3-Phenyl-1-[1-({3-[4-(trifluoromethyl)phenyl]-1,2,4-oxadiazol-5-yl}methyl)piperidin-3-yl]propan-1-one hydrochloride

ID: ALA5181113

PubChem CID: 166604052

Max Phase: Preclinical

Molecular Formula: C20H26ClF3N4O2

Molecular Weight: 410.44

Names and Identifiers

Canonical SMILES:  Cl.FC(F)(F)c1ccc(-c2noc(CN3CCCC(CN4CCOCC4)C3)n2)cc1

Standard InChI:  InChI=1S/C20H25F3N4O2.ClH/c21-20(22,23)17-5-3-16(4-6-17)19-24-18(29-25-19)14-27-7-1-2-15(13-27)12-26-8-10-28-11-9-26;/h3-6,15H,1-2,7-14H2;1H

Standard InChI Key:  PTRIYHLSBQMDQM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 30 32  0  0  0  0  0  0  0  0999 V2000
    5.7589   -1.3616    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.7694    0.0282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4841   -0.3840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4841   -1.2124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7677   -1.6205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0576   -1.2087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0576   -0.3835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3430    0.0289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2568    0.8491    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4500    1.0207    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0376    0.3064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5895   -0.3064    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7874    0.3064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1999    1.0209    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7874    1.7355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1999    2.4501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0251    2.4501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4377    1.7355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0251    1.0209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1987   -1.6250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1987   -2.4501    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9132   -1.2124    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9132   -2.0376    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.2629    1.7355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6755    1.0209    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5007    1.0209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9132    0.3063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5006   -0.4082    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6755   -0.4082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2629    0.3063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  7  2  1  0
  6  7  2  0
  8  7  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12  8  1  0
 11 13  1  0
 13 14  1  0
 15 14  1  0
 16 15  1  0
 16 17  1  0
 18 17  1  0
 14 19  1  0
 19 18  1  0
  4 20  1  0
 20 21  1  0
 20 22  1  0
 20 23  1  0
 18 24  1  0
 24 25  1  0
 26 25  1  0
 27 26  1  0
 28 27  1  0
 29 28  1  0
 30 29  1  0
 25 30  1  0
M  END

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 410.44

Molecular Weight (Monoisotopic): 410.1930

AlogP: 3.30

#Rotatable Bonds: 5

Polar Surface Area: 54.63

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.75

CX LogP: 3.34

CX LogD: 2.83

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.75

Np Likeness Score: -2.22

References

1. Decara JM, Vázquez-Villa H, Brea J, Alonso M, Srivastava RK, Orio L, Alén F, Suárez J, Baixeras E, García-Cárceles J, Escobar-Peña A, Lutz B, Rodríguez R, Codesido E, Garcia-Ladona FJ, Bennett TA, Ballesteros JA, Cruces J, Loza MI, Benhamú B, Rodríguez de Fonseca F, López-Rodríguez ML..  (2022)  Discovery of V-0219: A Small-Molecule Positive Allosteric Modulator of the Glucagon-Like Peptide-1 Receptor toward Oral Treatment for "Diabesity".,  65  (7.0): [PMID:35349261] [10.1021/acs.jmedchem.1c01842]

Source

Source(1):

• Scientific Literature