(5Z)-3-Benzyl-5-(2-methylbenzylidene)furan-2(5H)-one

ID: ALA2228175

PubChem CID: 24861945

Max Phase: Preclinical

Molecular Formula: C19H16O2

Molecular Weight: 276.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccccc1/C=C1/C=C(Cc2ccccc2)C(=O)O1

Standard InChI:  InChI=1S/C19H16O2/c1-14-7-5-6-10-16(14)12-18-13-17(19(20)21-18)11-15-8-3-2-4-9-15/h2-10,12-13H,11H2,1H3/b18-12-

Standard InChI Key:  YAFKCLKXBOUMKJ-PDGQHHTCSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   36.1629  -13.1058    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.5006  -13.5858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8409  -13.1003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0965  -12.3266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9114  -12.3282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4995  -14.4024    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.6224  -11.9220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3295  -12.3347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0368  -11.9239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7439  -12.3365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7400  -13.1554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0332  -13.5620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3261  -13.1494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1355  -13.5128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4269  -13.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7215  -13.5230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0108  -13.1171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0056  -12.2987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7111  -11.8862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4217  -12.2921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0376  -11.1067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  1  5  1  0
  2  6  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
  8 13  2  0
  5  7  2  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 15 20  2  0
  3 14  1  0
  9 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2228175

   (5Z)-3-benzyl-5-[(2-methylphenyl)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: 276.34

Molecular Weight (Monoisotopic): 276.1150

AlogP: 4.06

#Rotatable Bonds: 3

Polar Surface Area: 26.30

Molecular Species: ┄

HBA: 2

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.85

CX LogD: 4.85

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.79

Np Likeness Score: 0.46

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