(R)-5-methyl-6-(4-(4-methylpiperazin-1-yl)phenyl)-4,5-dihydropyridazin-3(2H)-one

ID: ALA5275420

Max Phase: Preclinical

Molecular Formula: C16H22N4O

Molecular Weight: 286.38

Names and Identifiers

Canonical SMILES:  C[C@@H]1CC(=O)NN=C1c1ccc(N2CCN(C)CC2)cc1

Standard InChI:  InChI=1S/C16H22N4O/c1-12-11-15(21)17-18-16(12)13-3-5-14(6-4-13)20-9-7-19(2)8-10-20/h3-6,12H,7-11H2,1-2H3,(H,17,21)/t12-/m1/s1

Standard InChI Key:  JLQZDTUCRKMTRW-GFCCVEGCSA-N

Molfile:  

 
     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   40.3222  -27.8526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.3210  -28.6776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.0337  -29.0891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.7480  -28.6771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.7452  -27.8490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.0319  -27.4410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.6083  -29.0882    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.4574  -27.4373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.1712  -27.8481    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   43.8799  -27.4376    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   43.8811  -26.6147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.1673  -26.2040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.4524  -26.6160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.5935  -26.2035    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   41.7388  -26.2068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.8976  -28.6759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.1871  -29.0832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.1822  -29.9061    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.8941  -30.3201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.6109  -29.9111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4679  -30.3141    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  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  2  7  1  0
  8  9  2  0
  8 13  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
  5  8  1  0
 11 14  2  0
 13 15  1  6
  7 16  1  0
  7 20  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 18 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5275420

   ---

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: 286.38

Molecular Weight (Monoisotopic): 286.1794

AlogP: 1.30

#Rotatable Bonds: 2

Polar Surface Area: 47.94

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.79

CX Basic pKa: 7.83

CX LogP: 1.50

CX LogD: 0.93

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.89

Np Likeness Score: -0.97

References

1. Lewis TA, de Waal L, Wu X, Youngsaye W, Wengner A, Kopitz C, Lange M, Gradl S, Ellermann M, Lienau P, Schreiber SL, Greulich H, Meyerson M..  (2019)  Optimization of PDE3A Modulators for SLFN12-Dependent Cancer Cell Killing.,  10  (11): [PMID:31749907] [10.1021/acsmedchemlett.9b00360]

Source

Source(1):

• Scientific Literature