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

ID: ALA2228173

PubChem CID: 24861943

Max Phase: Preclinical

Molecular Formula: C18H13FO2

Molecular Weight: 280.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1O/C(=C\c2ccccc2F)C=C1Cc1ccccc1

Standard InChI:  InChI=1S/C18H13FO2/c19-17-9-5-4-8-14(17)11-16-12-15(18(20)21-16)10-13-6-2-1-3-7-13/h1-9,11-12H,10H2/b16-11-

Standard InChI Key:  AQJVVOFOKUKRBX-WJDWOHSUSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   21.2470  -13.3864    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.5848  -13.8664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9251  -13.3810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1807  -12.6073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9956  -12.6089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5837  -14.6830    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.7066  -12.2027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4137  -12.6153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1210  -12.2046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8281  -12.6172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8242  -13.4360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1174  -13.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4103  -13.4301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2197  -13.7934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5111  -13.3911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8057  -13.8036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0950  -13.3977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0898  -12.5794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7953  -12.1669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5059  -12.5728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1218  -11.3874    0.0000 F   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:

   

   ALA2228173

   (5Z)-3-benzyl-5-[(2-fluorophenyl)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: 280.30

Molecular Weight (Monoisotopic): 280.0900

AlogP: 3.89

#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: 4.48

CX LogD: 4.48

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.80

Np Likeness Score: 0.16

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