2-(4-Nitrophenylhydrazono)-1-benzosuberone

ID: ALA609864

PubChem CID: 46226868

Max Phase: Preclinical

Molecular Formula: C17H15N3O3

Molecular Weight: 309.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1/C(=N/Nc2ccc([N+](=O)[O-])cc2)CCCc2ccccc21

Standard InChI:  InChI=1S/C17H15N3O3/c21-17-15-6-2-1-4-12(15)5-3-7-16(17)19-18-13-8-10-14(11-9-13)20(22)23/h1-2,4,6,8-11,18H,3,5,7H2/b19-16+

Standard InChI Key:  YRKPIFKNZFBSAB-KNTRCKAVSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
    2.1441  -15.3506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4591  -14.8919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4004  -14.0729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9838  -13.4896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8124  -13.6110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2287  -14.3303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0458  -14.1992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5653  -14.8408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2718  -15.6113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4545  -15.7401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9309  -15.0984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0296  -16.1663    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7438  -15.3040    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0280  -14.8939    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6919  -15.3069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6919  -16.1443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4027  -16.5533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1087  -16.1446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1087  -15.3280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3988  -14.9196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8334  -16.5647    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8334  -17.4007    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5388  -16.1564    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  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
  6 11  2  0
  1 11  1  0
  1 12  2  0
 13 14  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 15 20  2  0
 21 22  2  0
 21 23  1  0
 18 21  1  0
 14 15  1  0
  2 13  2  0
M  CHG  2  21   1  23  -1
M  END

Alternative Forms

1. Parent:

   

   ALA609864

   (6E)-6-[(4-nitrophenyl)hydrazinylidene]-8,9-dihydro-7H-benzo[7]annulen-5-one

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: 309.33

Molecular Weight (Monoisotopic): 309.1113

AlogP: 3.58

#Rotatable Bonds: 3

Polar Surface Area: 84.60

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.41

CX Basic pKa: 1.05

CX LogP: 4.63

CX LogD: 4.57

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.53

Np Likeness Score: -1.11

References

1. Farghaly TA, Abdalla MM..  (2009)  Synthesis, tautomerism, and antimicrobial, anti-HCV, anti-SSPE, antioxidant, and antitumor activities of arylazobenzosuberones.,  17  (23): [PMID:19864149] [10.1016/j.bmc.2009.10.012]

Source

Source(1):

• Scientific Literature