2,5-bis(4-methylbenzylidene)cyclopentanone

ID: ALA3104696

Cas Number: 106115-47-3

PubChem CID: 5291033

Max Phase: Preclinical

Molecular Formula: C21H20O

Molecular Weight: 288.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(/C=C2\CC/C(=C\c3ccc(C)cc3)C2=O)cc1

Standard InChI:  InChI=1S/C21H20O/c1-15-3-7-17(8-4-15)13-19-11-12-20(21(19)22)14-18-9-5-16(2)6-10-18/h3-10,13-14H,11-12H2,1-2H3/b19-13+,20-14+

Standard InChI Key:  IXIITVGWLWCRQL-IWGRKNQJSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   23.1188   -3.2648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9432   -3.2587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1922   -2.4726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5215   -1.9930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8582   -2.4827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5153   -1.1673    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.9755   -2.2116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0710   -2.2334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5933   -2.7596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4615   -2.7906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4259   -3.5663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0429   -4.1140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8272   -3.8531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9911   -3.0394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3729   -2.4952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6748   -2.5380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0657   -3.0944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2432   -3.9017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0353   -4.1497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6410   -3.5917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6344   -4.4597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4457   -4.4002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  1  1  0
  4  6  2  0
  3  7  2  0
  5  8  2  0
  7  9  1  0
  8 10  1  0
  9 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15  9  1  0
 10 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 10  1  0
 18 21  1  0
 13 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3104696

   2,5-Bis-(4-methyl-benzylidene)-cyclopentanone

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: 288.39

Molecular Weight (Monoisotopic): 288.1514

AlogP: 5.13

#Rotatable Bonds: 2

Polar Surface Area: 17.07

Molecular Species: NEUTRAL

HBA: 1

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 1

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 6.18

CX LogD: 6.18

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.70

Np Likeness Score: -0.31

References

1. Braga SF, Alves ÉV, Ferreira RS, Fradico JR, Lage PS, Duarte MC, Ribeiro TG, Júnior PA, Romanha AJ, Tonini ML, Steindel M, Coelho EF, de Oliveira RB..  (2014)  Synthesis and evaluation of the antiparasitic activity of bis-(arylmethylidene) cycloalkanones.,  71  [PMID:24321832] [10.1016/j.ejmech.2013.11.011]

Source

Source(1):

• Scientific Literature