3-Chloro-4-methyl-2-oxo-2H-chromen-7-yl methanesulfonate

ID: ALA4073985

PubChem CID: 137641016

Max Phase: Preclinical

Molecular Formula: C11H9ClO5S

Molecular Weight: 288.71

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1c(Cl)c(=O)oc2cc(OS(C)(=O)=O)ccc12

Standard InChI:  InChI=1S/C11H9ClO5S/c1-6-8-4-3-7(17-18(2,14)15)5-9(8)16-11(13)10(6)12/h3-5H,1-2H3

Standard InChI Key:  BUFYQLCUVMWLQJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
   24.8418   -2.0058    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.2545   -2.7157    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   25.6629   -2.0033    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.6729   -1.8985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6717   -2.7180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3798   -3.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3780   -1.4896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0866   -1.8949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0900   -2.7155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7984   -3.1207    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.5080   -2.7097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5047   -1.8891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7917   -1.4794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7872   -0.6622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2111   -1.4783    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   30.2169   -3.1164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.9637   -3.1261    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.5483   -3.1249    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
 12 15  1  0
 11 16  2  0
  5 17  1  0
 17  2  1  0
  2 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4073985

   ---

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: 288.71

Molecular Weight (Monoisotopic): 287.9859

AlogP: 2.09

#Rotatable Bonds: 2

Polar Surface Area: 73.58

Molecular Species: ┄

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 1.85

CX LogD: 1.85

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.62

Np Likeness Score: -0.34

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