3-Cyano-4-methyl-2-oxo-2H-chromen-7-yl octane-1-sulfonate

ID: ALA4090465

PubChem CID: 137644233

Max Phase: Preclinical

Molecular Formula: C19H23NO5S

Molecular Weight: 377.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCCS(=O)(=O)Oc1ccc2c(C)c(C#N)c(=O)oc2c1

Standard InChI:  InChI=1S/C19H23NO5S/c1-3-4-5-6-7-8-11-26(22,23)25-15-9-10-16-14(2)17(13-20)19(21)24-18(16)12-15/h9-10,12H,3-8,11H2,1-2H3

Standard InChI Key:  RBUNZKLINLPRDR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 27  0  0  0  0  0  0  0  0999 V2000
   16.1664  -12.0226    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.5791  -12.7325    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   16.9875  -12.0201    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9974  -11.9153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9963  -12.7348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7043  -13.1438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7025  -11.5064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4112  -11.9117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4145  -12.7323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1230  -13.1375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.8326  -12.7265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8292  -11.9059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1162  -11.4962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1118  -10.6790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5414  -13.1332    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.2883  -13.1428    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8728  -13.1417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5315  -11.4965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2380  -11.0858    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.1645  -12.7342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4574  -13.1439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7491  -12.7364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0420  -13.1461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0433  -13.9633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7516  -14.3708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4587  -13.9611    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
 11 15  2  0
  5 16  1  0
 16  2  1  0
  2 17  1  0
 18 19  3  0
 12 18  1  0
 17 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4090465

   ---

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: 377.46

Molecular Weight (Monoisotopic): 377.1297

AlogP: 4.04

#Rotatable Bonds: 9

Polar Surface Area: 97.37

Molecular Species: ┄

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.25

CX LogD: 4.25

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.37

Np Likeness Score: -0.37

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