2,4-dichloro-N-(1-ethylpiperidin-4-yl)benzamide

ID: ALA4101561

PubChem CID: 17174058

Max Phase: Preclinical

Molecular Formula: C14H18Cl2N2O

Molecular Weight: 301.22

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCN1CCC(NC(=O)c2ccc(Cl)cc2Cl)CC1

Standard InChI:  InChI=1S/C14H18Cl2N2O/c1-2-18-7-5-11(6-8-18)17-14(19)12-4-3-10(15)9-13(12)16/h3-4,9,11H,2,5-8H2,1H3,(H,17,19)

Standard InChI Key:  IFLSLVGASJBYBN-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
   32.8926   -7.9903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8915   -8.8098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5995   -9.2188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3092   -8.8093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3063   -7.9867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5977   -7.5814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5953   -6.7642    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   32.1834   -9.2178    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   35.0125   -7.5754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7217   -7.9813    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.0094   -6.7582    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.4279   -7.5701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1357   -7.9787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8398   -7.5709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8409   -6.7534    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.1319   -6.3453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4216   -6.7547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5487   -6.3448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2564   -6.7534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  6  7  1  0
  2  8  1  0
  5  9  1  0
  9 10  1  0
  9 11  2  0
 10 12  1  0
 12 13  1  0
 12 17  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 15 18  1  0
 18 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4101561

   2,4-dichloro-N-(1-ethylpiperidin-4-yl)benzamide

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: 301.22

Molecular Weight (Monoisotopic): 300.0796

AlogP: 3.21

#Rotatable Bonds: 3

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: 13.53

CX Basic pKa: 8.79

CX LogP: 2.64

CX LogD: 1.24

Aromatic Rings: 1

Heavy Atoms: 19

QED Weighted: 0.93

Np Likeness Score: -2.02

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