3-Cyano-4-methyl-2-oxo-2H-chromen-7-yl methanesulfonate

ID: ALA4098180

PubChem CID: 137660646

Max Phase: Preclinical

Molecular Formula: C12H9NO5S

Molecular Weight: 279.27

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1c(C#N)c(=O)oc2cc(OS(C)(=O)=O)ccc12

Standard InChI:  InChI=1S/C12H9NO5S/c1-7-9-4-3-8(18-19(2,15)16)5-11(9)17-12(14)10(7)6-13/h3-5H,1-2H3

Standard InChI Key:  OWTCBVNTDVEYML-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
   25.5723   -2.2328    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.9850   -2.9427    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   26.3934   -2.2303    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.4034   -2.1255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4022   -2.9450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1103   -3.3540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1085   -1.7166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8171   -2.1219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8205   -2.9425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5289   -3.3477    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.2386   -2.9367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2352   -2.1161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5222   -1.7064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5177   -0.8892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9474   -3.3434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.6942   -3.3531    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.2788   -3.3519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9375   -1.7068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6439   -1.2960    0.0000 N   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
M  END

Alternative Forms

1. Parent:

   

   ALA4098180

   ---

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: 279.27

Molecular Weight (Monoisotopic): 279.0201

AlogP: 1.31

#Rotatable Bonds: 2

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: 1.00

CX LogD: 1.00

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.61

Np Likeness Score: -0.61

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