(2-Hydroxycarbamoyl-ethyl)-phosphonic acid

ID: ALA196442

Cas Number: 499766-63-1

PubChem CID: 16216823

Max Phase: Preclinical

Molecular Formula: C3H8NO5P

Molecular Weight: 169.07

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(CCP(=O)(O)O)NO

Standard InChI:  InChI=1S/C3H8NO5P/c5-3(4-6)1-2-10(7,8)9/h6H,1-2H2,(H,4,5)(H2,7,8,9)

Standard InChI Key:  NJYNBLZKSCNAIK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 10  9  0  0  0  0  0  0  0  0999 V2000
   -2.7501   -3.9188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0356   -3.5063    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3211   -3.9188    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7501   -4.7439    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4645   -3.5063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1790   -3.9188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8936   -3.5063    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6101   -3.0892    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3073   -4.2201    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4762   -2.7946    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  5  6  1  0
  1  2  1  0
  6  7  1  0
  1  4  2  0
  7  8  1  0
  7  9  2  0
  1  5  1  0
  7 10  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA196442

   [3-(Hydroxyamino)-3-oxopropyl]phosphonic 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: 169.07

Molecular Weight (Monoisotopic): 169.0140

AlogP: -0.94

#Rotatable Bonds: 3

Polar Surface Area: 106.86

Molecular Species: ACID

HBA: 3

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.80

CX Basic pKa: ┄

CX LogP: -2.38

CX LogD: -4.76

Aromatic Rings: ┄

Heavy Atoms: 10

QED Weighted: 0.25

Np Likeness Score: 0.33

References

1. Fonvielle M, Mariano S, Therisod M..  (2005)  New inhibitors of rabbit muscle triose-phosphate isomerase.,  15  (11): [PMID:15911278] [10.1016/j.bmcl.2005.03.061]

2. 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]

3. Fonvielle M, Therisod H, Hemery M, Therisod M..  (2007)  New competitive inhibitors of cytosolic (NADH-dependent) rabbit muscle glycerophosphate dehydrogenase.,  17  (2): [PMID:17088060] [10.1016/j.bmcl.2006.10.030]

Source

Source(1):

• Scientific Literature