6-(Cyclopentylmethoxy)-2,3-dihydrophthalazine-1,4-dione

ID: ALA5192839

PubChem CID: 168290094

Max Phase: Preclinical

Molecular Formula: C14H16N2O3

Molecular Weight: 260.29

Names and Identifiers

Canonical SMILES:  O=c1[nH][nH]c(=O)c2cc(OCC3CCCC3)ccc12

Standard InChI:  InChI=1S/C14H16N2O3/c17-13-11-6-5-10(7-12(11)14(18)16-15-13)19-8-9-3-1-2-4-9/h5-7,9H,1-4,8H2,(H,15,17)(H,16,18)

Standard InChI Key:  KIMPACVVSQUMHL-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
    0.3107    0.3783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0253    0.7906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7372    0.3787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7372   -0.4464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0271   -0.8582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3107   -0.4501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4518   -0.8590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1664   -0.4464    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1664    0.3787    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4518    0.7913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4518    1.6165    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4518   -1.6842    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4038    0.7909    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1185    0.3783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8331    0.7909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5477    0.3783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1664    0.9497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8358    1.6842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0116    1.5918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  6  5  2  0
  1  6  1  0
  4  7  1  0
  7  8  1  0
  9  8  1  0
 10  9  1  0
  3 10  1  0
 10 11  2  0
  7 12  2  0
  1 13  1  0
 13 14  1  0
 14 15  1  0
 16 15  1  0
 16 17  1  0
 17 18  1  0
 19 18  1  0
 15 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5192839

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 260.29

Molecular Weight (Monoisotopic): 260.1161

AlogP: 1.79

#Rotatable Bonds: 3

Polar Surface Area: 74.95

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.10

CX Basic pKa: ┄

CX LogP: 1.63

CX LogD: 1.56

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.88

Np Likeness Score: -0.47

References

1. Nizi MG, Maksimainen MM, Murthy S, Massari S, Alaviuhkola J, Lippok BE, Sowa ST, Galera-Prat A, Prunskaite-Hyyryläinen R, Lüscher B, Korn P, Lehtiö L, Tabarrini O..  (2022)  Potent 2,3-dihydrophthalazine-1,4-dione derivatives as dual inhibitors for mono-ADP-ribosyltransferases PARP10 and PARP15.,  237  [PMID:35500474] [10.1016/j.ejmech.2022.114362]

Source

Source(1):

• Scientific Literature