4-(3-Ethyl-2,4,4-trimethylcyclohex-2-enylidenemethyl)benzamide

ID: ALA3262378

PubChem CID: 90676375

Max Phase: Preclinical

Molecular Formula: C19H25NO

Molecular Weight: 283.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCC1=C(C)/C(=C/c2ccc(C(N)=O)cc2)CCC1(C)C

Standard InChI:  InChI=1S/C19H25NO/c1-5-17-13(2)16(10-11-19(17,3)4)12-14-6-8-15(9-7-14)18(20)21/h6-9,12H,5,10-11H2,1-4H3,(H2,20,21)/b16-12+

Standard InChI Key:  WAIVFZDQYZVFJB-FOWTUZBSSA-N

Molfile:  

     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
   25.9946   -3.0063    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.5860   -3.7154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7688   -3.7154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3602   -4.4245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5430   -4.4245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1344   -3.7154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5430   -3.0063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3602   -3.0063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9946   -4.4245    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.3131   -3.7154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9045   -3.0063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0873   -3.0063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6787   -2.3013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0873   -1.5922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9045   -1.5922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3131   -2.3013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2322   -0.7897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3201   -1.3132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6787   -3.7154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8616   -2.3013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4530   -1.5922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  3  8  2  0
  2  9  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 11 16  1  0
 14 17  1  0
 14 18  1  0
 12 19  1  0
 20 21  1  0
 13 20  1  0
 10 11  2  0
  6 10  1  0
  1  2  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3262378

   4-[(E)-(3-ethyl-2,4,4-trimethylcyclohex-2-en-1-ylidene)methyl]benzamide

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: 283.42

Molecular Weight (Monoisotopic): 283.1936

AlogP: 4.72

#Rotatable Bonds: 3

Polar Surface Area: 43.09

Molecular Species: NEUTRAL

HBA: 1

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.22

CX LogD: 4.22

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.86

Np Likeness Score: 0.28

References

1. Zatelli MC, Gagliano T, Pelà M, Bianco S, Bertolasi V, Tagliati F, Guerrini R, degli Uberti E, Salvadori S, Trapella C..  (2014)  N-carbamidoyl-4-((3-ethyl-2,4,4-trimethylcyclohexyl)methyl)benzamide enhances staurosporine cytotoxic effects likely inhibiting the protective action of Magmas toward cell apoptosis.,  57  (11): [PMID:24761782] [10.1021/jm5000535]

Source

Source(1):

• Scientific Literature