1-(4-(Piperazin-1-yl)phenyl)-8,9-dihydro-2,4,7,9a-tetraazabenzo[cd]azulen-6(7H)-one

ID: ALA4522170

PubChem CID: 132601763

Max Phase: Preclinical

Molecular Formula: C19H20N6O

Molecular Weight: 348.41

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C1NCCn2c(-c3ccc(N4CCNCC4)cc3)nc3cncc1c32

Standard InChI:  InChI=1S/C19H20N6O/c26-19-15-11-21-12-16-17(15)25(10-7-22-19)18(23-16)13-1-3-14(4-2-13)24-8-5-20-6-9-24/h1-4,11-12,20H,5-10H2,(H,22,26)

Standard InChI Key:  OXPYBSCJVUBKOV-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 30  0  0  0  0  0  0  0  0999 V2000
   10.6483  -10.9694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1681  -11.6326    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.3868  -11.3780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3868  -10.5608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6777  -10.1481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5869   -9.3332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1693   -8.7549    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.9824   -8.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4264   -9.5273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1681  -10.3061    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.9686  -10.5608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9686  -11.3780    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.6777  -11.7907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8158   -9.0621    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4696  -10.9694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8782  -10.2603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6995  -10.2603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1081  -10.9694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6995  -11.6785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8782  -11.6785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9294  -10.9694    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.3380  -10.2603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1594  -10.2603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5679  -10.9694    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.1594  -11.6785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3380  -11.6785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  1 10  1  0
  4 10  1  0
 11 12  2  0
 12 13  1  0
  3 13  2  0
  5 11  1  0
  6 14  2  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  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 21 26  1  0
 18 21  1  0
  1 15  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4522170

   ---

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: 348.41

Molecular Weight (Monoisotopic): 348.1699

AlogP: 1.25

#Rotatable Bonds: 2

Polar Surface Area: 75.08

Molecular Species: BASE

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.87

CX LogP: 0.77

CX LogD: -0.71

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.73

Np Likeness Score: -0.88

References

1. Li H, Hu Y, Wang X, He G, Xu Y, Zhu Q..  (2016)  Novel tricyclic poly (ADP-ribose) polymerase-1/2 inhibitors with potent anticancer chemopotentiating activity: Design, synthesis and biological evaluation.,  24  (19): [PMID:27561983] [10.1016/j.bmc.2016.08.016]

Source

Source(1):

• Scientific Literature