1-Methyl-3-[3-(2,4,6-trimethoxy-phenyl)-acryloyl]-1Hindole-5-carboxylic acid

ID: ALA1834569

PubChem CID: 56681841

Max Phase: Preclinical

Molecular Formula: C22H21NO6

Molecular Weight: 395.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(OC)c(/C=C/C(=O)c2cn(C)c3ccc(C(=O)O)cc23)c(OC)c1

Standard InChI:  InChI=1S/C22H21NO6/c1-23-12-17(16-9-13(22(25)26)5-7-18(16)23)19(24)8-6-15-20(28-3)10-14(27-2)11-21(15)29-4/h5-12H,1-4H3,(H,25,26)/b8-6+

Standard InChI Key:  AETYXOMRVVUHCW-SOFGYWHQSA-N

Molfile:  

     RDKit          2D

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   -2.4409    0.8322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.1047    0.0585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1005    0.8835    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8128    1.2996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5420   -1.5842    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2544   -1.1681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6842   -1.5988    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6884   -2.4238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7962   -2.0201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA1834569

   1-methyl-3-[(E)-3-(2,4,6-trimethoxyphenyl)prop-2-enoyl]indole-5-carboxylic acid

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: 395.41

Molecular Weight (Monoisotopic): 395.1369

AlogP: 3.80

#Rotatable Bonds: 7

Polar Surface Area: 86.99

Molecular Species: ACID

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.63

CX Basic pKa: ┄

CX LogP: 3.40

CX LogD: 0.06

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.48

Np Likeness Score: -0.10

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