(2E,6E)-2,6-bis((1H-pyrrol-2-yl)methylene)cyclohexanone

ID: ALA3104703

Cas Number: 94386-22-8

PubChem CID: 6445552

Max Phase: Preclinical

Molecular Formula: C16H16N2O

Molecular Weight: 252.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1/C(=C/c2ccc[nH]2)CCC/C1=C\c1ccc[nH]1

Standard InChI:  InChI=1S/C16H16N2O/c19-16-12(10-14-6-2-8-17-14)4-1-5-13(16)11-15-7-3-9-18-15/h2-3,6-11,17-18H,1,4-5H2/b12-10+,13-11+

Standard InChI Key:  UKIUACHVRRQMGB-DCIPZJNNSA-N

Molfile:  

     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
   15.7454  -29.1547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7454  -29.9761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4548  -30.3805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1642  -29.9761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1642  -29.1547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4548  -28.7379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4548  -27.9166    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.8772  -28.7441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0323  -28.7441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3217  -29.1589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5879  -29.1589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5685  -28.8330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0235  -29.4419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4342  -30.1526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2371  -29.9802    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.6751  -29.9722    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.4781  -30.1445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8888  -29.4338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3437  -28.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  6  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  5  8  2  0
  1  9  2  0
  9 10  1  0
  8 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 10  1  0
 11 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 11  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA3104703

   2,6-Bis(1H-pyrrol-2-ylmethylene)cyclohexan-1-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: 252.32

Molecular Weight (Monoisotopic): 252.1263

AlogP: 3.56

#Rotatable Bonds: 2

Polar Surface Area: 48.65

Molecular Species: NEUTRAL

HBA: 1

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.60

CX LogD: 3.60

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.79

Np Likeness Score: -0.32

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