US9073893, 22

ID: ALA3663650

PubChem CID: 71239709

Max Phase: Preclinical

Molecular Formula: C20H27FN4O2

Molecular Weight: 374.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cn1c2cc(F)cc(C(N)=O)c2c(=O)n1C1CCN(C2CCCCC2)CC1

Standard InChI:  InChI=1S/C20H27FN4O2/c1-23-17-12-13(21)11-16(19(22)26)18(17)20(27)25(23)15-7-9-24(10-8-15)14-5-3-2-4-6-14/h11-12,14-15H,2-10H2,1H3,(H2,22,26)

Standard InChI Key:  PQXUCBRUEQVEIZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 27 30  0  0  0  0  0  0  0  0999 V2000
    3.0955    2.3548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7248    1.2135    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6065    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1072    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9493    1.2353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4450    1.1225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0952   -0.2293    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2495   -1.4682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7538   -1.3554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5917   -0.3422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4394    0.8953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9349    0.7801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5829   -0.5727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7353   -1.8103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2398   -1.6951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7248   -1.2135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0955   -2.3548    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3383    1.3500    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0031   -3.0008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0432   -3.5994    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0351   -3.6026    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9  4  1  0
  7 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 10  1  0
  3 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  2  0
 19  2  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 21 23  1  0
 23 24  2  0
 24 18  1  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3663650

   2-(1-Cyclohexylpiperidin-4-yl)-6-fluoro-1-methyl-3-oxoindazole-4-carboxamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 374.46

Molecular Weight (Monoisotopic): 374.2118

AlogP: 2.55

#Rotatable Bonds: 3

Polar Surface Area: 73.26

Molecular Species: BASE

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.91

CX Basic pKa: 9.42

CX LogP: 2.04

CX LogD: 0.04

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.90

Np Likeness Score: -0.80

References

1.  (2015)  3-Oxo-2,3-dihydro-1H-indazole-4-carboxamide derivatives as PARP-1 inhibitors, 

Source

Source(1):

• BindingDB Database