7,8-Dimethoxy-1-oxo-1H-isothiochromene-3-carboxylic acid(4-phenylthiazol-2-yl)-amide

ID: ALA3127832

PubChem CID: 39836186

Max Phase: Preclinical

Molecular Formula: C21H16N2O4S2

Molecular Weight: 424.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc2cc(C(=O)Nc3nc(-c4ccccc4)cs3)sc(=O)c2c1OC

Standard InChI:  InChI=1S/C21H16N2O4S2/c1-26-15-9-8-13-10-16(29-20(25)17(13)18(15)27-2)19(24)23-21-22-14(11-28-21)12-6-4-3-5-7-12/h3-11H,1-2H3,(H,22,23,24)

Standard InChI Key:  NIMDAALEQXDANU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    4.6390   -5.5453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9245   -5.9578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2100   -5.5453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4956   -5.9578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7811   -5.5453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7811   -4.7203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4956   -4.3078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.8686   -6.7783    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.7824   -5.9578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5361   -5.6223    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0881   -6.2353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   10.5495   -5.9766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2140   -6.7303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3935   -6.8166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9245   -3.4828    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4956   -3.4828    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7811   -3.0703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0666   -4.3078    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3522   -4.7203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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  6  7  1  0
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 23 24  1  0
 19 24  2  0
 17 19  1  0
 13 15  1  0
 11 13  1  0
  2 11  1  0
 10 25  2  0
 26 27  1  0
  8 26  1  0
 28 29  1  0
  7 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3127832

   7,8-Dimethoxy-1-oxo-1h-isothiochromene-3-carboxylic acid (4-phenyl-thiazol-2-yl)-amide

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: 424.50

Molecular Weight (Monoisotopic): 424.0551

AlogP: 4.65

#Rotatable Bonds: 5

Polar Surface Area: 77.52

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.78

CX Basic pKa: ┄

CX LogP: 4.62

CX LogD: 4.48

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.50

Np Likeness Score: -1.30

References

1. Kaminskyy D, Kryshchyshyn A, Nektegayev I, Vasylenko O, Grellier P, Lesyk R..  (2014)  Isothiocoumarin-3-carboxylic acid derivatives: synthesis, anticancer and antitrypanosomal activity evaluation.,  75  [PMID:24530491] [10.1016/j.ejmech.2014.01.028]

Source

Source(1):

• Scientific Literature