115197

PubChem CID: 11804793

Max Phase: Preclinical

Molecular Formula: C6H13NO2

Molecular Weight: 131.18

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC[C@H]1NC[C@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C6H13NO2/c1-2-4-6(9)5(8)3-7-4/h4-9H,2-3H2,1H3/t4-,5+,6-/m1/s1

Standard InChI Key:  DPKVFORGPDPGQG-NGJCXOISSA-N

Alternative Forms

1. Parent:

   

   ALA2115197

   (2R,3R,4S)-2-ethylpyrrolidine-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: 131.18

Molecular Weight (Monoisotopic): 131.0946

AlogP: -0.91

#Rotatable Bonds: 1

Polar Surface Area: 52.49

Molecular Species: BASE

HBA: 3

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 3

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 13.38

CX Basic pKa: 10.09

CX LogP: -0.69

CX LogD: -3.28

Aromatic Rings: 0

Heavy Atoms: 9

QED Weighted: 0.43

Np Likeness Score: 2.23

References

1. Popowycz F, Gerber-Lemaire S, Demange R, Rodriguez-García E, Asenjo AT, Robina I, Vogel P..  (2001)  Derivatives of (2R,3R,4S)-2-aminomethylpyrrolidine-3,4-diol are selective alpha-mannosidase inhibitors.,  11  (18): [PMID:11549453] [10.1016/s0960-894x(01)00477-2]

2. Asano N, Oseki K, Kizu H, Matsui K..  (1994)  Nitrogen-in-the-ring pyranoses and furanoses: structural basis of inhibition of mammalian glycosidases.,  37  (22): [PMID:7966130] [10.1021/jm00048a006]

Source

Source(1):

• Scientific Literature