2-(3,4-dichlorophenyl)-1-(4-phenylpiperazin-1-yl)ethanone

ID: ALA5283508

Max Phase: Preclinical

Molecular Formula: C18H18Cl2N2O

Molecular Weight: 349.26

Names and Identifiers

Canonical SMILES:  O=C(Cc1ccc(Cl)c(Cl)c1)N1CCN(c2ccccc2)CC1

Standard InChI:  InChI=1S/C18H18Cl2N2O/c19-16-7-6-14(12-17(16)20)13-18(23)22-10-8-21(9-11-22)15-4-2-1-3-5-15/h1-7,12H,8-11,13H2

Standard InChI Key:  BSMVAPZVPMCVLC-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   -0.3690   -0.8108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0753   -0.3847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7977   -0.7831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5040   -0.3569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2263   -0.7554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9327   -0.3292    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.2423   -1.5803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9647   -1.9789    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.5360   -2.0066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8137   -1.6081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3532   -0.4123    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3691    0.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0915    0.8110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7978    0.3847    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5200    0.7831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5361    1.6081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2584    2.0066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9647    1.5803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9488    0.7554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2264    0.3569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7818   -0.4401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0595   -0.8386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3850   -1.6357    0.0000 O   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  2  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  7  9  2  0
  3 10  2  0
  9 10  1  0
  1 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 15 20  2  0
 19 20  1  0
 14 21  1  0
 11 22  1  0
 21 22  1  0
  1 23  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA5283508

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 349.26

Molecular Weight (Monoisotopic): 348.0796

AlogP: 3.88

#Rotatable Bonds: 3

Polar Surface Area: 23.55

Molecular Species: NEUTRAL

HBA: 2

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.43

CX LogP: 4.20

CX LogD: 4.20

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.84

Np Likeness Score: -1.57

References

1. Oboh E, Teixeira JE, Schubert TJ, Maribona AS, Denman BN, Patel R, Huston CD, Meyers MJ..  (2023)  Structure-Activity relationships of replacements for the triazolopyridazine of Anti-Cryptosporidium lead SLU-2633.,  86  [PMID:37148788] [10.1016/j.bmc.2023.117295]

Source

Source(1):

• Scientific Literature