3-[(4-Phenoxy-phenylamino)-methylene]-3H-isobenzofuran-1-one

ID: ALA430923

Cas Number: 338751-66-9

PubChem CID: 3398697

Max Phase: Preclinical

Molecular Formula: C21H15NO3

Molecular Weight: 329.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Oc1oc(/C=N/c2ccc(Oc3ccccc3)cc2)c2ccccc12

Standard InChI:  InChI=1S/C21H15NO3/c23-21-19-9-5-4-8-18(19)20(25-21)14-22-15-10-12-17(13-11-15)24-16-6-2-1-3-7-16/h1-14,23H/b22-14+

Standard InChI Key:  QOGQMKLTNUZPHY-HYARGMPZSA-N

Molfile:  

     RDKit          2D

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    3.6917   -5.2542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8417   -4.5875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5125   -5.3375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5167   -4.4417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2292   -4.0375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6500   -4.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1042   -5.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2042   -5.0250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.4292   -4.3292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0125   -4.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6167   -4.5042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6792   -3.5417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5625   -5.4625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2542   -4.0667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0625   -3.8917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3667   -5.2875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8000   -4.0375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2292   -3.2042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4792   -3.3667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1250   -2.9375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8000   -3.2125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5125   -2.7917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3667   -2.1542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7375   -2.5875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1792   -1.9750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3  1  1  0
  4  1  2  0
  5  4  1  0
  6  2  1  0
  7  1  1  0
  8  6  2  0
  9 11  1  0
 10  8  1  0
 11 15  1  0
 12  9  1  0
 13 10  2  0
 14 10  1  0
 15 14  2  0
 16 13  1  0
 17  4  1  0
 18  5  1  0
 19 12  2  0
 20 12  1  0
 21 17  2  0
 22 21  1  0
 23 20  2  0
 24 19  1  0
 25 23  1  0
  5  2  2  0
 22 18  2  0
 11 16  2  0
 25 24  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA430923

   (Z)-3-((4-Phenoxyphenylamino)methylene)isobenzofuran-1(3H)-one

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: 329.36

Molecular Weight (Monoisotopic): 329.1052

AlogP: 5.68

#Rotatable Bonds: 4

Polar Surface Area: 54.96

Molecular Species: ACID

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 5.29

CX Basic pKa: 0.55

CX LogP: 5.18

CX LogD: 3.42

Aromatic Rings: 4

Heavy Atoms: 25

QED Weighted: 0.49

Np Likeness Score: -0.49

References

1. McGovern SL, Shoichet BK..  (2003)  Kinase inhibitors: not just for kinases anymore.,  46  (8): [PMID:12672248] [10.1021/jm020427b]

2. McGovern SL, Caselli E, Grigorieff N, Shoichet BK..  (2002)  A common mechanism underlying promiscuous inhibitors from virtual and high-throughput screening.,  45  (8): [PMID:11931626] [10.1021/jm010533y]

3. McGovern SL, Helfand BT, Feng B, Shoichet BK..  (2003)  A specific mechanism of nonspecific inhibition.,  46  (20): [PMID:13678405] [10.1021/jm030266r]

Source

Source(1):

• Scientific Literature