1-Benzyl-N-(2,4-dichlorobenzyl)piperidin-4-amine

ID: ALA4091169

PubChem CID: 17159064

Max Phase: Preclinical

Molecular Formula: C19H22Cl2N2

Molecular Weight: 349.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Clc1ccc(CNC2CCN(Cc3ccccc3)CC2)c(Cl)c1

Standard InChI:  InChI=1S/C19H22Cl2N2/c20-17-7-6-16(19(21)12-17)13-22-18-8-10-23(11-9-18)14-15-4-2-1-3-5-15/h1-7,12,18,22H,8-11,13-14H2

Standard InChI Key:  SNVYJMWDDMTGPN-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
    3.1540  -18.9734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8602  -18.5621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5735  -18.9680    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2838  -18.5568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9958  -18.9654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7040  -18.5576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7051  -17.7359    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9919  -17.3237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2776  -17.7373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4170  -17.3232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1288  -17.7360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1238  -18.5571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8306  -18.9656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5434  -18.5570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5408  -17.7314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8292  -17.3225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4419  -18.5641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7321  -18.9746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7347  -19.7968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4531  -20.2067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1600  -19.7897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0250  -20.2131    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.4408  -17.7427    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  4  9  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  7 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
  1 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21  1  1  0
 19 22  1  0
 17 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4091169

   1-benzyl-N-[(2,4-dichlorophenyl)methyl]piperidin-4-amine

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: 349.30

Molecular Weight (Monoisotopic): 348.1160

AlogP: 4.75

#Rotatable Bonds: 5

Polar Surface Area: 15.27

Molecular Species: BASE

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.02

CX LogP: 4.49

CX LogD: 2.83

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.84

Np Likeness Score: -1.53

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. Sharma P, Tripathi A, Tripathi PN, Prajapati SK, Seth A, Tripathi MK, Srivastava P, Tiwari V, Krishnamurthy S, Shrivastava SK..  (2019)  Design and development of multitarget-directed N-Benzylpiperidine analogs as potential candidates for the treatment of Alzheimer's disease.,  167  [PMID:30784883] [10.1016/j.ejmech.2019.02.030]

Source

Source(1):

• Scientific Literature