(2R,3R,4S)-2-(2-(phenylamino)ethyl)pyrrolidine-3,4-diol

ID: ALA2207398

PubChem CID: 71459738

Max Phase: Preclinical

Molecular Formula: C12H18N2O2

Molecular Weight: 222.29

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O[C@H]1[C@@H](O)CN[C@@H]1CCNc1ccccc1

Standard InChI:  InChI=1S/C12H18N2O2/c15-11-8-14-10(12(11)16)6-7-13-9-4-2-1-3-5-9/h1-5,10-16H,6-8H2/t10-,11+,12-/m1/s1

Standard InChI Key:  HAOLJUHRPKTQFK-GRYCIOLGSA-N

Molfile:  

     RDKit          2D

 16 17  0  0  0  0  0  0  0  0999 V2000
   -0.3301  -16.7483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4952  -16.7483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7496  -15.9716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0866  -15.4895    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5753  -15.9716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8065  -17.4088    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9748  -17.4100    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5271  -15.7202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1337  -16.2678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9112  -16.0164    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5178  -16.5640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3428  -17.3619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9485  -17.9093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7271  -17.6580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8964  -16.8542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2893  -16.3103    0.0000 C   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
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2207398

   (2R,3R,4S)-2-(2-anilinoethyl)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: 222.29

Molecular Weight (Monoisotopic): 222.1368

AlogP: 0.18

#Rotatable Bonds: 4

Polar Surface Area: 64.52

Molecular Species: BASE

HBA: 4

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.38

CX Basic pKa: 9.80

CX LogP: -0.23

CX LogD: -2.57

Aromatic Rings: 1

Heavy Atoms: 16

QED Weighted: 0.59

Np Likeness Score: 0.55

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