3-Chloro-4-methyl-2-oxo-2H-chromen-7-yl 2,5-dichlorobenzenesulfonate

ID: ALA4094534

PubChem CID: 137656119

Max Phase: Preclinical

Molecular Formula: C16H9Cl3O5S

Molecular Weight: 419.67

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1c(Cl)c(=O)oc2cc(OS(=O)(=O)c3cc(Cl)ccc3Cl)ccc12

Standard InChI:  InChI=1S/C16H9Cl3O5S/c1-8-11-4-3-10(7-13(11)23-16(20)15(8)19)24-25(21,22)14-6-9(17)2-5-12(14)18/h2-7H,1H3

Standard InChI Key:  KQDDBGHGXHSJMO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   27.2315   -6.3064    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.6442   -7.0163    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   28.0526   -6.3039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.0625   -6.1991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0614   -7.0186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7694   -7.4276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7676   -5.7902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4763   -6.1955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4796   -7.0161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1881   -7.4213    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.8977   -7.0103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8943   -6.1896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1813   -5.7800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1769   -4.9628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6008   -5.7789    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   32.6065   -7.4170    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.3534   -7.4266    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.9379   -7.4255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2313   -7.0142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5238   -7.4215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5227   -8.2396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2350   -8.6486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9397   -8.2389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2333   -6.1970    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   26.2373   -9.4658    0.0000 Cl  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
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
 19 24  1  0
 22 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4094534

   ---

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: 419.67

Molecular Weight (Monoisotopic): 417.9236

AlogP: 4.83

#Rotatable Bonds: 3

Polar Surface Area: 73.58

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.17

CX LogD: 5.17

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.45

Np Likeness Score: -0.88

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