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

ID: ALA2228177

PubChem CID: 24861947

Max Phase: Preclinical

Molecular Formula: C18H13BrO2

Molecular Weight: 341.20

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1O/C(=C\c2ccccc2Br)C=C1Cc1ccccc1

Standard InChI:  InChI=1S/C18H13BrO2/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:  MRAMEPZJXVBGNL-WJDWOHSUSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   13.0999  -17.1670    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4377  -17.6470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7780  -17.1615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0336  -16.3878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8485  -16.3894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4366  -18.4636    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5594  -15.9832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2665  -16.3959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9738  -15.9851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6809  -16.3977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6771  -17.2166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9702  -17.6232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2631  -17.2106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0725  -17.5740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3640  -17.1717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6585  -17.5842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9479  -17.1783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9427  -16.3599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6481  -15.9474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3588  -16.3533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9747  -15.1679    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
  9 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2228177

   (5Z)-3-benzyl-5-[(2-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: 0.46

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