3,6-dichloro-8-nitroquinolin-2(1H)-one

ID: ALA4482886

PubChem CID: 155540691

Max Phase: Preclinical

Molecular Formula: C9H4Cl2N2O3

Molecular Weight: 259.05

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=c1[nH]c2c([N+](=O)[O-])cc(Cl)cc2cc1Cl

Standard InChI:  InChI=1S/C9H4Cl2N2O3/c10-5-1-4-2-6(11)9(14)12-8(4)7(3-5)13(15)16/h1-3H,(H,12,14)

Standard InChI Key:  GZHYDUGCSYGWHK-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 16 17  0  0  0  0  0  0  0  0999 V2000
    4.5220  -26.6784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5209  -27.4979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2289  -27.9069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2271  -26.2695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9358  -26.6748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9365  -27.4938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6451  -27.9008    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3533  -27.4900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3486  -26.6679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6395  -26.2645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2281  -28.7270    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5213  -29.1372    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9367  -29.1340    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0626  -27.8959    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8142  -26.2699    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    8.0538  -26.2550    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
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10  5  1  0
 11 12  1  0
 11 13  2  0
  3 11  1  0
  8 14  2  0
  1 15  1  0
  9 16  1  0
M  CHG  2  11   1  12  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4482886

   ---

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: 259.05

Molecular Weight (Monoisotopic): 257.9599

AlogP: 2.74

#Rotatable Bonds: 1

Polar Surface Area: 76.00

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.37

CX Basic pKa: ┄

CX LogP: 2.80

CX LogD: 2.80

Aromatic Rings: 2

Heavy Atoms: 16

QED Weighted: 0.63

Np Likeness Score: -1.50

References

1. Pedron J, Boudot C, Brossas JY, Pinault E, Bourgeade-Delmas S, Sournia-Saquet A, Boutet-Robinet E, Destere A, Tronnet A, Bergé J, Bonduelle C, Deraeve C, Pratviel G, Stigliani JL, Paris L, Mazier D, Corvaisier S, Since M, Malzert-Fréon A, Wyllie S, Milne R, Fairlamb AH, Valentin A, Courtioux B, Verhaeghe P..  (2020)  New 8-Nitroquinolinone Derivative Displaying Submicromolar in Vitro Activities against Both Trypanosoma brucei and cruzi.,  11  (4): [PMID:32292551] [10.1021/acsmedchemlett.9b00566]

Source

Source(1):

• Scientific Literature