1-Benzylpiperidin-4-yl benzoate

ID: ALA4083390

PubChem CID: 15124790

Max Phase: Preclinical

Molecular Formula: C19H21NO2

Molecular Weight: 295.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(OC1CCN(Cc2ccccc2)CC1)c1ccccc1

Standard InChI:  InChI=1S/C19H21NO2/c21-19(17-9-5-2-6-10-17)22-18-11-13-20(14-12-18)15-16-7-3-1-4-8-16/h1-10,18H,11-15H2

Standard InChI Key:  SBQQIGHODWKFKK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   24.2524  -12.9105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9627  -12.4992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6761  -12.9051    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.9596  -11.6779    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.3863  -12.4939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0942  -12.9025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8024  -12.4947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8035  -11.6730    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.0903  -11.2608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3801  -11.6744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5154  -11.2603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2272  -11.6731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2221  -12.4942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9331  -12.9027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6460  -12.4941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6433  -11.6685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9318  -11.2596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5403  -12.5012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8305  -12.9117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8331  -13.7339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5515  -14.1438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2584  -13.7268    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  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22  1  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4083390

   1-Benzyl-piperidin-4-yl benzoate

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: 295.38

Molecular Weight (Monoisotopic): 295.1572

AlogP: 3.51

#Rotatable Bonds: 4

Polar Surface Area: 29.54

Molecular Species: BASE

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.67

CX LogP: 3.73

CX LogD: 2.44

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.81

Np Likeness Score: -0.58

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