3-(methylsulfonamido)-3-oxopropylphosphonic acid

ID: ALA202288

PubChem CID: 44405766

Max Phase: Preclinical

Molecular Formula: C4H10NO6PS

Molecular Weight: 231.17

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C4H10NO6PS/c1-13(10,11)5-4(6)2-3-12(7,8)9/h2-3H2,1H3,(H,5,6)(H2,7,8,9)

Standard InChI Key:  ZACJMUYEHDWDFA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 13 12  0  0  0  0  0  0  0  0999 V2000
   -2.3469  -10.0065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3452  -10.8315    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3318  -11.6542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1702  -10.8392    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5202  -10.8240    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0628   -9.5976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0643   -8.7726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7803   -8.3591    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3499   -8.3563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4901   -8.7753    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2103   -9.1807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0821   -9.4872    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9026   -8.0589    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:

   

   ALA202288

   3-(Methylsulfonamido)-3-oxopropylphosphonic 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: 231.17

Molecular Weight (Monoisotopic): 230.9966

AlogP: -1.37

#Rotatable Bonds: 4

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: -2.62

CX LogD: -6.04

Aromatic Rings: ┄

Heavy Atoms: 13

QED Weighted: 0.51

Np Likeness Score: -0.23

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