4-Methyl-8-nitro-2-oxo-2H-chromen-7-yl 4-chloro-3-nitrobenzenesulfonate

ID: ALA4086241

PubChem CID: 137642208

Max Phase: Preclinical

Molecular Formula: C16H9ClN2O9S

Molecular Weight: 440.77

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(=O)oc2c([N+](=O)[O-])c(OS(=O)(=O)c3ccc(Cl)c([N+](=O)[O-])c3)ccc12

Standard InChI:  InChI=1S/C16H9ClN2O9S/c1-8-6-14(20)27-16-10(8)3-5-13(15(16)19(23)24)28-29(25,26)9-2-4-11(17)12(7-9)18(21)22/h2-7H,1H3

Standard InChI Key:  NSOYMAVALQUTEV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 29 31  0  0  0  0  0  0  0  0999 V2000
    5.4108   -2.8849    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8235   -3.5948    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.2319   -2.8824    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2419   -2.7776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2407   -3.5971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9488   -4.0061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9470   -2.3687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6556   -2.7740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6590   -3.5946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3674   -3.9998    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0770   -3.5888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0737   -2.7682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3607   -2.3585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3562   -1.5413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7859   -3.9955    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5327   -4.0052    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1173   -4.0040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4105   -3.5948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7047   -4.0034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7056   -4.8205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4181   -5.2273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1209   -4.8165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9481   -4.8260    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.6561   -5.2341    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2407   -5.2350    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9991   -5.2311    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.9960   -3.5950    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2887   -4.0043    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9951   -2.7778    0.0000 O   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
 11 15  2  0
  5 16  1  0
 16  2  1  0
  2 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
 23 24  2  0
 23 25  1  0
  6 23  1  0
 20 26  1  0
 27 28  2  0
 27 29  1  0
 19 27  1  0
M  CHG  4  23   1  25  -1  27   1  29  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4086241

   ---

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: 440.77

Molecular Weight (Monoisotopic): 439.9717

AlogP: 3.34

#Rotatable Bonds: 5

Polar Surface Area: 159.86

Molecular Species: NEUTRAL

HBA: 9

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 11

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.78

CX LogD: 3.78

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.25

Np Likeness Score: -1.01

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