(2R,3R,4S)-2-((thiophen-2-ylmethylamino)methyl)pyrrolidine-3,4-diol

ID: ALA2207391

PubChem CID: 10988011

Max Phase: Preclinical

Molecular Formula: C10H16N2O2S

Molecular Weight: 228.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O[C@H]1[C@@H](O)CN[C@@H]1CNCc1cccs1

Standard InChI:  InChI=1S/C10H16N2O2S/c13-9-6-12-8(10(9)14)5-11-4-7-2-1-3-15-7/h1-3,8-14H,4-6H2/t8-,9+,10-/m1/s1

Standard InChI Key:  OKMVGPCMRNTUSN-KXUCPTDWSA-N

Molfile:  

     RDKit          2D

 15 16  0  0  0  0  0  0  0  0999 V2000
    4.7463   -7.1112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5635   -7.1112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8178   -6.3345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1549   -5.8524    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4961   -6.3345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2651   -7.7717    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0430   -7.7729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5954   -6.0831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2019   -6.6307    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.9795   -6.3793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5860   -6.9269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5012   -7.7382    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.2473   -8.0716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7950   -7.4650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3873   -6.7568    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  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 11  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA2207391

   (2R,3R,4S)-2-[(thiophen-2-ylmethylamino)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: 228.32

Molecular Weight (Monoisotopic): 228.0932

AlogP: -0.47

#Rotatable Bonds: 4

Polar Surface Area: 64.52

Molecular Species: BASE

HBA: 5

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: -0.29

CX LogD: -2.05

Aromatic Rings: 1

Heavy Atoms: 15

QED Weighted: 0.56

Np Likeness Score: -0.32

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