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

ID: ALA4100010

PubChem CID: 137660262

Max Phase: Preclinical

Molecular Formula: C16H10Cl2O5S

Molecular Weight: 385.22

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1c(Cl)c(=O)oc2cc(OS(=O)(=O)c3ccc(Cl)cc3)ccc12

Standard InChI:  InChI=1S/C16H10Cl2O5S/c1-9-13-7-4-11(8-14(13)22-16(19)15(9)18)23-24(20,21)12-5-2-10(17)3-6-12/h2-8H,1H3

Standard InChI Key:  XKGWJOHRJTYHPL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   15.1758   -2.0141    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.5885   -2.7240    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   15.9970   -2.0116    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.0069   -1.9067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0057   -2.7263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7138   -3.1352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7120   -1.4979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4206   -1.9031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4240   -2.7238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1324   -3.1289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.8421   -2.7180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8387   -1.8973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1257   -1.4877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1212   -0.6705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5451   -1.4865    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   20.5509   -3.1246    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.2977   -3.1343    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8823   -3.1332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1757   -2.7219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4681   -3.1292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4670   -3.9473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1794   -4.3563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8840   -3.9466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7595   -4.3563    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
 21 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4100010

   ---

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: 385.22

Molecular Weight (Monoisotopic): 383.9626

AlogP: 4.18

#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: 4.56

CX LogD: 4.56

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.50

Np Likeness Score: -0.58

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