7,8-Dimethoxy-1-oxo-1H-isothiochromene-3-carboxylic acid thiazol-2-ylamide

ID: ALA3127830

Cas Number: 622352-73-2

PubChem CID: 699987

Max Phase: Preclinical

Molecular Formula: C15H12N2O4S2

Molecular Weight: 348.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc2cc(C(=O)Nc3nccs3)sc(=O)c2c1OC

Standard InChI:  InChI=1S/C15H12N2O4S2/c1-20-9-4-3-8-7-10(13(18)17-15-16-5-6-22-15)23-14(19)11(8)12(9)21-2/h3-7H,1-2H3,(H,16,17,18)

Standard InChI Key:  GMSPEPQBWHELJH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
    6.6177   -4.6731    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.6177   -3.8481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3322   -3.4356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0467   -3.8481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7612   -3.4356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4756   -3.8481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4756   -4.6731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7612   -5.0856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0467   -4.6731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3322   -5.0856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9033   -3.4356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9033   -2.6106    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1888   -3.8481    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3881   -2.6151    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.4743   -3.4356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7206   -3.7711    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1686   -3.1581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5811   -2.4436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3322   -5.9106    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7612   -5.9106    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4756   -6.3231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1901   -5.0856    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9046   -4.6731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  4  9  2  0
  9 10  1  0
  1 10  1  0
 11 12  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 14 18  1  0
 13 15  1  0
 11 13  1  0
  2 11  1  0
 10 19  2  0
 20 21  1  0
  8 20  1  0
 22 23  1  0
  7 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3127830

   7,8-dimethoxy-1-oxo-N-(1,3-thiazol-2-yl)isothiochromene-3-carboxamide

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: 348.41

Molecular Weight (Monoisotopic): 348.0238

AlogP: 2.99

#Rotatable Bonds: 4

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: 7.80

CX Basic pKa: ┄

CX LogP: 2.59

CX LogD: 2.45

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.78

Np Likeness Score: -1.26

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