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

ID: ALA4103132

PubChem CID: 20230376

Max Phase: Preclinical

Molecular Formula: C16H11ClO5S

Molecular Weight: 350.78

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1c(Cl)c(=O)oc2cc(OS(=O)(=O)c3ccccc3)ccc12

Standard InChI:  InChI=1S/C16H11ClO5S/c1-10-13-8-7-11(9-14(13)21-16(18)15(10)17)22-23(19,20)12-5-3-2-4-6-12/h2-9H,1H3

Standard InChI Key:  FHGVQOMPPFOANW-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
    4.7587   -2.8973    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1714   -3.6072    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.5798   -2.8948    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5898   -2.7900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5886   -3.6095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2967   -4.0185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2949   -2.3811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0035   -2.7864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0069   -3.6070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7153   -4.0122    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4249   -3.6012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4216   -2.7806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7086   -2.3709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7041   -1.5537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1280   -2.3698    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   10.1338   -4.0079    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8806   -4.0175    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4652   -4.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7585   -3.6051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0510   -4.0124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0499   -4.8305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7623   -5.2395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4669   -4.8298    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
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4103132

   (3-Chloro-4-methyl-2-oxochromen-7-yl) benzenesulfonate

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: 350.78

Molecular Weight (Monoisotopic): 350.0016

AlogP: 3.52

#Rotatable Bonds: 3

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: 3.96

CX LogD: 3.96

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.53

Np Likeness Score: -0.50

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