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

ID: ALA4586369

PubChem CID: 155566930

Max Phase: Preclinical

Molecular Formula: C18H21N5O2

Molecular Weight: 339.40

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C1NCCn2c(C3CCN(C(=O)C4CC4)CC3)nc3cncc1c32

Standard InChI:  InChI=1S/C18H21N5O2/c24-17-13-9-19-10-14-15(13)23(8-5-20-17)16(21-14)11-3-6-22(7-4-11)18(25)12-1-2-12/h9-12H,1-8H2,(H,20,24)

Standard InChI Key:  OQEHIVNEJLYMKI-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 29  0  0  0  0  0  0  0  0999 V2000
    8.8404   -7.0010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3561   -7.6643    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5789   -7.4096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5789   -6.5925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8698   -6.1797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7789   -5.3649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3573   -4.7866    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.1704   -4.8692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6143   -5.5590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3561   -6.3378    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1566   -6.5925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1566   -7.4096    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8698   -7.8224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0037   -5.0937    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3002   -7.0010    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.8916   -7.7101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0703   -7.7101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6617   -7.0010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0703   -6.2920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8916   -6.2920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1215   -7.0010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5301   -6.2920    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5301   -7.7101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5300   -8.5241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2390   -8.1156    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
 24 23  1  0
 25 24  1  0
 23 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4586369

   ---

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: 339.40

Molecular Weight (Monoisotopic): 339.1695

AlogP: 1.29

#Rotatable Bonds: 2

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: -0.22

CX LogD: -0.22

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.89

Np Likeness Score: -1.05

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