2-Chloro-3-(methylamino)naphthalene-1,4-dione

ID: ALA4464250

Cas Number: 15252-69-4

PubChem CID: 260183

Max Phase: Preclinical

Molecular Formula: C11H8ClNO2

Molecular Weight: 221.64

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CNC1=C(Cl)C(=O)c2ccccc2C1=O

Standard InChI:  InChI=1S/C11H8ClNO2/c1-13-9-8(12)10(14)6-4-2-3-5-7(6)11(9)15/h2-5,13H,1H3

Standard InChI Key:  VOILDFZXZBSUTR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 15 16  0  0  0  0  0  0  0  0999 V2000
   36.3273  -23.4071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3261  -24.2340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.0405  -24.6466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.0386  -22.9946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7538  -23.4035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7525  -24.2315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.4650  -24.6442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1833  -24.2335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1844  -23.4055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.4674  -22.9881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.4674  -22.1636    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.4627  -25.4687    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.8995  -22.9949    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   39.8962  -24.6477    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.6114  -24.2374    0.0000 C   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
M  END

Alternative Forms

1. Parent:

   

   ALA4464250

   2-Chloro-3-(methylamino)naphthalene-1,4-dione

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: 221.64

Molecular Weight (Monoisotopic): 221.0244

AlogP: 1.74

#Rotatable Bonds: 1

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: ┄

CX Basic pKa: ┄

CX LogP: 1.16

CX LogD: 1.16

Aromatic Rings: 1

Heavy Atoms: 15

QED Weighted: 0.79

Np Likeness Score: 0.11

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