3-(1-Methyl-1H-indol-5-yl)-1-(1-methyl-1H-indol-3-yl)-propenone

ID: ALA1834571

PubChem CID: 54754511

Max Phase: Preclinical

Molecular Formula: C21H18N2O

Molecular Weight: 314.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cn1ccc2cc(/C=C/C(=O)c3cn(C)c4ccccc34)ccc21

Standard InChI:  InChI=1S/C21H18N2O/c1-22-12-11-16-13-15(7-9-19(16)22)8-10-21(24)18-14-23(2)20-6-4-3-5-17(18)20/h3-14H,1-2H3/b10-8+

Standard InChI Key:  FSSDHVCZPYWYEQ-CSKARUKUSA-N

Molfile:  

     RDKit          2D

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   -0.1974    0.2237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5400    0.5937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5736   -0.6307    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7580   -0.5067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6239    0.3073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3567    0.6864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5652    1.4846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3608    1.7031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9478    1.1233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7392    0.3251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9436    0.1067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9527   -1.3635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4587   -0.9169    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9478   -0.2525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4670    0.4180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6808    0.1679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9689    0.5848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2519    0.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2468   -0.6482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9587   -1.0651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6757   -0.6571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7088   -1.7031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8865    0.6773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8865    1.5023    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 23  1  1  0
  1  2  2  0
  3  4  1  0
  4  5  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
  3 11  1  0
  6 11  2  0
  3 12  1  0
 23  5  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 13 21  1  0
 16 21  2  0
 13 22  1  0
  2 18  1  0
 23 24  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA1834571

   (E)-1-(1-methylindol-3-yl)-3-(1-methylindol-5-yl)prop-2-en-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: 314.39

Molecular Weight (Monoisotopic): 314.1419

AlogP: 4.57

#Rotatable Bonds: 3

Polar Surface Area: 26.93

Molecular Species: ┄

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.54

CX LogD: 4.54

Aromatic Rings: 4

Heavy Atoms: 24

QED Weighted: 0.40

Np Likeness Score: -0.48

References

1. Martel-Frachet V, Kadri M, Boumendjel A, Ronot X..  (2011)  Structural requirement of arylindolylpropenones as anti-bladder carcinoma cells agents.,  19  (20): [PMID:21908193] [10.1016/j.bmc.2011.08.015]

Source

Source(1):

• Scientific Literature