(Z)-3-(2-hydroxy-5-methylbenzylidene)indolin-2-one

ID: ALA5284180

Max Phase: Preclinical

Molecular Formula: C16H13NO2

Molecular Weight: 251.28

Names and Identifiers

Canonical SMILES:  Cc1ccc(O)c(/C=C2\C(=O)Nc3ccccc32)c1

Standard InChI:  InChI=1S/C16H13NO2/c1-10-6-7-15(18)11(8-10)9-13-12-4-2-3-5-14(12)17-16(13)19/h2-9,18H,1H3,(H,17,19)/b13-9-

Standard InChI Key:  RZWUXOPMSYAGHL-LCYFTJDESA-N

Molfile:  

 
     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
   -2.5933   -0.7050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8788   -0.2927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1669   -0.7046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1669   -1.5298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8769   -1.9415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5933   -1.5335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3821   -1.7847    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1028   -1.1173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3821   -0.4496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9280   -1.1173    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1685    0.3474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6285    0.5609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8423    1.3580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6372    1.5702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2208    0.9865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0098    0.1930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2145   -0.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2588    1.9415    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5933   -0.3904    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
  8  7  1  0
  9  8  1  0
  3  9  1  0
  8 10  2  0
  9 11  2  0
 11 12  1  0
 13 12  2  0
 14 13  1  0
 15 14  2  0
 16 15  1  0
 17 16  2  0
 12 17  1  0
 13 18  1  0
 16 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5284180

   ---

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: 251.28

Molecular Weight (Monoisotopic): 251.0946

AlogP: 3.19

#Rotatable Bonds: 1

Polar Surface Area: 49.33

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.51

CX Basic pKa: ┄

CX LogP: 3.48

CX LogD: 3.47

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.76

Np Likeness Score: -0.28

References

1. Kaur M, Singh M, Chadha N, Silakari O..  (2016)  Oxindole: A chemical prism carrying plethora of therapeutic benefits.,  123  [PMID:27543880] [10.1016/j.ejmech.2016.08.011]

Source

Source(1):

• Scientific Literature