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

ID: ALA4089518

Cas Number: 312924-69-9

PubChem CID: 1530639

Max Phase: Preclinical

Molecular Formula: C16H24N2O

Molecular Weight: 260.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)C(=O)NC1CCN(Cc2ccccc2)CC1

Standard InChI:  InChI=1S/C16H24N2O/c1-13(2)16(19)17-15-8-10-18(11-9-15)12-14-6-4-3-5-7-14/h3-7,13,15H,8-12H2,1-2H3,(H,17,19)

Standard InChI Key:  JVFAKLWNQPCTQG-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
   23.1876   -6.7568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8979   -6.3455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6112   -6.7514    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.8948   -5.5242    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.3174   -6.3402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0294   -6.7488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7376   -6.3410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7387   -5.5193    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.0255   -5.1071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3111   -5.5207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4505   -5.1066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1624   -5.5194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1573   -6.3405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8683   -6.7490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5811   -6.3404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5785   -5.5148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8669   -5.1059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4742   -6.3508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1906   -7.5781    0.0000 C   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  1  0
  1 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4089518

   N-(1-benzylpiperidin-4-yl)-2-methylpropanamide

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: 260.38

Molecular Weight (Monoisotopic): 260.1889

AlogP: 2.42

#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: 8.54

CX LogP: 2.19

CX LogD: 1.02

Aromatic Rings: 1

Heavy Atoms: 19

QED Weighted: 0.90

Np Likeness Score: -1.30

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]

Source

Source(1):

• Scientific Literature