1-(Benzo[b]thiophen-2-yl)-2-(3,4,5-trimethoxyphenyl)ethane-1,2-dione

ID: ALA4793584

PubChem CID: 162673891

Max Phase: Preclinical

Molecular Formula: C19H16O5S

Molecular Weight: 356.40

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(C(=O)C(=O)c2cc3ccccc3s2)cc(OC)c1OC

Standard InChI:  InChI=1S/C19H16O5S/c1-22-13-8-12(9-14(23-2)19(13)24-3)17(20)18(21)16-10-11-6-4-5-7-15(11)25-16/h4-10H,1-3H3

Standard InChI Key:  SFZVLZWZEBTKNU-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   16.8969   -1.7087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7182   -1.7087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1268   -2.4205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4842   -2.4205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6676   -2.5081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8209   -3.1691    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   17.7162   -3.1261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1242   -3.8374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9464   -3.8379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3589   -3.1211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9445   -2.4167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2096   -3.7201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5018   -3.3110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7936   -3.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7920   -4.5337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5045   -4.9450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2098   -4.5338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7152   -4.5491    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.1235   -5.2611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3600   -4.5492    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.1813   -4.5481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1802   -3.1182    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.5863   -2.4090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4889   -1.0006    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.1277   -1.0015    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  1  4  1  0
  4  5  2  0
  5 13  1  0
 12  6  1  0
  6  4  1  0
  3  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11  3  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
  8 18  1  0
 18 19  1  0
  9 20  1  0
 20 21  1  0
 10 22  1  0
 22 23  1  0
  1 24  2  0
  2 25  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4793584

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 356.40

Molecular Weight (Monoisotopic): 356.0718

AlogP: 3.99

#Rotatable Bonds: 6

Polar Surface Area: 61.83

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.78

CX LogD: 3.78

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.49

Np Likeness Score: -0.53

References

1. Faouzi A,Arnaud A,Bancet A,Barette C,Preto J,Do CV,Jordheim LP,Bousfiha Z,Nguyen TTB,Verrière M,Farce A,Fauvarque MO,Barret R,Lomberget T.  (2021)  Combretastatin A-4 sulfur-containing heterocyclic derivatives: Synthesis, antiproliferative activities and molecular docking studies.,  215  [PMID:33618157] [10.1016/j.ejmech.2021.113275]

Source

Source(1):

• Scientific Literature