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

ID: ALA4093867

PubChem CID: 137654951

Max Phase: Preclinical

Molecular Formula: C16H10ClNO7S

Molecular Weight: 395.78

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(=O)oc2cc(OS(=O)(=O)c3ccc(Cl)c([N+](=O)[O-])c3)ccc12

Standard InChI:  InChI=1S/C16H10ClNO7S/c1-9-6-16(19)24-15-7-10(2-4-12(9)15)25-26(22,23)11-3-5-13(17)14(8-11)18(20)21/h2-8H,1H3

Standard InChI Key:  ZNXYQKZDMPITIA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
    4.3872   -2.8891    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8000   -3.5989    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.2084   -2.8866    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2183   -2.7817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2172   -3.6013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9252   -4.0102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9234   -2.3729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6320   -2.7781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6354   -3.5988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3439   -4.0039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0535   -3.5929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0501   -2.7723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3371   -2.3626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3326   -1.5454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7623   -3.9996    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5091   -4.0093    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0937   -4.0082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3870   -3.5990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6812   -4.0075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6820   -4.8246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3945   -5.2315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0974   -4.8206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9755   -5.2353    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.3993   -6.0519    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1091   -6.4569    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6937   -6.4641    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
 20 23  1  0
 24 25  2  0
 24 26  1  0
 21 24  1  0
M  CHG  2  24   1  26  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4093867

   ---

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: 395.78

Molecular Weight (Monoisotopic): 394.9867

AlogP: 3.43

#Rotatable Bonds: 4

Polar Surface Area: 116.72

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.84

CX LogD: 3.84

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.29

Np Likeness Score: -1.18

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