Details of the Drug

General Information of Drug (ID: DM2D947)

Drug Name

Phosphoenolpyruvate

Synonyms

phosphoenolpyruvate; Phosphoenolpyruvic acid; 138-08-9; 2-(phosphonooxy)prop-2-enoic acid; Phosphopyruvic acid; 2-Propenoic acid, 2-(phosphonooxy)-; PEP; UNII-545YL308OW; 2-Phosphonooxyprop-2-enoic acid; 2-Dihydroxyphosphinoyloxyacrylic acid; CHEBI:44897; DTBNBXWJWCWCIK-UHFFFAOYSA-N; 545YL308OW; P-enol-pyruvate; Barium silver 2-(phosphonatooxy)acrylate; 2-phosphonooxyprop-2-enoate; 2-(phosphonooxy)-2-propenoic acid; 923-14-8; P-enolpyruvate; 1nhx; EINECS 213-089-8; EINECS 205-312-2; AC1L1AIQ; Phospho(enol)pyruvic acid; bmse000107

Indication

Disease Entry	ICD 11	Status	REF
Discovery agent	N.A.	Investigative	[1]
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Drug Type

Small molecular drug

Structure

3D MOL

2D MOL

#Ro5 Violations (Lipinski): 0

Molecular Weight (mw)

168.04

Logarithm of the Partition Coefficient (xlogp)

-1.1

Rotatable Bond Count (rotbonds)

Hydrogen Bond Donor Count (hbonddonor)

Hydrogen Bond Acceptor Count (hbondacc)

Chemical Identifiers

Formula: C3H5O6P
IUPAC Name: 2-phosphonooxyprop-2-enoic acid
Canonical SMILES: C=C(C(=O)O)OP(=O)(O)O
InChI: InChI=1S/C3H5O6P/c1-2(3(4)5)9-10(6,7)8/h1H2,(H,4,5)(H2,6,7,8)
InChIKey: DTBNBXWJWCWCIK-UHFFFAOYSA-N

Cross-matching ID

PubChem CID: 1005
ChEBI ID: CHEBI:44897
CAS Number: 138-08-9
UNII: 545YL308OW
DrugBank ID: DB01819
TTD ID: D0T3AE
INTEDE ID: DR2123

Molecular Interaction Atlas of This Drug

Drug Therapeutic Target (DTT)

DTT Name	DTT ID	UniProt ID	MOA	REF
Bacterial Deoxy-D-manno-octulosonate 8-phosphate synthase (Bact kdsA)	TTVNA43	KDSA_ECOLI	Inhibitor	[2]

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Drug-Metabolizing Enzyme (DME)

DME Name	DME ID	UniProt ID	MOA	REF
Phosphoenolpyruvate carboxykinase (PCK1)	DEPLH5Z	PCKGC_HUMAN	Substrate	[3]
Red cell/liver pyruvate kinase (PKLR)	DETH24K	KPYR_HUMAN	Substrate	[4]

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Drug Off-Target (DOT)

DOT Name	DOT ID	UniProt ID	Interaction	REF
Amyloid-beta precursor protein (APP)	OTKFD7R4	A4_HUMAN	Protein Interaction/Cellular Processes	[5]
Pyruvate kinase PKM (PKM)	OTLHHMC2	KPYM_HUMAN	Regulation of Drug Effects	[6]

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Molecular Interaction Atlas (MIA)

MIA Detail

Jump to Detail Molecular Interaction Atlas of This Drug

References

1	URL: http://www.guidetopharmacology.org Nucleic Acids Res. 2015 Oct 12. pii: gkv1037. The IUPHAR/BPS Guide to PHARMACOLOGY in 2016: towards curated quantitative interactions between 1300 protein targets and 6000 ligands. (Ligand id: 4692).
2	How many drug targets are there Nat Rev Drug Discov. 2006 Dec;5(12):993-6.
3	Tyr235 of human cytosolic phosphoenolpyruvate carboxykinase influences catalysis through an anion-quadrupole interaction with phosphoenolpyruvate carboxylate. FEBS J. 2008 Dec;275(23):5810-9.
4	Energetic coupling between an oxidizable cysteine and the phosphorylatable N-terminus of human liver pyruvate kinase. Biochemistry. 2013 Jan 22;52(3):466-76.
5	High-energy compounds promote physiological processing of Alzheimer's amyloid- precursor protein and boost cell survival in culture. J Neurochem. 2012 Nov;123(4):525-31. doi: 10.1111/j.1471-4159.2012.07923.x. Epub 2012 Sep 21.
6	In vitro effects of some flavones on human pyruvate kinase isoenzyme M2. J Biochem Mol Toxicol. 2015 Mar;29(3):109-13. doi: 10.1002/jbt.21673. Epub 2014 Nov 11.