N-[2-(1,3-dioxo-1,3,3a,4,9,9a-hexahydro-4,9-benzeno-benz[f]isoindol-2-yl)-phenyl]-acetamide

ID: ALA1098903

PubChem CID: 46193508

Max Phase: Preclinical

Molecular Formula: C26H20N2O3

Molecular Weight: 408.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)Nc1ccccc1N1C(=O)C2C3c4ccccc4C(c4ccccc43)C2C1=O

Standard InChI:  InChI=1S/C26H20N2O3/c1-14(29)27-19-12-6-7-13-20(19)28-25(30)23-21-15-8-2-3-9-16(15)22(24(23)26(28)31)18-11-5-4-10-17(18)21/h2-13,21-24H,1H3,(H,27,29)

Standard InChI Key:  RXBPOECJGWJGFO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   -1.0761  -14.5947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2380  -13.4432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7520  -12.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0877  -12.0221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.3941  -12.6093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0556  -13.3595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7467  -15.0850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2333  -14.4164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.3884  -15.2601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.2966  -13.5090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2879  -14.3342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4996  -14.5809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9776  -13.9082    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4854  -13.2458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7291  -12.4679    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7596  -15.3535    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7927  -13.8995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2042  -14.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0186  -14.5956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4195  -13.8848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9999  -13.1810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1869  -13.1927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8021  -15.3130    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2150  -16.0158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8128  -16.7249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0302  -16.0096    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1 10  1  0
  3  2  1  0
 15 16  1  0
  9  2  1  0
  6  7  1  0
  2 16  1  0
  7  8  2  0
  8  3  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 15  1  0
 19 20  2  0
  3  4  2  0
 17 21  2  0
  9 10  2  0
 18 22  1  0
  1  4  1  0
 22 23  2  0
 10 11  1  0
 23 24  1  0
  4  5  1  0
 24 25  2  0
 11 12  2  0
 25 26  1  0
 15  1  1  0
 26 27  2  0
 27 22  1  0
 12 13  1  0
 23 28  1  0
  5  6  2  0
 28 29  1  0
 13 14  2  0
 29 30  1  0
 14  9  1  0
 29 31  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA1098903

   N-[2-(16,18-dioxo-17-azapentacyclo[6.6.5.02,7.09,14.015,19]nonadeca-2,4,6,9,11,13-hexaen-17-yl)phenyl]acetamide

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: 408.46

Molecular Weight (Monoisotopic): 408.1474

AlogP: 4.04

#Rotatable Bonds: 2

Polar Surface Area: 66.48

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.84

CX Basic pKa: ┄

CX LogP: 3.26

CX LogD: 3.26

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.65

Np Likeness Score: -0.66

References

1. Khalil AM, Berghot MA, Gouda MA..  (2010)  Synthesis and study of some new 1,3-isoindoledione derivatives as potential antibacterial agents.,  45  (4): [PMID:20117862] [10.1016/j.ejmech.2009.12.064]

Source

Source(1):

• Scientific Literature