(5S)-3,4-dihydroxy-3,5-dimethylpyrrolidin-2-one

ID: ALA370592

Chembl Id: CHEMBL370592

PubChem CID: 44406654

Max Phase: Preclinical

Molecular Formula: C6H11NO3

Molecular Weight: 145.16

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@@H]1NC(=O)C(C)(O)C1O

Standard InChI:  InChI=1S/C6H11NO3/c1-3-4(8)6(2,10)5(9)7-3/h3-4,8,10H,1-2H3,(H,7,9)/t3-,4?,6?/m0/s1

Standard InChI Key:  FJRLBPQOOIZVNP-ZNRXLLLOSA-N

Alternative Forms

1. Parent:

   

   ALA370592

   (5S)-3,4-dihydroxy-3,5-dimethylpyrrolidin-2-one

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: 145.16

Molecular Weight (Monoisotopic): 145.0739

AlogP: -1.38

#Rotatable Bonds: 0

Polar Surface Area: 69.56

Molecular Species: NEUTRAL

HBA: 3

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 11.75

CX Basic pKa:

CX LogP: -1.36

CX LogD: -1.36

Aromatic Rings: 0

Heavy Atoms: 10

QED Weighted: 0.39

Np Likeness Score: 1.90

References

1. Coutrot P, Claudel S, Didierjean C, Grison C..  (2006)  Stereoselective synthesis and glycosidase inhibitory activity of 3,4-dihydroxy-pyrrolidin-2-one, 3,4-dihydroxy-piperidin-2-one and 1,2-dihydroxy-pyrrolizidin-3-one.,  16  (2): [PMID:16271473] [10.1016/j.bmcl.2005.09.068]

Source

Source(1):

• Scientific Literature