ChemFOnt: Showing chemical card for alpha-N-Carboethoxyacetyl-4-chloro-D-tryptophan (CFc000281300)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:32:33 UTC

Chemfont ID

CFc000281300

Molecule Identification

Common Name

alpha-N-Carboethoxyacetyl-4-chloro-D-tryptophan

Definition

Alpha-n-carboethoxyacetyl-4-chloro-d-tryptophan is a member of the class of compounds known as N-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom. Alpha-n-carboethoxyacetyl-4-chloro-d-tryptophan is practically insoluble (in water) and a weakly acidic compound (based on its pKa). Alpha-n-carboethoxyacetyl-4-chloro-d-tryptophan can be found in common pea, which makes alpha-n-carboethoxyacetyl-4-chloro-d-tryptophan a potential biomarker for the consumption of this food product.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(2R)-3-(4-Chloro-1H-indol-3-yl)-2-[(3-ethoxy-1-hydroxy-3-oxopropylidene)amino]propanoate	Generator
a-N-Carboethoxyacetyl-4-chloro-D-tryptophan	Generator
Α-N-carboethoxyacetyl-4-chloro-D-tryptophan	Generator

Chemical Formula

C₁₆H₁₇ClN₂O₅

Average Molecular Weight

352.77

Monoisotopic Molecular Weight

352.082599371

IUPAC Name

(2R)-3-(4-chloro-1H-indol-3-yl)-2-(3-ethoxy-3-oxopropanamido)propanoic acid

Traditional Name

(2R)-3-(4-chloro-1H-indol-3-yl)-2-(3-ethoxy-3-oxopropanamido)propanoic acid

CAS Registry Number

27564-24-5

SMILES

CCOC(=O)CC(=O)N[C@H](CC1=CNC2=CC=CC(Cl)=C12)C(O)=O

InChI Identifier

InChI=1S/C16H17ClN2O5/c1-2-24-14(21)7-13(20)19-12(16(22)23)6-9-8-18-11-5-3-4-10(17)15(9)11/h3-5,8,12,18H,2,6-7H2,1H3,(H,19,20)(H,22,23)/t12-/m1/s1

InChI Key

DWVLUSJVGYOTDB-GFCCVEGCSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl 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-acyl-alpha amino acids

Alternative Parents

Substituents

N-acyl-alpha-amino acid
3-alkylindole
Indole
Indole or derivatives
Aryl chloride
Aryl halide
Dicarboxylic acid or derivatives
Benzenoid
1,3-dicarbonyl compound
Substituted pyrrole
Heteroaromatic compound
Pyrrole
Carboxamide group
Carboxylic acid ester
Secondary carboxylic acid amide
Carboxylic acid
Azacycle
Organoheterocyclic compound
Organooxygen compound
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Carbonyl group
Organohalogen compound
Organochloride
Organonitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0301784)

Food

Pulse

Pea

Common pea (FooDB: FOOD00141)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.064 g/L	ALOGPS
logP	2.29	ALOGPS
logP	1.99	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	3.84	ChemAxon
pKa (Strongest Basic)	-5.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	108.49 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	86.31 m³·mol⁻¹	ChemAxon
Polarizability	33.06 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

External Links

HMDB ID

HMDB0301784

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB001406

KNApSAcK ID

Not Available

Chemspider ID

59696182

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

154350626

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for alpha-N-Carboethoxyacetyl-4-chloro-D-tryptophan (CFc000281300)

MOL for CFc000281300 (alpha-N-Carboethoxyacetyl-4-chloro-D-tryptophan)

3D MOL for CFc000281300 (alpha-N-Carboethoxyacetyl-4-chloro-D-tryptophan)

3D SDF for CFc000281300 (alpha-N-Carboethoxyacetyl-4-chloro-D-tryptophan)

3D-SDF for CFc000281300 (alpha-N-Carboethoxyacetyl-4-chloro-D-tryptophan)

PDB for CFc000281300 (alpha-N-Carboethoxyacetyl-4-chloro-D-tryptophan)

3D PDB for CFc000281300 (alpha-N-Carboethoxyacetyl-4-chloro-D-tryptophan)

SMILES for CFc000281300 (alpha-N-Carboethoxyacetyl-4-chloro-D-tryptophan)

INCHI for CFc000281300 (alpha-N-Carboethoxyacetyl-4-chloro-D-tryptophan)

Structure for CFc000281300 (alpha-N-Carboethoxyacetyl-4-chloro-D-tryptophan)

3D Structure for CFc000281300 (alpha-N-Carboethoxyacetyl-4-chloro-D-tryptophan)