1-({3-[4-(Trifluoromethyl)phenyl]-1,2,4-oxadiazol-5-yl}methyl)-piperidine-4-carboxamide hydrochloride

ID: ALA5205698

PubChem CID: 168296939

Max Phase: Preclinical

Molecular Formula: C16H18ClF3N4O2

Molecular Weight: 354.33

Names and Identifiers

Canonical SMILES:  Cl.NC(=O)C1CCN(Cc2nc(-c3ccc(C(F)(F)F)cc3)no2)CC1

Standard InChI:  InChI=1S/C16H17F3N4O2.ClH/c17-16(18,19)12-3-1-11(2-4-12)15-21-13(25-22-15)9-23-7-5-10(6-8-23)14(20)24;/h1-4,10H,5-9H2,(H2,20,24);1H

Standard InChI Key:  LNMUUKXRKKHYEE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 27  0  0  0  0  0  0  0  0999 V2000
    5.3452    0.0223    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.9444   -0.6864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6589   -1.0987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2324   -1.0981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2324   -1.9235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9426   -2.3352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6589   -1.9272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3736   -2.3397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3736   -3.1649    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0881   -1.9272    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0881   -2.7523    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5179   -0.6857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4317    0.1344    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3751    0.3060    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7875   -0.4082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2355   -1.0210    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6127   -0.4082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0253    0.3064    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0253    1.7356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6127    1.0209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8504    0.3064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2631    1.0209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8504    1.7356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2631    2.4502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8504    3.1649    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0881    2.4502    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
  4  2  1  0
  5  4  2  0
  6  5  1  0
  3  7  1  0
  7  6  2  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
  8 11  1  0
 12  4  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 12  1  0
 15 17  1  0
 17 18  1  0
 19 20  1  0
 20 18  1  0
 18 21  1  0
 21 22  1  0
 19 23  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  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: 354.33

Molecular Weight (Monoisotopic): 354.1304

AlogP: 2.45

#Rotatable Bonds: 4

Polar Surface Area: 85.25

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.05

CX LogP: 2.39

CX LogD: 2.23

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.91

Np Likeness Score: -2.30

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