3-(4-(4-(4-Fluorophenyl)piperazin-1-yl)butyl)-5-phenyl-1,3,4-oxadiazol-2(3H)-one

ID: ALA4567801

PubChem CID: 155560722

Max Phase: Preclinical

Molecular Formula: C22H25FN4O2

Molecular Weight: 396.47

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=c1oc(-c2ccccc2)nn1CCCCN1CCN(c2ccc(F)cc2)CC1

Standard InChI:  InChI=1S/C22H25FN4O2/c23-19-8-10-20(11-9-19)26-16-14-25(15-17-26)12-4-5-13-27-22(28)29-21(24-27)18-6-2-1-3-7-18/h1-3,6-11H,4-5,12-17H2

Standard InChI Key:  IOAXVKXNLDSFFC-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   24.2607   -7.2231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5520   -6.8179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5501   -6.0008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   23.9549   -4.7420    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   25.3720   -4.7268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0755   -4.3112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   28.1860   -3.0704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4783   -3.4842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6028   -3.0610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3090   -3.4687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0137   -3.0564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   30.2938   -1.8344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5921   -2.2490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7137   -1.8244    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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 26 27  1  0
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 28 23  1  0
 26 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4567801

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 396.47

Molecular Weight (Monoisotopic): 396.1962

AlogP: 3.24

#Rotatable Bonds: 7

Polar Surface Area: 54.51

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.28

CX LogP: 4.36

CX LogD: 3.43

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.57

Np Likeness Score: -1.92

References

1. Zampieri D, Fortuna S, Calabretti A, Romano M, Menegazzi R, Schepmann D, Wünsch B, Collina S, Zanon D, Mamolo MG..  (2019)  Discovery of new potent dual sigma receptor/GluN2b ligands with antioxidant property as neuroprotective agents.,  180  [PMID:31319263] [10.1016/j.ejmech.2019.07.012]

Source

Source(1):

• Scientific Literature