3-benzylidene-6-((5-(2-methylbut-3-en-2-yl)-1H-imidazol-4-yl)methylene)piperazine-2,5-dione

ID: ALA3902085

Cas Number: 351325-37-6

PubChem CID: 9902905

Max Phase: Preclinical

Molecular Formula: C20H20N4O2

Molecular Weight: 348.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=CC(C)(C)c1[nH]cnc1/C=c1\[nH]c(=O)/c(=C/c2ccccc2)[nH]c1=O

Standard InChI:  InChI=1S/C20H20N4O2/c1-4-20(2,3)17-14(21-12-22-17)11-16-19(26)23-15(18(25)24-16)10-13-8-6-5-7-9-13/h4-12H,1H2,2-3H3,(H,21,22)(H,23,26)(H,24,25)/b15-10-,16-11-

Standard InChI Key:  AANRCAZDPPXTKN-XCMCHEKJSA-N

Molfile:  

     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
   40.0301  -19.6213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.4468  -18.9088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.6214  -18.9042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6717  -16.9421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6717  -17.7671    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.3837  -18.1755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0958  -17.7671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0958  -16.9421    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.3837  -16.5254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3837  -15.7004    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.3837  -19.0005    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.8097  -18.1806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.5248  -17.7692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.2759  -18.1024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.8288  -17.4901    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.4173  -16.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.6102  -16.9454    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.2320  -19.1644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9560  -16.5317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2427  -16.9463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5276  -16.5327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8149  -16.9466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8168  -17.7725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5375  -18.1827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2474  -17.7665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.8451  -18.6124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  5  1  0
  4  9  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  6 11  2  0
  7 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 13  1  0
 14  2  1  0
  2 18  1  0
  4 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
 18 26  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA3902085

   (3Z,6Z)-3-[[5-(1,1-Dimethyl-2-propen-1-yl)-1H-imidazol-4-yl]methylene]-6-(phenylmethylene)-2,5-piperazinedione

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: 348.41

Molecular Weight (Monoisotopic): 348.1586

AlogP: 0.91

#Rotatable Bonds: 4

Polar Surface Area: 94.40

Molecular Species: NEUTRAL

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.97

CX Basic pKa: 5.72

CX LogP: 2.09

CX LogD: 1.83

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.61

Np Likeness Score: 0.82

References

1.  (2007)  Analogs of dehydrophenylahistins and their therapeutic use, 

Source

Source(1):

• Patent Bioactivity Data