ChemFOnt: Showing chemical card for alpha-N-Carbomethoxyacetyl-4-chloro-D-tryptophan (CFc000281299)

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

CFc000281299

Molecule Identification

Common Name

alpha-N-Carbomethoxyacetyl-4-chloro-D-tryptophan

Definition

Alpha-n-carbomethoxyacetyl-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-carbomethoxyacetyl-4-chloro-d-tryptophan is practically insoluble (in water) and a weakly acidic compound (based on its pKa). Alpha-n-carbomethoxyacetyl-4-chloro-d-tryptophan can be found in common pea, which makes alpha-n-carbomethoxyacetyl-4-chloro-d-tryptophan a potential biomarker for the consumption of this food product.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
a-N-Carbomethoxyacetyl-4-chloro-D-tryptophan	Generator
Α-N-carbomethoxyacetyl-4-chloro-D-tryptophan	Generator

Chemical Formula

C₁₅H₁₅ClN₂O₅

Average Molecular Weight

338.743

Monoisotopic Molecular Weight

338.066949307

IUPAC Name

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

Traditional Name

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

CAS Registry Number

27542-40-1

SMILES

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

InChI Identifier

InChI=1S/C15H15ClN2O5/c1-23-13(20)6-12(19)18-11(15(21)22)5-8-7-17-10-4-2-3-9(16)14(8)10/h2-4,7,11,17H,5-6H2,1H3,(H,18,19)(H,21,22)/t11-/m1/s1

InChI Key

ITVFBZXHWIFZDX-LLVKDONJSA-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
Substituted pyrrole
1,3-dicarbonyl compound
Benzenoid
Heteroaromatic compound
Pyrrole
Methyl ester
Secondary carboxylic acid amide
Carboxamide group
Carboxylic acid ester
Organoheterocyclic compound
Azacycle
Carboxylic acid
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organohalogen compound
Organochloride
Organonitrogen compound
Carbonyl group
Organooxygen compound
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0301783)

Food

Pulse

Pea

Common pea (FooDB: FOOD00141)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.057 g/L	ALOGPS
logP	1.87	ALOGPS
logP	1.64	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	3.77	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	7	ChemAxon
Refractivity	81.56 m³·mol⁻¹	ChemAxon
Polarizability	31.63 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

HMDB0301783

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB001405

KNApSAcK ID

Not Available

Chemspider ID

59696181

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

154326943

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for alpha-N-Carbomethoxyacetyl-4-chloro-D-tryptophan (CFc000281299)

MOL for CFc000281299 (alpha-N-Carbomethoxyacetyl-4-chloro-D-tryptophan)

3D MOL for CFc000281299 (alpha-N-Carbomethoxyacetyl-4-chloro-D-tryptophan)

3D SDF for CFc000281299 (alpha-N-Carbomethoxyacetyl-4-chloro-D-tryptophan)

3D-SDF for CFc000281299 (alpha-N-Carbomethoxyacetyl-4-chloro-D-tryptophan)

PDB for CFc000281299 (alpha-N-Carbomethoxyacetyl-4-chloro-D-tryptophan)

3D PDB for CFc000281299 (alpha-N-Carbomethoxyacetyl-4-chloro-D-tryptophan)

SMILES for CFc000281299 (alpha-N-Carbomethoxyacetyl-4-chloro-D-tryptophan)

INCHI for CFc000281299 (alpha-N-Carbomethoxyacetyl-4-chloro-D-tryptophan)

Structure for CFc000281299 (alpha-N-Carbomethoxyacetyl-4-chloro-D-tryptophan)

3D Structure for CFc000281299 (alpha-N-Carbomethoxyacetyl-4-chloro-D-tryptophan)