2-Chloro-3-((2-chlorophenyl)amino)naphthalene-1,4-dione

ID: ALA4519506

PubChem CID: 155541928

Max Phase: Preclinical

Molecular Formula: C16H9Cl2NO2

Molecular Weight: 318.16

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C1C(Cl)=C(Nc2ccccc2Cl)C(=O)c2ccccc21

Standard InChI:  InChI=1S/C16H9Cl2NO2/c17-11-7-3-4-8-12(11)19-14-13(18)15(20)9-5-1-2-6-10(9)16(14)21/h1-8,19H

Standard InChI Key:  ZDGDPOLHZGRBKO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   29.6958  -23.2352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6946  -24.0626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4094  -24.4753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4076  -22.8226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1229  -23.2316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1217  -24.0601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8345  -24.4729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5531  -24.0621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5543  -23.2336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8370  -22.8162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8370  -21.9912    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.8323  -25.2979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.2698  -22.8229    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   33.2665  -24.4765    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.9819  -24.0661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6924  -24.4842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4074  -24.0745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4102  -23.2487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6919  -22.8344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9798  -23.2464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6876  -25.3092    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  5 10  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
  7 12  2  0
  9 13  1  0
  8 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
 16 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4519506

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 318.16

Molecular Weight (Monoisotopic): 317.0010

AlogP: 4.28

#Rotatable Bonds: 2

Polar Surface Area: 46.17

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.78

CX Basic pKa: ┄

CX LogP: 3.40

CX LogD: 3.40

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.90

Np Likeness Score: -0.68

References

1. Calil FA, David JS, Chiappetta ERC, Fumagalli F, Mello RB, Leite FHA, Castilho MS, Emery FS, Nonato MC..  (2019)  Ligand-based design, synthesis and biochemical evaluation of potent and selective inhibitors of Schistosoma mansoni dihydroorotate dehydrogenase.,  167  [PMID:30776695] [10.1016/j.ejmech.2019.02.018]

Source

Source(1):

• Scientific Literature