[4-(3-Ethyl-2,4,4-trimethylcyclohex-2-enylidenemethyl)benzoyl]-urea

ID: ALA3262379

PubChem CID: 90676376

Max Phase: Preclinical

Molecular Formula: C20H26N2O2

Molecular Weight: 326.44

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C20H26N2O2/c1-5-17-13(2)16(10-11-20(17,3)4)12-14-6-8-15(9-7-14)18(23)22-19(21)24/h6-9,12H,5,10-11H2,1-4H3,(H3,21,22,23,24)/b16-12+

Standard InChI Key:  UPLPODLSOFJAMY-FOWTUZBSSA-N

Molfile:  

     RDKit          2D

 24 25  0  0  0  0  0  0  0  0999 V2000
   34.6123   -2.8949    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.4295   -2.8949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8381   -2.1899    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.8381   -3.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.2037   -3.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3865   -3.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9779   -4.3130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1607   -4.3130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7521   -3.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1607   -2.8949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9779   -2.8949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6123   -4.3130    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.9308   -3.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5222   -2.8949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7050   -2.8949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2964   -2.1899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7050   -1.4808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5222   -1.4808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9308   -2.1899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8498   -0.6783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9377   -1.2018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2964   -3.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4792   -2.1899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0706   -1.4808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
  6 11  2  0
  5 12  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 14 19  1  0
 17 20  1  0
 17 21  1  0
 15 22  1  0
 23 24  1  0
 16 23  1  0
 13 14  2  0
  9 13  1  0
  1  5  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3262379

   N-carbamoyl-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: 326.44

Molecular Weight (Monoisotopic): 326.1994

AlogP: 4.43

#Rotatable Bonds: 3

Polar Surface Area: 72.19

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.90

CX Basic pKa: ┄

CX LogP: 3.87

CX LogD: 3.87

Aromatic Rings: 1

Heavy Atoms: 24

QED Weighted: 0.86

Np Likeness Score: -0.04

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