Phosphoric acid monohydroxycarbamoylmethyl ester

ID: ALA371668

Chembl Id: CHEMBL371668

Cas Number: 51528-59-7

PubChem CID: 4797

Max Phase: Preclinical

Molecular Formula: C2H6NO6P

Molecular Weight: 171.04

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Phosphoglycolohydroxamate | Phosphoglycolohydroxamic Acid | Phosphoric Acid Monohydroxycarbamoylmethyl Ester | Phosphoglycolohydroxamic Acid|phosphoglycolohydroxamate|51528-59-7|2-(hydroxyamino)-2-oxoethyl dihydrogen phosphate|Acetamide, N-hydroxy-2-(phosphonooxy)-|CHEMBL371668|CHEBI:28475|PGH|1tpw|1trd|1ik4|J5JKF7VX5A|[2-(hydroxyamino)-2-oxoethyl] dihydrogen phosphate|SCHEMBL4309631|DTXSID90199497|N-Hydroxy-2-(phosphonooxy)acetamide|BDBM50167777|DB02739|DB03026|[(hydroxycarbamoyl)methoxy]phosphShow More⌵

Canonical SMILES:  O=C(COP(=O)(O)O)NO

Standard InChI:  InChI=1S/C2H6NO6P/c4-2(3-5)1-9-10(6,7)8/h5H,1H2,(H,3,4)(H2,6,7,8)

Standard InChI Key:  BAXHHWZKQZIJID-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 10  9  0  0  0  0  0  0  0  0999 V2000
    0.2771    0.9032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2771    0.0782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9915    1.3157    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9915    2.1407    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4374    1.3157    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4374   -0.3343    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4374   -1.9843    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2624   -1.1593    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3876   -1.1593    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4374   -1.1593    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  3  1  0
  1  5  2  0
  2  6  1  0
  3  4  1  0
  6 10  1  0
  7 10  2  0
  8 10  1  0
  9 10  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA371668

   PHOSPHOGLYCOLOHYDROXAMATE

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: 171.04

Molecular Weight (Monoisotopic): 170.9933

AlogP: -1.40

#Rotatable Bonds: 3

Polar Surface Area: 116.09

Molecular Species: ACID

HBA: 4

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.32

CX Basic pKa: ┄

CX LogP: -1.97

CX LogD: -5.44

Aromatic Rings: ┄

Heavy Atoms: 10

QED Weighted: 0.24

Np Likeness Score: 0.53

References

1. Fonvielle M, Weber P, Dabkowska K, Therisod M..  (2004)  New highly selective inhibitors of class II fructose-1,6-bisphosphate aldolases.,  14  (11): [PMID:15125960] [10.1016/j.bmcl.2004.03.040]

2. 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]

3. 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]

4. 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]

5. Yep A, Sorenson RJ, Wilson MR, Showalter HD, Larsen SD, Keller PR, Woodard RW..  (2011)  Enediol mimics as inhibitors of the D-arabinose 5-phosphate isomerase (KdsD) from Francisella tularensis.,  21  (9): [PMID:21236668] [10.1016/j.bmcl.2010.12.066]

Source

Source(1):

• Scientific Literature