2-oxo-2-(phenylsulfonamido)ethyl dihydrogen phosphate

ID: ALA199843

Cas Number: 872094-78-5

PubChem CID: 11507620

Max Phase: Preclinical

Molecular Formula: C8H10NO7PS

Molecular Weight: 295.21

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(COP(=O)(O)O)NS(=O)(=O)c1ccccc1

Standard InChI:  InChI=1S/C8H10NO7PS/c10-8(6-16-17(11,12)13)9-18(14,15)7-4-2-1-3-5-7/h1-5H,6H2,(H,9,10)(H2,11,12,13)

Standard InChI Key:  WMMLULMJUIHKNA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 18  0  0  0  0  0  0  0  0999 V2000
   17.9576   -1.1007    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9591   -1.9257    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   17.9728   -2.7482    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1343   -1.9334    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.7841   -1.9181    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.2423   -0.6897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2407    0.1353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5255    0.5465    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.9544    0.5492    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8119    0.1325    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   15.0923   -0.2750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2221   -0.5832    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4016    0.8483    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.3801    0.1473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6611   -0.2596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6539   -1.0873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3716   -1.5065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0877   -1.0973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  5  2  0
  8 10  1  0
  2  3  1  0
 10 11  1  0
  1  6  1  0
 10 12  2  0
  1  2  1  0
 10 13  2  0
  6  7  1  0
 11 14  2  0
  2  4  1  0
 14 15  1  0
  7  8  1  0
 15 16  2  0
 16 17  1  0
  7  9  2  0
 17 18  2  0
 18 11  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA199843

   [2-(Benzenesulfonamido)-2-oxoethyl] dihydrogen phosphate

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: 295.21

Molecular Weight (Monoisotopic): 294.9916

AlogP: -0.40

#Rotatable Bonds: 5

Polar Surface Area: 130.00

Molecular Species: ACID

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.26

CX Basic pKa: ┄

CX LogP: -0.37

CX LogD: -4.80

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.63

Np Likeness Score: -0.52

References

1. Gavalda S, Braga R, Dax C, Vigroux A, Blonski C..  (2005)  N-Sulfonyl hydroxamate derivatives as inhibitors of class II fructose-1,6-diphosphate aldolase.,  15  (24): [PMID:16236509] [10.1016/j.bmcl.2005.09.006]

Source

Source(1):

• Scientific Literature