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

ID: ALA2228174

PubChem CID: 24861944

Max Phase: Preclinical

Molecular Formula: C18H13ClO2

Molecular Weight: 296.75

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1O/C(=C\c2ccccc2Cl)C=C1Cc1ccccc1

Standard InChI:  InChI=1S/C18H13ClO2/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:  CNRVHFDFIDMYFC-WJDWOHSUSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   28.8659  -13.2915    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.2037  -13.7715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5440  -13.2860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7996  -12.5123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6145  -12.5140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2026  -14.5881    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.3254  -12.1077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0325  -12.5204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7398  -12.1096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4469  -12.5223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4431  -13.3411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7362  -13.7478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0291  -13.3351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8386  -13.6985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1300  -13.2962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4245  -13.7087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7139  -13.3028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7087  -12.4844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4141  -12.0719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1248  -12.4778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7407  -11.2924    0.0000 Cl  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:

   

   ALA2228174

   (5Z)-3-benzyl-5-[(2-chlorophenyl)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: 296.75

Molecular Weight (Monoisotopic): 296.0604

AlogP: 4.41

#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: 4.94

CX LogD: 4.94

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.78

Np Likeness Score: 0.24

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