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

ID: ALA4103420

PubChem CID: 137658105

Max Phase: Preclinical

Molecular Formula: C17H13ClO6S

Molecular Weight: 380.81

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(S(=O)(=O)Oc2ccc3c(C)c(Cl)c(=O)oc3c2)cc1

Standard InChI:  InChI=1S/C17H13ClO6S/c1-10-14-8-5-12(9-15(14)23-17(19)16(10)18)24-25(20,21)13-6-3-11(22-2)4-7-13/h3-9H,1-2H3

Standard InChI Key:  PQJDFMZZGYKNAE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
    4.8495  -13.2278    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2622  -13.9377    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.6706  -13.2253    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6806  -13.1204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6794  -13.9400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3875  -14.3489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3857  -12.7116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0943  -13.1168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0977  -13.9375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8061  -14.3426    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5157  -13.9317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5124  -13.1110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7994  -12.7013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7949  -11.8842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2188  -12.7002    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   10.2246  -14.3383    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9714  -14.3480    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5560  -14.3469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8493  -13.9355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1418  -14.3429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1407  -15.1610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8531  -15.5700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5577  -15.1602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4332  -15.5699    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7253  -15.1617    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
 21 24  1  0
 24 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4103420

   ---

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: 380.81

Molecular Weight (Monoisotopic): 380.0121

AlogP: 3.53

#Rotatable Bonds: 4

Polar Surface Area: 82.81

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.80

CX LogD: 3.80

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.51

Np Likeness Score: -0.40

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