(R)-1-((2R,3S)-3-hydroxyazetidin-2-yl)ethane-1,2-diol

ID: ALA2409320

PubChem CID: 56651209

Max Phase: Preclinical

Molecular Formula: C5H11NO3

Molecular Weight: 133.15

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C5H11NO3/c7-2-4(9)5-3(8)1-6-5/h3-9H,1-2H2/t3-,4-,5+/m0/s1

Standard InChI Key:  ZHKBAXKKOKQMPN-VAYJURFESA-N

Molfile:  

     RDKit          2D

 10 10  0  0  0  0  0  0  0  0999 V2000
   16.7499  -18.6030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8322  -17.9782    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.6675  -17.9782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6675  -16.7285    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.7499  -19.8527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8711  -20.7412    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.7548  -21.6248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6384  -20.7412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8881  -20.7412    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.9533  -19.6381    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  6
  1  3  1  0
  3  4  1  0
  1  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  5  1  0
  8  9  1  1
  5 10  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA2409320

   (1R)-1-[(2R,3S)-3-hydroxyazetidin-2-yl]ethane-1,2-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: 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: 13.61

CX Basic pKa: 8.01

CX LogP: -2.26

CX LogD: -2.96

Aromatic Rings: ┄

Heavy Atoms: 9

QED Weighted: 0.34

Np Likeness Score: 2.42

References

1. Martínez RF, Araújo N, Jenkinson SF, Nakagawa S, Kato A, Fleet GW..  (2013)  (3R,4S,5R,6R,7S)-3,4,5,7-Tetrahydroxyconidine, an azetidine analogue of 6,7-diepicastanospermine and a conformationally constrained d-deoxyaltronojirimycin, from l-arabinose.,  21  (16): [PMID:23545138] [10.1016/j.bmc.2013.03.004]

Source

Source(1):

• Scientific Literature