(Z)-3-(biphenyl-4-ylmethylene)-1-hydroxyindolin-2-one

ID: ALA4218493

PubChem CID: 145967544

Max Phase: Preclinical

Molecular Formula: C21H15NO2

Molecular Weight: 313.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1/C(=C\c2ccc(-c3ccccc3)cc2)c2ccccc2N1O

Standard InChI:  InChI=1S/C21H15NO2/c23-21-19(18-8-4-5-9-20(18)22(21)24)14-15-10-12-17(13-11-15)16-6-2-1-3-7-16/h1-14,24H/b19-14-

Standard InChI Key:  DUWHIJLQAGYGTJ-RGEXLXHISA-N

Molfile:  

     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
   26.6852  -17.7553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6841  -18.5748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3921  -18.9838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3904  -17.3464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0990  -17.7517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1038  -18.5703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8838  -18.8188    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.3612  -18.1536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8761  -17.4942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1240  -16.7156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9223  -16.5410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4693  -17.1453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2669  -16.9712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5156  -16.1919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9604  -15.5864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1648  -15.7636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3097  -16.0163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8606  -16.6214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6580  -16.4462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9057  -15.6665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3497  -15.0619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5543  -15.2401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1783  -18.1488    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.1408  -19.5945    0.0000 O   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
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
 14 17  1  0
  8 23  2  0
  7 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4218493

   ---

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: 313.36

Molecular Weight (Monoisotopic): 313.1103

AlogP: 4.63

#Rotatable Bonds: 2

Polar Surface Area: 40.54

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.54

CX Basic pKa: ┄

CX LogP: 4.55

CX LogD: 4.52

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.55

Np Likeness Score: -0.18

References

1.  (2016)  7  (12): [10.1039/C6MD00477F]

Source

Source(1):

• Scientific Literature