(E/Z)-3-((1H-Indazol-5-yl)methylene)indolin-2-one

ID: ALA2407910

PubChem CID: 136239450

Max Phase: Preclinical

Molecular Formula: C16H11N3O

Molecular Weight: 261.28

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1Nc2ccccc2/C1=C/c1ccc2[nH]ncc2c1

Standard InChI:  InChI=1S/C16H11N3O/c20-16-13(12-3-1-2-4-15(12)18-16)8-10-5-6-14-11(7-10)9-17-19-14/h1-9H,(H,17,19)(H,18,20)/b13-8-

Standard InChI Key:  HKGXDXUDOHQKPM-JYRVWZFOSA-N

Molfile:  

     RDKit          2D

 20 23  0  0  0  0  0  0  0  0999 V2000
    6.0037   -3.7021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0026   -4.5216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7106   -4.9306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7088   -3.2932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4174   -3.6985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4177   -4.5217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2007   -4.7758    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.6844   -4.1097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2002   -3.4439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5016   -4.1094    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4525   -2.6667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2518   -2.4965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7930   -3.1053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2928   -1.5492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4963   -1.7220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8446   -2.1577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5890   -2.9334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2477   -3.4163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9105   -2.9389    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.6613   -2.1612    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9  5  1  0
  8 10  2  0
  9 11  2  0
 11 12  1  0
 12 13  2  0
 13 17  1  0
 16 14  1  0
 14 15  2  0
 15 12  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2407910

   ---

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: 261.28

Molecular Weight (Monoisotopic): 261.0902

AlogP: 3.06

#Rotatable Bonds: 1

Polar Surface Area: 57.78

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.24

CX Basic pKa: 1.65

CX LogP: 2.59

CX LogD: 2.59

Aromatic Rings: 3

Heavy Atoms: 20

QED Weighted: 0.66

Np Likeness Score: -0.94

References

1. Laufer R, Forrest B, Li SW, Liu Y, Sampson P, Edwards L, Lang Y, Awrey DE, Mao G, Plotnikova O, Leung G, Hodgson R, Beletskaya I, Mason JM, Luo X, Wei X, Yao Y, Feher M, Ban F, Kiarash R, Green E, Mak TW, Pan G, Pauls HW..  (2013)  The discovery of PLK4 inhibitors: (E)-3-((1H-Indazol-6-yl)methylene)indolin-2-ones as novel antiproliferative agents.,  56  (15): [PMID:23829549] [10.1021/jm400380m]

Source

Source(1):

• Scientific Literature