3-(2-Fluoro-phenyl)-1-(1-methyl-1H-indol-3-yl)-propenone

ID: ALA1834560

PubChem CID: 56678495

Max Phase: Preclinical

Molecular Formula: C18H14FNO

Molecular Weight: 279.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cn1cc(C(=O)/C=C/c2ccccc2F)c2ccccc21

Standard InChI:  InChI=1S/C18H14FNO/c1-20-12-15(14-7-3-5-9-17(14)20)18(21)11-10-13-6-2-4-8-16(13)19/h2-12H,1H3/b11-10+

Standard InChI Key:  NBTLSNYTIITGBP-ZHACJKMWSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   -1.9722   -9.4410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9733  -10.2683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2585  -10.6812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2603   -9.0283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5450   -9.4374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5401  -10.2683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2517  -10.5205    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7362   -9.8453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2438   -9.1760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5112  -11.3036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4942   -8.3899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3000   -8.2136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0615   -7.7802    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8556   -8.8235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6615   -8.6472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0202   -9.0819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2712   -8.2951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7108   -7.6840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9077   -7.8629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2151   -9.2577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0016  -10.0546    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0
  7 10  1  0
  5  6  1  0
  9 11  1  0
 11 12  1  0
  2  3  1  0
 11 13  2  0
  3  6  2  0
 12 14  2  0
  1  2  2  0
 14 15  1  0
  5  4  2  0
 15 20  2  0
  6  7  1  0
 20 16  1  0
  7  8  1  0
 16 17  2  0
  8  9  2  0
 17 18  1  0
  9  5  1  0
 18 19  2  0
 19 15  1  0
 20 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1834560

   (E)-3-(2-fluorophenyl)-1-(1-methylindol-3-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: 279.31

Molecular Weight (Monoisotopic): 279.1059

AlogP: 4.21

#Rotatable Bonds: 3

Polar Surface Area: 22.00

Molecular Species: NEUTRAL

HBA: 2

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.36

CX LogD: 4.36

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.52

Np Likeness Score: -0.94

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