(R)-[[(4-ethyl-2,3-dioxopiperazin-1-yl)carbonyl]amino]phenylacetic acid (CED0096663)

Record Information

Version

1.0

Creation Date

2016-06-03 13:24:39 UTC

Update Date

2026-08-19 10:37:19 UTC

SynCED ID

CED0096663

Secondary Accession Numbers

CHEM045540

Identification

Common Name

(R)-[[(4-ethyl-2,3-dioxopiperazin-1-yl)carbonyl]amino]phenylacetic acid

Class

Small Molecule

Description

(R)-[[(4-ethyl-2,3-dioxopiperazin-1-yl)carbonyl]amino]phenylacetic acid is an organic compound with the formula C15H17N3O5 and an average molecular weight of 319.32 g/mol. (R)-[[(4-ethyl-2,3-dioxopiperazin-1-yl)carbonyl]amino]phenylacetic acid belongs to the amino acids, peptides, and analogues, a subclass of carboxylic acids and derivatives within the organic compounds. This substance has been found in or released from drinking water and water supply, specifically drinking water. The recorded exposure route for this compound is oral.

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(2R)-2-{[(4-ethyl-2,3-dioxopiperazin-1-yl)(hydroxy)methylidene]amino}-2-phenylacetate	Generator

Chemical Formula

C₁₅H₁₇N₃O₅

Average Molecular Mass

319.317 g/mol

Monoisotopic Mass

319.117 g/mol

CAS Registry Number

63422-71-9

IUPAC Name

(2R)-2-{[(4-ethyl-2,3-dioxopiperazin-1-yl)(hydroxy)methylidene]amino}-2-phenylacetic acid

Traditional Name

(R)-{[(4-ethyl-2,3-dioxopiperazin-1-yl)(hydroxy)methylidene]amino}(phenyl)acetic acid

SMILES

[H][C@](N=C(O)N1CCN(CC)C(=O)C1=O)(C(O)=O)C1=CC=CC=C1

InChI Identifier

InChI=1S/C15H17N3O5/c1-2-17-8-9-18(13(20)12(17)19)15(23)16-11(14(21)22)10-6-4-3-5-7-10/h3-7,11H,2,8-9H2,1H3,(H,16,23)(H,21,22)/t11-/m1/s1

InChI Key

JQEHQELQPPKXRR-LLVKDONJSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-carbamoyl-alpha amino acids. N-carbamoyl-alpha amino acids are compounds containing an alpha amino acid which bears an carbamoyl group at its terminal nitrogen atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

N-carbamoyl-alpha amino acids

Alternative Parents

Substituents

N-carbamoyl-alpha-amino acid
Piperazine-1-carboxamide
Dioxopiperazine
N-acyl urea
Ureide
N-alkylpiperazine
Monocyclic benzene moiety
1,4-diazinane
Piperazine
Benzenoid
Tertiary carboxylic acid amide
Dicarboximide
Urea
Carboxamide group
Lactam
Carbonic acid derivative
Organoheterocyclic compound
Azacycle
Carboxylic acid
Monocarboxylic acid or derivatives
Organooxygen compound
Organic nitrogen compound
Organic oxide
Carbonyl group
Hydrocarbon derivative
Organic oxygen compound
Organopnictogen compound
Organonitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Organoleptic Effects

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.41 g/L	ALOGPS
logP	0.93	ALOGPS
logP	1.09	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	2.69	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	110.51 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	79.66 m³·mol⁻¹	ChemAxon
Polarizability	31.5 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00di-0239000000-692f58a442a0c6a8a483	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0006-0921000000-bf80f08c0e740e9d6140	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0f6x-9700000000-0f3847bee763ac8fe057	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-014i-0869000000-2376cff0c2e59d38e202	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0006-6970000000-df0cf5ea0fbec510cb64	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-006x-9300000000-77d4c7b817a5f1982c33	Not Available	View Spectrum

Toxicity Profile

Toxicity Values

Toxicity Value	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Toxicity Rating	Reference
3888.0 Log mg/kg [2200:6900]	Rat	LD50	oral	predicted	Not Available	Not Available

Toxicity / Toxin Class

Not Available

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

Not Available

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Health Effects

Health Effect	Relationship	Direction	Description	Reference

Exposure Sources

Source ID	Source	Sector	Reference
CEDs000115	Drinking water?Drinking water can be a medium for synthetic chemical contamination, often originating from various industrial processes and agricultural practices.	Drinking water & water supply	Not Available

Pathways

0 pathwaysPathway Source: PathBank

No pathways found

No metabolic pathways have been associated with this synthetic chemical

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Pyruvate carboxylase	A0A0H3JRU9	Staphylococcus aureus (strain Mu50 / ATCC 700699)	Predicted (SEA)	Prediction Confidence Score 0.271 Applicability Domain 0.271 Low confidence Statistical Significance 0.001 Supporting Reference Compounds 1 E-value 7.86277
Click to view 3D structure	Cytochrome P450 2D6	P10635	Humans	Predicted (SEA)	Prediction Confidence Score 0.266 Applicability Domain 0.279 Low confidence Statistical Significance 0.2984 Supporting Reference Compounds 1130 E-value 2323.41
Click to view 3D structure	Delta-type opioid receptor	P41143	Humans	Predicted (SEA)	Prediction Confidence Score 0.265 Applicability Domain 0.279 Low confidence Statistical Significance 0.1114 Supporting Reference Compounds 427 E-value 867.162
Click to view 3D structure	Muscarinic acetylcholine receptor M1	P11229	Humans	Predicted (SEA)	Prediction Confidence Score 0.262 Applicability Domain 0.266 Low confidence Statistical Significance 0.0975 Supporting Reference Compounds 385 E-value 759.341
Click to view 3D structure	Muscarinic acetylcholine receptor M3	P20309	Humans	Predicted (SEA)	Prediction Confidence Score 0.262 Applicability Domain 0.266 Low confidence Statistical Significance 0.0756 Supporting Reference Compounds 310 E-value 588.696
Click to view 3D structure	Muscarinic acetylcholine receptor M4	P08173	Humans	Predicted (SEA)	Prediction Confidence Score 0.262 Applicability Domain 0.266 Low confidence Statistical Significance 0.0725 Supporting Reference Compounds 297 E-value 564.407
Click to view 3D structure	Muscarinic acetylcholine receptor M5	P08912	Humans	Predicted (SEA)	Prediction Confidence Score 0.261 Applicability Domain 0.266 Low confidence Statistical Significance 0.0705 Supporting Reference Compounds 266 E-value 548.603
Click to view 3D structure	Muscarinic acetylcholine receptor M2	P08172	Humans	Predicted (SEA)	Prediction Confidence Score 0.261 Applicability Domain 0.266 Low confidence Statistical Significance 0.0964 Supporting Reference Compounds 373 E-value 750.233
Click to view 3D structure	Kappa-type opioid receptor	P41145	Humans	Predicted (SEA)	Prediction Confidence Score 0.26 Applicability Domain 0.279 Low confidence Statistical Significance 0.1612 Supporting Reference Compounds 532 E-value 1255.16
Click to view 3D structure	Muscarinic acetylcholine receptor M1	P08482	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.258 Applicability Domain 0.266 Low confidence Statistical Significance 0.0279 Supporting Reference Compounds 109 E-value 217.199
Click to view 3D structure	Kappa-type opioid receptor	P41144	Cavia porcellus	Predicted (SEA)	Prediction Confidence Score 0.257 Applicability Domain 0.279 Low confidence Statistical Significance 0.0682 Supporting Reference Compounds 199 E-value 530.854
Click to view 3D structure	Sigma non-opioid intracellular receptor 1	Q99720	Humans	Predicted (SEA)	Prediction Confidence Score 0.255 Applicability Domain 0.262 Low confidence Statistical Significance 0.1838 Supporting Reference Compounds 562 E-value 1431.18
Click to view 3D structure	5-hydroxytryptamine receptor 2A	P28223	Humans	Predicted (SEA)	Prediction Confidence Score 0.255 Applicability Domain 0.26 Low confidence Statistical Significance 0.2575 Supporting Reference Compounds 955 E-value 2004.7
Click to view 3D structure	5-hydroxytryptamine receptor 2C	P28335	Humans	Predicted (SEA)	Prediction Confidence Score 0.255 Applicability Domain 0.26 Low confidence Statistical Significance 0.2325 Supporting Reference Compounds 823 E-value 1809.68
Click to view 3D structure	Mu-type opioid receptor	P35372	Humans	Predicted (SEA)	Prediction Confidence Score 0.255 Applicability Domain 0.269 Low confidence Statistical Significance 0.1843 Supporting Reference Compounds 527 E-value 1434.68
Click to view 3D structure	Mu-type opioid receptor	P33535	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.254 Applicability Domain 0.269 Low confidence Statistical Significance 0.0794 Supporting Reference Compounds 229 E-value 618.201
Click to view 3D structure	5-hydroxytryptamine receptor 2B	P41595	Humans	Predicted (SEA)	Prediction Confidence Score 0.25 Applicability Domain 0.26 Low confidence Statistical Significance 0.2314 Supporting Reference Compounds 686 E-value 1801.59
Click to view 3D structure	Prostaglandin G/H synthase 1	P23219	Humans	Predicted (SEA)	Prediction Confidence Score 0.25 Applicability Domain 0.259 Low confidence Statistical Significance 0.0539 Supporting Reference Compounds 136 E-value 419.374
Click to view 3D structure	Prostaglandin G/H synthase 2	P35354	Humans	Predicted (SEA)	Prediction Confidence Score 0.25 Applicability Domain 0.259 Low confidence Statistical Significance 0.0853 Supporting Reference Compounds 201 E-value 664.054
Click to view 3D structure	Mast cell carboxypeptidase A	P15088	Humans	Predicted (SEA)	Prediction Confidence Score 0.25 Applicability Domain 0.255 Low confidence Statistical Significance 0.0077 Supporting Reference Compounds 2 E-value 60.3331
Click to view 3D structure	Solute carrier family 15 member 1	P46059	Humans	Predicted (SEA)	Prediction Confidence Score 0.25 Applicability Domain 0.268 Low confidence Statistical Significance 0.0172 Supporting Reference Compounds 3 E-value 133.823
Click to view 3D structure	Alkaline ceramidase 2	Q5QJU3	Humans	Predicted (SEA)	Prediction Confidence Score 0.25 Applicability Domain 0.25 Low confidence Statistical Significance 0.0101 Supporting Reference Compounds 1 E-value 79.017
Click to view 3D structure	Muscarinic acetylcholine receptor M2	P10980	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.249 Applicability Domain 0.266 Low confidence Statistical Significance 0.0234 Supporting Reference Compounds 98 E-value 181.934
Click to view 3D structure	Alpha-1D adrenergic receptor	P25100	Humans	Predicted (SEA)	Prediction Confidence Score 0.249 Applicability Domain 0.26 Low confidence Statistical Significance 0.0972 Supporting Reference Compounds 258 E-value 757.006
Click to view 3D structure	Histamine H1 receptor	P35367	Humans	Predicted (SEA)	Prediction Confidence Score 0.249 Applicability Domain 0.26 Low confidence Statistical Significance 0.2013 Supporting Reference Compounds 507 E-value 1567.42