3-Cyano-4-methyl-2-oxo-2H-chromen-7-yl benzene sulfonate

ID: ALA4086809

PubChem CID: 137643174

Max Phase: Preclinical

Molecular Formula: C17H11NO5S

Molecular Weight: 341.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1c(C#N)c(=O)oc2cc(OS(=O)(=O)c3ccccc3)ccc12

Standard InChI:  InChI=1S/C17H11NO5S/c1-11-14-8-7-12(9-16(14)22-17(19)15(11)10-18)23-24(20,21)13-5-3-2-4-6-13/h2-9H,1H3

Standard InChI Key:  XHRMOFUFRKUMNE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   26.4927  -18.2506    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.9054  -18.9605    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   27.3138  -18.2481    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.3238  -18.1433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3226  -18.9628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0307  -19.3718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0289  -17.7344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7375  -18.1397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7408  -18.9603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4493  -19.3655    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.1589  -18.9545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1556  -18.1338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4426  -17.7242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4381  -16.9070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8677  -19.3612    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.6146  -19.3708    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.1992  -19.3697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8579  -17.7245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5643  -17.3137    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.4924  -18.9605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7866  -19.3691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7875  -20.1862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5000  -20.5930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2028  -20.1821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  2  0
  5  6  1  0
  6  9  2  0
  8  7  2  0
  7  4  1  0
  8  9  1  0
  8 13  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 11 15  2  0
  5 16  1  0
 16  2  1  0
  2 17  1  0
 18 19  3  0
 12 18  1  0
 17 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4086809

   ---

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: 341.34

Molecular Weight (Monoisotopic): 341.0358

AlogP: 2.74

#Rotatable Bonds: 3

Polar Surface Area: 97.37

Molecular Species: ┄

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.11

CX LogD: 3.11

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.54

Np Likeness Score: -0.71

References

1. Salar U, Khan KM, Iqbal J, Ejaz SA, Hameed A, Al-Rashida M, Perveen S, Tahir MN..  (2017)  Coumarin sulfonates: New alkaline phosphatase inhibitors; in vitro and in silico studies.,  131  [PMID:28288318] [10.1016/j.ejmech.2017.03.003]

Source

Source(1):

• Scientific Literature