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

ID: ALA4592544

PubChem CID: 155569271

Max Phase: Preclinical

Molecular Formula: C18H19N5O

Molecular Weight: 321.38

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN(C)Cc1ccc(-c2nc3cncc4c3n2CCNC4=O)cc1

Standard InChI:  InChI=1S/C18H19N5O/c1-22(2)11-12-3-5-13(6-4-12)17-21-15-10-19-9-14-16(15)23(17)8-7-20-18(14)24/h3-6,9-10H,7-8,11H2,1-2H3,(H,20,24)

Standard InChI Key:  OTJJFMUTRNDGRE-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
   10.9823  -10.8125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4980  -11.4758    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.7167  -11.2211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7167  -10.4039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0076   -9.9912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9167   -9.1764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4992   -8.5981    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.3123   -8.6807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7562   -9.3705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4980  -10.1493    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2985  -10.4039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2985  -11.2211    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0076  -11.6339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1456   -8.9094    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7995  -10.8125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2122  -10.1035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0294  -10.1035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4421  -10.8125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0294  -11.5216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2122  -11.5216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2593  -10.8125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6720  -11.5216    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.4892  -11.5216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2647  -12.2301    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
 22 23  1  0
 21 22  1  0
 18 21  1  0
  1 15  1  0
 22 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4592544

   ---

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: 321.38

Molecular Weight (Monoisotopic): 321.1590

AlogP: 1.90

#Rotatable Bonds: 3

Polar Surface Area: 63.05

Molecular Species: BASE

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.65

CX LogP: 1.13

CX LogD: -0.13

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.80

Np Likeness Score: -0.95

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