(S)-N-(1-amino-3-(1,4-dioxo-1,2,3,4-tetrahydrophthalazin-6-yl)-1,3-dioxopropan-2-yl)-3-methylbenzamide

ID: ALA5195249

PubChem CID: 168285077

Max Phase: Preclinical

Molecular Formula: C19H16N4O5

Molecular Weight: 380.36

Names and Identifiers

Canonical SMILES:  Cc1cccc(C(=O)N[C@H](C(N)=O)C(=O)c2ccc3c(=O)[nH][nH]c(=O)c3c2)c1

Standard InChI:  InChI=1S/C19H16N4O5/c1-9-3-2-4-11(7-9)17(26)21-14(16(20)25)15(24)10-5-6-12-13(8-10)19(28)23-22-18(12)27/h2-8,14H,1H3,(H2,20,25)(H,21,26)(H,22,27)(H,23,28)/t14-/m0/s1

Standard InChI Key:  LHWBWMHNRNWQRA-AWEZNQCLSA-N

Molfile:  

 
     RDKit          2D

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   -3.9284   -0.2061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5019   -0.2057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5019   -1.0309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2120   -1.4427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9284   -1.0346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2120   -2.2677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7873    0.2068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7873    1.0320    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0726   -0.2057    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3580    0.2068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3565   -0.2057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3580    1.0320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0726    1.4446    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3565    1.4446    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0712    0.2068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3565   -1.0309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7889   -0.2075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5007    0.2089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4991    1.0300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0713    1.0321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7843    1.4427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2138    1.4426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2138    2.2677    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9284    1.0300    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9284    0.2048    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2153   -0.2034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2153   -1.0288    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  1  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  2  6  1  0
  5  7  1  0
  3  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  6
 11 13  1  0
 13 14  2  0
 13 15  1  0
 12 16  1  0
 12 17  2  0
 16 18  1  0
 19 18  2  0
 20 19  1  0
 21 16  2  0
 22 21  1  0
 22 20  2  0
 20 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  1  0
 19 27  1  0
 27 26  1  0
 27 28  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA5195249

   ---

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: 380.36

Molecular Weight (Monoisotopic): 380.1121

AlogP: -0.01

#Rotatable Bonds: 5

Polar Surface Area: 154.98

Molecular Species: NEUTRAL

HBA: 5

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.75

CX Basic pKa: ┄

CX LogP: 0.12

CX LogD: -0.02

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.36

Np Likeness Score: -0.77

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