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

ID: ALA4072452

PubChem CID: 639062

Max Phase: Preclinical

Molecular Formula: C13H16Cl2N2O

Molecular Weight: 287.19

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1CCC(NC(=O)c2ccc(Cl)cc2Cl)CC1

Standard InChI:  InChI=1S/C13H16Cl2N2O/c1-17-6-4-10(5-7-17)16-13(18)11-3-2-9(14)8-12(11)15/h2-3,8,10H,4-7H2,1H3,(H,16,18)

Standard InChI Key:  UCOYKVIQQZCLLH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
   26.5078   -8.0893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5066   -8.9089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2147   -9.3178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9243   -8.9084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9215   -8.0857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2129   -7.6805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2104   -6.8633    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   25.7986   -9.3169    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   28.6277   -7.6745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3369   -8.0804    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.6246   -6.8573    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.0431   -7.6691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7509   -8.0778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4550   -7.6700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4561   -6.8524    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.7470   -6.4443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0368   -6.8538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1638   -6.4439    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
M  END

Alternative Forms

1. Parent:

   

   ALA4072452

   2,4-dichloro-N-(1-methylpiperidin-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: 287.19

Molecular Weight (Monoisotopic): 286.0640

AlogP: 2.82

#Rotatable Bonds: 2

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: 8.52

CX LogP: 2.28

CX LogD: 1.14

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.91

Np Likeness Score: -1.77

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