(2S,3R,4S)-3-hydroxy-4-(hydroxymethyl)-N-methylazetidine-2-carboxylic acid

ID: ALA4208842

PubChem CID: 145966318

Max Phase: Preclinical

Molecular Formula: C6H11NO4

Molecular Weight: 161.16

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1[C@H](C(=O)O)[C@H](O)[C@@H]1CO

Standard InChI:  InChI=1S/C6H11NO4/c1-7-3(2-8)5(9)4(7)6(10)11/h3-5,8-9H,2H2,1H3,(H,10,11)/t3-,4-,5+/m0/s1

Standard InChI Key:  AYHXEENBBSMYFH-VAYJURFESA-N

Molfile:  

     RDKit          2D

 11 11  0  0  0  0  0  0  0  0999 V2000
   18.1515   -5.2063    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.7293   -4.6244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1474   -4.0465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5696   -4.6285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5465   -4.6215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1445   -3.2294    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.7524   -4.6314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3413   -3.9251    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.9576   -5.3277    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.9526   -3.9123    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.1544   -6.0235    0.0000 C   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
  5 10  2  0
  1 11  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4208842

   ---

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: 161.16

Molecular Weight (Monoisotopic): 161.0688

AlogP: -1.89

#Rotatable Bonds: 2

Polar Surface Area: 81.00

Molecular Species: ACID

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 2.70

CX Basic pKa: 5.95

CX LogP: -3.53

CX LogD: -4.73

Aromatic Rings: ┄

Heavy Atoms: 11

QED Weighted: 0.44

Np Likeness Score: 1.24

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