3-Methyl-5-[(2(S)-pyrrolidinyl)methoxy]isoxazole

ID: ALA2165445

PubChem CID: 56950047

Max Phase: Preclinical

Molecular Formula: C9H14N2O2

Molecular Weight: 182.22

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(OC[C@@H]2CCCN2)on1

Standard InChI:  InChI=1S/C9H14N2O2/c1-7-5-9(13-11-7)12-6-8-3-2-4-10-8/h5,8,10H,2-4,6H2,1H3/t8-/m0/s1

Standard InChI Key:  TYKDRDFDSIJSPX-QMMMGPOBSA-N

Molfile:  

     RDKit          2D

 13 14  0  0  0  0  0  0  0  0999 V2000
   12.2929  -30.1489    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1180  -30.1489    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.3748  -29.3647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7055  -28.8779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0403  -29.3647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0848  -28.9446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3220  -28.9488    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6070  -29.3604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8930  -28.9470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8050  -28.1268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9983  -27.9543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5849  -28.6684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1362  -29.2821    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  1  1  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 13  1  0
 13  9  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2165445

   3-methyl-5-[[(2S)-pyrrolidin-2-yl]methoxy]-1,2-oxazole

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: 182.22

Molecular Weight (Monoisotopic): 182.1055

AlogP: 1.11

#Rotatable Bonds: 3

Polar Surface Area: 47.29

Molecular Species: BASE

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 10.29

CX LogP: 0.50

CX LogD: -2.23

Aromatic Rings: 1

Heavy Atoms: 13

QED Weighted: 0.76

Np Likeness Score: -0.38

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