4-Methyl-2-oxo-2H-chromene-7,8-diyl dibenzene sulfonate

ID: ALA4088028

PubChem CID: 16760951

Max Phase: Preclinical

Molecular Formula: C22H16O8S2

Molecular Weight: 472.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(=O)oc2c(OS(=O)(=O)c3ccccc3)c(OS(=O)(=O)c3ccccc3)ccc12

Standard InChI:  InChI=1S/C22H16O8S2/c1-15-14-20(23)28-21-18(15)12-13-19(29-31(24,25)16-8-4-2-5-9-16)22(21)30-32(26,27)17-10-6-3-7-11-17/h2-14H,1H3

Standard InChI Key:  GZFVKWKKUJCETE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 32 35  0  0  0  0  0  0  0  0999 V2000
   28.0940  -20.4380    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.9112  -20.4422    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   28.5062  -19.7324    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.0829  -18.0979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.4956  -18.8078    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   27.9040  -18.0954    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.9139  -17.9906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9128  -18.8101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6208  -19.2191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6191  -17.5817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3277  -17.9870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3310  -18.8076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0395  -19.2128    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.7491  -18.8018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7458  -17.9811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0328  -17.5715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0283  -16.7543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4579  -19.2085    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.2048  -19.2181    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.7894  -19.2170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0826  -18.8078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3768  -19.2163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3777  -20.0335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0901  -20.4403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7930  -20.0294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6214  -20.0362    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.9145  -21.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2079  -21.6689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2081  -22.4853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9166  -22.8943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6264  -22.4808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6227  -21.6657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  5  4  2  0
  6  5  2  0
  7  8  2  0
  8  9  1  0
  9 12  2  0
 11 10  2  0
 10  7  1  0
 11 12  1  0
 11 16  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 14 18  2  0
  8 19  1  0
 19  5  1  0
  5 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
  9 26  1  0
 26  2  1  0
  2 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4088028

   4-methyl-2-oxo-2H-chromene-7,8-diyl dibenzenesulfonate

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: 472.50

Molecular Weight (Monoisotopic): 472.0287

AlogP: 3.64

#Rotatable Bonds: 6

Polar Surface Area: 116.95

Molecular Species: NEUTRAL

HBA: 8

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.52

CX LogD: 4.52

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.31

Np Likeness Score: -0.19

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