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

ID: ALA4590570

PubChem CID: 132601762

Max Phase: Preclinical

Molecular Formula: C17H23N5O

Molecular Weight: 313.41

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCN1CCC(c2nc3cncc4c3n2CCNC4=O)CC1

Standard InChI:  InChI=1S/C17H23N5O/c1-2-6-21-7-3-12(4-8-21)16-20-14-11-18-10-13-15(14)22(16)9-5-19-17(13)23/h10-12H,2-9H2,1H3,(H,19,23)

Standard InChI Key:  MCTAAJCXDYTRHC-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 26  0  0  0  0  0  0  0  0999 V2000
   10.9885   -8.1835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5042   -8.8468    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.7270   -8.5921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7270   -7.7749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0179   -7.3622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9270   -6.5474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5054   -5.9690    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.3185   -6.0516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7624   -6.7414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5042   -7.5202    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.3047   -7.7749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3047   -8.5921    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0179   -9.0048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1518   -6.2762    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4483   -8.1835    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.0356   -8.8926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2184   -8.8926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8057   -8.1835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2184   -7.4744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0356   -7.4744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2655   -8.1835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6782   -8.8926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4954   -8.8926    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  1  0
 22 23  1  0
 15 21  1  0
  1 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4590570

   ---

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: 313.41

Molecular Weight (Monoisotopic): 313.1903

AlogP: 1.76

#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: 9.47

CX LogP: 0.66

CX LogD: -1.40

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.94

Np Likeness Score: -0.96

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