(2-Hydroxycarbamoyl-ethyl)-phosphonic acid

ID: ALA196442

Chembl Id: CHEMBL196442

Cas Number: 499766-63-1

PubChem CID: 16216823

Max Phase: Preclinical

Molecular Formula: C3H8NO5P

Molecular Weight: 169.07

Molecule Type: Small molecule

Associated Items:

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

Associated Targets(Human)

TPI1 Tbio Triosephosphate isomerase (22 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

TPI1 Triosephosphate isomerase (6 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ALDOA Fructose-bisphosphate aldolase A (247 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
fbaA Fructose-bisphosphate aldolase class 2 (7 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 169.07Molecular Weight (Monoisotopic): 169.0140AlogP: -0.94#Rotatable Bonds: 3
Polar Surface Area: 106.86Molecular Species: ACIDHBA: 3HBD: 4
#RO5 Violations: HBA (Lipinski): 6HBD (Lipinski): 4#RO5 Violations (Lipinski):
CX Acidic pKa: 1.80CX Basic pKa: CX LogP: -2.38CX LogD: -4.76
Aromatic Rings: Heavy Atoms: 10QED Weighted: 0.25Np 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