(2S,3r,4R)-3-hydroxy-2,4-bis(hydroxymethyl)azetidine

ID: ALA4218600

PubChem CID: 71575302

Max Phase: Preclinical

Molecular Formula: C5H11NO3

Molecular Weight: 133.15

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  OC[C@@H]1N[C@H](CO)[C@@H]1O

Standard InChI:  InChI=1S/C5H11NO3/c7-1-3-5(9)4(2-8)6-3/h3-9H,1-2H2/t3-,4+,5+

Standard InChI Key:  AFXIISCXWSSSNF-SCDXWVJYSA-N

Molfile:  

     RDKit          2D

  9  9  0  0  0  0  0  0  0  0999 V2000
   12.0308   -4.6945    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.6087   -4.1126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0267   -3.5348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4489   -4.1167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4258   -4.1097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0238   -2.7176    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6317   -4.1196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2206   -3.4134    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.8370   -4.8159    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  2  3  1  0
  3  4  1  0
  4  1  1  0
  2  5  1  1
  3  6  1  1
  4  7  1  1
  7  8  1  0
  5  9  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4218600

   (2S,4R)-2,4-bis(hydroxymethyl)azetidin-3-ol

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: 133.15

Molecular Weight (Monoisotopic): 133.0739

AlogP: -2.33

#Rotatable Bonds: 2

Polar Surface Area: 72.72

Molecular Species: NEUTRAL

HBA: 4

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.93

CX Basic pKa: 7.84

CX LogP: -2.26

CX LogD: -2.83

Aromatic Rings: ┄

Heavy Atoms: 9

QED Weighted: 0.34

Np Likeness Score: 2.09

References

1. Lawande PP, Sontakke VA, Kumbhar NM, Bhagwat TR, Ghosh S, Shinde VS..  (2017)  Polyhydroxylated azetidine iminosugars: Synthesis, glycosidase inhibitory activity and molecular docking studies.,  27  (23): [PMID:29074258] [10.1016/j.bmcl.2017.10.025]

Source

Source(1):

• Scientific Literature