3-oxo-3-(phenylsulfonamido)propylphosphonic acid

ID: ALA197860

PubChem CID: 44405772

Max Phase: Preclinical

Molecular Formula: C9H12NO6PS

Molecular Weight: 293.24

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C9H12NO6PS/c11-9(6-7-17(12,13)14)10-18(15,16)8-4-2-1-3-5-8/h1-5H,6-7H2,(H,10,11)(H2,12,13,14)

Standard InChI Key:  QRFARXVZKHWJGB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 18  0  0  0  0  0  0  0  0999 V2000
    6.9305  -10.2716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9321  -11.0966    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    6.9457  -11.9192    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1072  -11.1043    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7570  -11.0890    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2152   -9.8606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2137   -9.0356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4985   -8.6244    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9273   -8.6217    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7848   -9.0384    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.0652   -9.4459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1950   -9.7541    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3745   -8.3226    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3530   -9.0236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6341   -9.4305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6268  -10.2582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3445  -10.6774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0606  -10.2682    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:

   

   ALA197860

   3-Oxo-3-(phenylsulfonamido)propylphosphonic acid

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: 293.24

Molecular Weight (Monoisotopic): 293.0123

AlogP: 0.06

#Rotatable Bonds: 5

Polar Surface Area: 120.77

Molecular Species: ACID

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.80

CX Basic pKa: ┄

CX LogP: -0.63

CX LogD: -4.05

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.66

Np Likeness Score: -0.62

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