(2R,3R,4S)-2-(2,2-dihydroxyethyl)pyrrolidine-3,4-diol

ID: ALA2206815

PubChem CID: 71454231

Max Phase: Preclinical

Molecular Formula: C6H13NO4

Molecular Weight: 163.17

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C6H13NO4/c8-4-2-7-3(6(4)11)1-5(9)10/h3-11H,1-2H2/t3-,4+,6-/m1/s1

Standard InChI Key:  QRXYEWPGDSAILC-ALEPSDHESA-N

Molfile:  

     RDKit          2D

 11 11  0  0  0  0  0  0  0  0999 V2000
    6.7232  -17.2972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5404  -17.2972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7948  -16.5205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1318  -16.0384    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4731  -16.5205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2420  -17.9577    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0200  -17.9589    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5723  -16.2691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1789  -16.8167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9564  -16.5653    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0078  -17.6158    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  1  1  0
  1  6  1  1
  2  7  1  1
  3  8  1  6
  8  9  1  0
  9 10  1  0
  9 11  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2206815

   (2R,3R,4S)-2-(2,2-dihydroxyethyl)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: 163.17

Molecular Weight (Monoisotopic): 163.0845

AlogP: -2.62

#Rotatable Bonds: 2

Polar Surface Area: 92.95

Molecular Species: BASE

HBA: 5

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.45

CX Basic pKa: 9.13

CX LogP: -2.35

CX LogD: -4.08

Aromatic Rings: ┄

Heavy Atoms: 11

QED Weighted: 0.29

Np Likeness Score: 2.05

References

1. Moorthy NS, Brás NF, Ramos MJ, Fernandes PA..  (2012)  Virtual screening and QSAR study of some pyrrolidine derivatives as α-mannosidase inhibitors for binding feature analysis.,  20  (24): [PMID:23151473] [10.1016/j.bmc.2012.10.011]

Source

Source(1):

• Scientific Literature