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

ID: ALA2207394

PubChem CID: 71459737

Max Phase: Preclinical

Molecular Formula: C13H20N2O2

Molecular Weight: 236.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(NC[C@H]1NC[C@H](O)[C@@H]1O)c1ccccc1

Standard InChI:  InChI=1S/C13H20N2O2/c1-9(10-5-3-2-4-6-10)14-7-11-13(17)12(16)8-15-11/h2-6,9,11-17H,7-8H2,1H3/t9?,11-,12+,13-/m1/s1

Standard InChI Key:  WMPOZDRIYMQHEX-PLKNYFGKSA-N

Molfile:  

     RDKit          2D

 17 18  0  0  0  0  0  0  0  0999 V2000
    2.9963  -13.4754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8135  -13.4754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0679  -12.6987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4049  -12.2166    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7462  -12.6987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5151  -14.1359    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2931  -14.1371    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8454  -12.4473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4520  -12.9949    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2295  -12.7435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8360  -13.2911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4005  -11.9444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1795  -11.6945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3507  -10.8962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7438  -10.3477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9631  -10.6029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7956  -11.4006    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
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2207394

   (2R,3R,4S)-2-[(1-phenylethylamino)methyl]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: 236.32

Molecular Weight (Monoisotopic): 236.1525

AlogP: 0.03

#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: 13.35

CX Basic pKa: 9.16

CX LogP: 0.21

CX LogD: -1.56

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.60

Np Likeness Score: 0.61

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