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

ID: ALA4579910

PubChem CID: 155565454

Max Phase: Preclinical

Molecular Formula: C16H19N5O2

Molecular Weight: 313.36

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(=O)N1CCC(c2nc3cncc4c3n2CCNC4=O)CC1

Standard InChI:  InChI=1S/C16H19N5O2/c1-10(22)20-5-2-11(3-6-20)15-19-13-9-17-8-12-14(13)21(15)7-4-18-16(12)23/h8-9,11H,2-7H2,1H3,(H,18,23)

Standard InChI Key:  ZXWGMOPDXOXPBG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 26  0  0  0  0  0  0  0  0999 V2000
   10.6935   -8.7386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2092   -9.4019    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.4320   -9.1472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4320   -8.3300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7229   -7.9173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6321   -7.1025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2104   -6.5241    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.0235   -6.6067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4675   -7.2965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2092   -8.0753    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0097   -8.3300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0097   -9.1472    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7229   -9.5599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8568   -6.8313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1533   -8.7386    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.7447   -9.4477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9234   -9.4477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5148   -8.7386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9234   -8.0295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7447   -8.0295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9746   -8.7386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3832   -8.0295    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.3832   -9.4477    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  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 15 20  1  0
 21 22  2  0
 21 23  1  0
 15 21  1  0
  1 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4579910

   ---

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: 313.36

Molecular Weight (Monoisotopic): 313.1539

AlogP: 0.90

#Rotatable Bonds: 1

Polar Surface Area: 80.12

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.14

CX LogP: -1.00

CX LogD: -1.00

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.85

Np Likeness Score: -0.87

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