3-[(2(S)-Azetidinyl)methoxy]-5-isoxazolylmethanol

ID: ALA2165446

PubChem CID: 56949639

Max Phase: Preclinical

Molecular Formula: C8H12N2O3

Molecular Weight: 184.19

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  OCc1cc(OC[C@@H]2CCN2)no1

Standard InChI:  InChI=1S/C8H12N2O3/c11-4-7-3-8(10-13-7)12-5-6-1-2-9-6/h3,6,9,11H,1-2,4-5H2/t6-/m0/s1

Standard InChI Key:  KOFXDHYGAAKMIA-LURJTMIESA-N

Molfile:  

     RDKit          2D

 13 14  0  0  0  0  0  0  0  0999 V2000
    4.0333   -5.9001    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8583   -5.9001    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1151   -5.1159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4458   -4.6292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7808   -5.1159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8251   -4.6959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0625   -4.7000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3475   -5.1116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6336   -4.6982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4164   -3.9003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6193   -4.1128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8318   -4.9100    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5439   -5.1007    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  1  2  0
  3  6  1  0
  5  7  1  0
  7  8  1  0
  9  8  1  1
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12  9  1  0
  6 13  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2165446

   [3-[[(2S)-azetidin-2-yl]methoxy]-1,2-oxazol-5-yl]methanol

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: 184.19

Molecular Weight (Monoisotopic): 184.0848

AlogP: -0.09

#Rotatable Bonds: 4

Polar Surface Area: 67.52

Molecular Species: BASE

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.17

CX Basic pKa: 9.64

CX LogP: -0.49

CX LogD: -2.69

Aromatic Rings: 1

Heavy Atoms: 13

QED Weighted: 0.68

Np Likeness Score: -0.25

References

1. Yu LF, Tückmantel W, Eaton JB, Caldarone B, Fedolak A, Hanania T, Brunner D, Lukas RJ, Kozikowski AP..  (2012)  Identification of novel α4β2-nicotinic acetylcholine receptor (nAChR) agonists based on an isoxazole ether scaffold that demonstrate antidepressant-like activity.,  55  (2): [PMID:22148173] [10.1021/jm201301h]

Source

Source(1):

• Scientific Literature