N-(1-benzylpiperidin-4-yl)-4-fluorobenzamide

ID: ALA4080696

Cas Number: 132442-35-4

PubChem CID: 702501

Max Phase: Preclinical

Molecular Formula: C19H21FN2O

Molecular Weight: 312.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(NC1CCN(Cc2ccccc2)CC1)c1ccc(F)cc1

Standard InChI:  InChI=1S/C19H21FN2O/c20-17-8-6-16(7-9-17)19(23)21-18-10-12-22(13-11-18)14-15-4-2-1-3-5-15/h1-9,18H,10-14H2,(H,21,23)

Standard InChI Key:  XQQCWHHHQWVAGC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   23.0431  -10.9748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7534  -10.5635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4668  -10.9695    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.7503   -9.7422    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.1771  -10.5582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8890  -10.9668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5972  -10.5590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5984   -9.7374    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.8852   -9.3251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1708   -9.7387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3102   -9.3247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0179   -9.7374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0129  -10.5585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7239  -10.9670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4367  -10.5584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4341   -9.7329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7225   -9.3239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3351  -10.5655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6253  -10.9761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6280  -11.7983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3463  -12.2081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0491  -11.7911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9182  -12.2146    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  0
  3  5  1  0
  5  6  1  0
  5 10  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  8 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
  1 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22  1  1  0
 20 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4080696

   N-(1-benzylpiperidin-4-yl)-4-fluorobenzamide

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: 312.39

Molecular Weight (Monoisotopic): 312.1638

AlogP: 3.22

#Rotatable Bonds: 4

Polar Surface Area: 32.34

Molecular Species: BASE

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.53

CX LogP: 2.94

CX LogD: 1.79

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.94

Np Likeness Score: -1.64

References

1. Jørgensen L, Al-Khawaja A, Kickinger S, Vogensen SB, Skovgaard-Petersen J, Rosenthal E, Borkar N, Löffler R, Madsen KK, Bräuner-Osborne H, Schousboe A, Ecker GF, Wellendorph P, Clausen RP..  (2017)  Structure-Activity Relationship, Pharmacological Characterization, and Molecular Modeling of Noncompetitive Inhibitors of the Betaine/γ-Aminobutyric Acid Transporter 1 (BGT1).,  60  (21): [PMID:28991462] [10.1021/acs.jmedchem.7b00924]

2. Helal MA, Chittiboyina AG, Avery MA..  (2019)  Identification of a new small molecule chemotype of Melanin Concentrating Hormone Receptor-1 antagonists using pharmacophore-based virtual screening.,  29  (24): [PMID:31678007] [10.1016/j.bmcl.2019.126741]

3. Dichiara M, Artacho-Cordón A, Turnaturi R, Santos-Caballero M, González-Cano R, Pasquinucci L, Barbaraci C, Rodríguez-Gómez I, Gómez-Guzmán M, Marrazzo A, Cobos EJ, Amata E..  (2022)  Dual Sigma-1 receptor antagonists and hydrogen sulfide-releasing compounds for pain treatment: Design, synthesis, and pharmacological evaluation.,  230  [PMID:35016113] [10.1016/j.ejmech.2021.114091]

Source

Source(1):

• Scientific Literature