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

ID: ALA2206825

PubChem CID: 11126680

Max Phase: Preclinical

Molecular Formula: C5H12N2O2

Molecular Weight: 132.16

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C5H12N2O2/c6-1-3-5(9)4(8)2-7-3/h3-5,7-9H,1-2,6H2/t3-,4+,5-/m1/s1

Standard InChI Key:  PTUICKYMXFZVGV-MROZADKFSA-N

Molfile:  

     RDKit          2D

  9  9  0  0  0  0  0  0  0  0999 V2000
    1.1680   -2.4310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9852   -2.4310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2395   -1.6543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5766   -1.1721    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9178   -1.6543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6868   -3.0915    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4647   -3.0927    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0171   -1.4028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6236   -1.9505    0.0000 N   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
M  END

Alternative Forms

1. Parent:

   

   ALA2206825

   (2R,3R,4S)-2-(aminomethyl)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: 132.16

Molecular Weight (Monoisotopic): 132.0899

AlogP: -2.36

#Rotatable Bonds: 1

Polar Surface Area: 78.51

Molecular Species: BASE

HBA: 4

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.35

CX Basic pKa: 9.57

CX LogP: -2.36

CX LogD: -4.56

Aromatic Rings: ┄

Heavy Atoms: 9

QED Weighted: 0.32

Np Likeness Score: 2.08

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