2-(4-Acetylphenylhydrazono)-1-benzosuberone

ID: ALA594861

PubChem CID: 46226869

Max Phase: Preclinical

Molecular Formula: C19H18N2O2

Molecular Weight: 306.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)c1ccc(N/N=C2\CCCc3ccccc3C2=O)cc1

Standard InChI:  InChI=1S/C19H18N2O2/c1-13(22)14-9-11-16(12-10-14)20-21-18-8-4-6-15-5-2-3-7-17(15)19(18)23/h2-3,5,7,9-12,20H,4,6,8H2,1H3/b21-18+

Standard InChI Key:  RVTVDMZSQIYTQT-DYTRJAOYSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   13.2381  -14.3069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5529  -13.8482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4943  -13.0292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0776  -12.4458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9064  -12.5671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3227  -13.2866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1399  -13.1554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6594  -13.7972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3659  -14.5676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5486  -14.6964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0291  -14.0548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1235  -15.1228    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8376  -14.2604    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.1217  -13.8502    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.4018  -14.2633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4018  -15.1007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6951  -15.5098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9849  -15.1011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9849  -14.2843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6948  -13.8758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2601  -15.5211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2601  -16.3572    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5546  -15.1128    0.0000 C   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  END

Alternative Forms

1. Parent:

   

   ALA594861

   (6E)-6-[(4-acetylphenyl)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: 306.37

Molecular Weight (Monoisotopic): 306.1368

AlogP: 3.88

#Rotatable Bonds: 3

Polar Surface Area: 58.53

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.20

CX Basic pKa: 1.48

CX LogP: 4.24

CX LogD: 4.23

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.53

Np Likeness Score: -0.76

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