3-(1-Methyl-1H-indol-5-yl)-1-(2,4,6-trimethoxy-phenyl)-propenone

ID: ALA1834572

PubChem CID: 56671789

Max Phase: Preclinical

Molecular Formula: C21H21NO4

Molecular Weight: 351.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(OC)c(C(=O)/C=C/c2ccc3c(ccn3C)c2)c(OC)c1

Standard InChI:  InChI=1S/C21H21NO4/c1-22-10-9-15-11-14(5-7-17(15)22)6-8-18(23)21-19(25-3)12-16(24-2)13-20(21)26-4/h5-13H,1-4H3/b8-6+

Standard InChI Key:  UEWUBGYKYPDRFE-SOFGYWHQSA-N

Molfile:  

     RDKit          2D

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   -1.4108   -9.4223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.0175   -8.5913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.7250   -7.3526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1274   -8.1847    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.7366  -10.6580    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4492   -9.4195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4479   -8.5945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.8666   -6.9435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1563   -7.3588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5866   -7.3547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5897   -8.1801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3758   -8.4322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8584   -7.7625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3707   -7.0967    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6225   -6.3112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  4 13  1  0
  1  2  2  0
 13 14  2  0
  3  4  2  0
 13 15  1  0
  7  8  1  0
 15 16  2  0
  3  7  1  0
 16 17  1  0
 17 18  2  0
 18 22  1  0
  4  5  1  0
 21 19  1  0
  9 10  1  0
 19 20  2  0
 20 17  1  0
 21 22  2  0
  5  9  1  0
  2  3  1  0
  5  6  2  0
 11 12  1  0
  1 11  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
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  6  1  1  0
 25 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1834572

   (E)-3-(1-methylindol-5-yl)-1-(2,4,6-trimethoxyphenyl)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: 351.40

Molecular Weight (Monoisotopic): 351.1471

AlogP: 4.10

#Rotatable Bonds: 6

Polar Surface Area: 49.69

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.74

CX LogD: 3.74

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.50

Np Likeness Score: -0.01

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