(Z)-3-benzyl-5-(4-bromobenzylidene)furan-2(5H)-one

ID: ALA2228171

PubChem CID: 76311456

Max Phase: Preclinical

Molecular Formula: C18H13BrO2

Molecular Weight: 341.20

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C18H13BrO2/c19-16-8-6-14(7-9-16)11-17-12-15(18(20)21-17)10-13-4-2-1-3-5-13/h1-9,11-12H,10H2/b17-11-

Standard InChI Key:  BCYZNDHYSFOUNV-BOPFTXTBSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
    4.9899  -13.2750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3277  -13.7550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6680  -13.2695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9236  -12.4958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7385  -12.4974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3266  -14.5716    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4494  -12.0912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1565  -12.5039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8638  -12.0931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5709  -12.5058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5671  -13.3246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8602  -13.7313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1531  -13.3186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9625  -13.6820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2540  -13.2797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5485  -13.6922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8379  -13.2863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8327  -12.4679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5381  -12.0554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2488  -12.4613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2735  -13.7354    0.0000 Br  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
M  END

Alternative Forms

1. Parent:

   

   ALA2228171

   (5Z)-3-benzyl-5-[(4-bromophenyl)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: 341.20

Molecular Weight (Monoisotopic): 340.0099

AlogP: 4.52

#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: 5.10

CX LogD: 5.10

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.77

Np Likeness Score: 0.54

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