17-{4-[(E)-2-phenyldiazen-1-yl]phenyl}-17-azapentacyclo[6.6.5.0^{2,7}.0^{9,14}.0^{15,19}]nonadeca-2(7),3,5,9(14),10,12-hexaene-16,18-dione

ID: ALA1096267

PubChem CID: 45124453

Max Phase: Preclinical

Molecular Formula: C30H21N3O2

Molecular Weight: 455.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1C2C3c4ccccc4C(c4ccccc43)C2C(=O)N1c1ccc(/N=N/c2ccccc2)cc1

Standard InChI:  InChI=1S/C30H21N3O2/c34-29-27-25-21-10-4-5-11-22(21)26(24-13-7-6-12-23(24)25)28(27)30(35)33(29)20-16-14-19(15-17-20)32-31-18-8-2-1-3-9-18/h1-17,25-28H/b32-31+

Standard InChI Key:  DUJQGCYSRMFPCY-QNEJGDQOSA-N

Molfile:  

     RDKit          2D

 35 41  0  0  0  0  0  0  0  0999 V2000
   -2.9838  -15.0631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0273  -13.7233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1502  -14.9172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6399  -15.5693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9496  -16.3351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7693  -16.4501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2784  -15.7931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9658  -15.0299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7160  -13.2560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1798  -13.9427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0043  -13.8836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3662  -13.1385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8974  -12.4515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0745  -12.5140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2085  -14.7829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2288  -13.9563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4490  -13.6815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9469  -14.3376    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4161  -15.0189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2158  -12.8988    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1445  -15.7892    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1304  -14.3171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2909  -15.0146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1066  -14.9945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4979  -14.2766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0675  -13.5775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2531  -13.6010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3144  -14.2550    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7039  -13.5372    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5204  -13.5156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9432  -14.2136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7589  -14.1925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1493  -13.4740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7179  -12.7754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9037  -12.8001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  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
 17 20  2  0
  3  4  2  0
 19 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
 25 28  1  0
  5  6  2  0
 28 29  2  0
 13 14  2  0
 29 30  1  0
 14  9  1  0
 30 31  2  0
  1 10  1  0
 31 32  1  0
  3  2  1  0
 32 33  2  0
 15 16  1  0
 33 34  1  0
  9  2  1  0
 34 35  2  0
 35 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1096267

   17-(4-Phenyldiazenylphenyl)-17-azapentacyclo[6.6.5.02,7.09,14.015,19]nonadeca-2,4,6,9,11,13-hexaene-16,18-dione

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: 455.52

Molecular Weight (Monoisotopic): 455.1634

AlogP: 6.50

#Rotatable Bonds: 3

Polar Surface Area: 62.10

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 0.23

CX LogP: 6.43

CX LogD: 6.43

Aromatic Rings: 4

Heavy Atoms: 35

QED Weighted: 0.26

Np Likeness Score: -0.62

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