(5Z)-3-Benzyl-5-(4-phenylbenzylidene)furan-2(5H)-one

ID: ALA2228185

PubChem CID: 24861994

Max Phase: Preclinical

Molecular Formula: C24H18O2

Molecular Weight: 338.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1O/C(=C\c2ccc(-c3ccccc3)cc2)C=C1Cc1ccccc1

Standard InChI:  InChI=1S/C24H18O2/c25-24-22(15-18-7-3-1-4-8-18)17-23(26-24)16-19-11-13-21(14-12-19)20-9-5-2-6-10-20/h1-14,16-17H,15H2/b23-16-

Standard InChI Key:  VXCPTQAQSZJYPK-KQWNVCNZSA-N

Molfile:  

     RDKit          2D

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   35.0012  -21.4647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3415  -20.9792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5972  -20.2055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4120  -20.2071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0001  -22.2813    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   36.8301  -20.2135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5374  -19.8028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2445  -20.2154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2406  -21.0343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5338  -21.4409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8267  -21.0283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6361  -21.3917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9275  -20.9893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2221  -21.4018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5114  -20.9960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5062  -20.1776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2117  -19.7651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9223  -20.1710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9431  -21.4450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9392  -22.2633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.6448  -22.6740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.3548  -22.2676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.3547  -21.4462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.6485  -21.0392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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  2  6  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
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  8 13  2  0
  5  7  2  0
 14 15  1  0
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 16 17  2  0
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 18 19  2  0
 19 20  1  0
 15 20  2  0
  3 14  1  0
 21 22  2  0
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 26 21  1  0
 11 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2228185

   (5Z)-3-benzyl-5-[(4-phenylphenyl)methylidene]furan-2-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: 338.41

Molecular Weight (Monoisotopic): 338.1307

AlogP: 5.42

#Rotatable Bonds: 4

Polar Surface Area: 26.30

Molecular Species: ┄

HBA: 2

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.98

CX LogD: 5.98

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.59

Np Likeness Score: 0.51

References

1. Teixeira RR, Barbosa LC, Forlani G, Piló-Veloso D, Walkimar de Mesquita Carneiro J..  (2008)  Synthesis of photosynthesis-inhibiting nostoclide analogues.,  56  (7): [PMID:18338868] [10.1021/jf072964g]

2. Teixeira RR, Pinheiro PF, Barbosa LC, Carneiro JW, Forlani G..  (2010)  QSAR modeling of photosynthesis-inhibiting nostoclide derivatives.,  66  (2): [PMID:19798697] [10.1002/ps.1855]

Source

Source(1):

• Scientific Literature