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

ID: ALA2228180

PubChem CID: 24861989

Max Phase: Preclinical

Molecular Formula: C19H13F3O2

Molecular Weight: 330.31

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C19H13F3O2/c20-19(21,22)16-8-6-14(7-9-16)11-17-12-15(18(23)24-17)10-13-4-2-1-3-5-13/h1-9,11-12H,10H2/b17-11-

Standard InChI Key:  SQBCEJDBXGENEU-BOPFTXTBSA-N

Molfile:  

     RDKit          2D

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   36.6081  -16.4451    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.9402  -16.9292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2748  -16.4395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5326  -15.6592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3545  -15.6608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9390  -17.7529    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.0716  -15.2511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7848  -15.6673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.4982  -15.2530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2114  -15.6691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2075  -16.4951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.4946  -16.9052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7814  -16.4891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5633  -16.8556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8486  -16.4498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1371  -16.8659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4202  -16.4565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4150  -15.6310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1266  -15.2150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8433  -15.6244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9200  -16.9095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9175  -17.7337    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   40.6351  -16.4995    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   40.6294  -17.3174    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
 11 21  1  0
 21 22  1  0
 21 23  1  0
 21 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2228180

   (5Z)-3-benzyl-5-[[4-(trifluoromethyl)phenyl]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: 330.31

Molecular Weight (Monoisotopic): 330.0868

AlogP: 4.77

#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: 5.21

CX LogD: 5.21

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.76

Np Likeness Score: 0.21

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