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

ID: ALA2206828

Cas Number: 388076-91-3

PubChem CID: 10932483

Max Phase: Preclinical

Molecular Formula: C10H20N2O2

Molecular Weight: 200.28

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O[C@H]1[C@@H](O)CN[C@@H]1CNC1CCCC1

Standard InChI:  InChI=1S/C10H20N2O2/c13-9-6-12-8(10(9)14)5-11-7-3-1-2-4-7/h7-14H,1-6H2/t8-,9+,10-/m1/s1

Standard InChI Key:  CAYLVMUUXWDLQS-KXUCPTDWSA-N

Molfile:  

     RDKit          2D

 14 15  0  0  0  0  0  0  0  0999 V2000
   17.9947   -1.9192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8119   -1.9192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0662   -1.1425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4033   -0.6604    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.7445   -1.1425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5135   -2.5797    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.2914   -2.5809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.8438   -0.8910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4503   -1.4387    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.2279   -1.1872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8887   -1.6650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5505   -1.1856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2990   -0.4080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4819   -0.4070    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  1  0
 14 10  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2206828

   (2R,3R,4S)-2-((Cyclopentylamino)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: 200.28

Molecular Weight (Monoisotopic): 200.1525

AlogP: -0.79

#Rotatable Bonds: 3

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: 9.49

CX LogP: -0.58

CX LogD: -2.71

Aromatic Rings: ┄

Heavy Atoms: 14

QED Weighted: 0.48

Np Likeness Score: 1.21

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