2-(methylsulfonamido)-2-oxoethyl dihydrogen phosphate

ID: ALA370845

PubChem CID: 44405765

Max Phase: Preclinical

Molecular Formula: C3H8NO7PS

Molecular Weight: 233.14

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CS(=O)(=O)NC(=O)COP(=O)(O)O

Standard InChI:  InChI=1S/C3H8NO7PS/c1-13(9,10)4-3(5)2-11-12(6,7)8/h2H2,1H3,(H,4,5)(H2,6,7,8)

Standard InChI Key:  KRLKYDJDPJABAK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 13 12  0  0  0  0  0  0  0  0999 V2000
    9.6919   -0.8578    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6935   -1.6828    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    9.7070   -2.5055    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8684   -1.6905    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5185   -1.6753    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9760   -0.4489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9744    0.3761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2585    0.7897    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.6887    0.7924    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5487    0.3734    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.8285   -0.0319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9567   -0.3385    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1361    1.0899    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  7  1  0
  2  4  1  0
  7  8  1  0
  7  9  2  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
M  END

Alternative Forms

1. Parent:

   

   ALA370845

   2-(Methylsulfonamido)-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: 233.14

Molecular Weight (Monoisotopic): 232.9759

AlogP: -1.83

#Rotatable Bonds: 4

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: 1.27

CX Basic pKa: ┄

CX LogP: -2.49

CX LogD: -6.91

Aromatic Rings: ┄

Heavy Atoms: 13

QED Weighted: 0.49

Np Likeness Score: -0.09

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