ChemFOnt: Showing chemical card for Carbamic acid, (2-((3-fluoro-1-methyl-2-oxopropyl)amino)-2-oxo-1-(phenylmethyl)ethyl)-, phenylmethyl ester (CFc000239160)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 02:14:00 UTC

Chemfont ID

CFc000239160

Molecule Identification

Common Name

Carbamic acid, (2-((3-fluoro-1-methyl-2-oxopropyl)amino)-2-oxo-1-(phenylmethyl)ethyl)-, phenylmethyl ester

Definition

Z-FA-FMK, also known as Z-phe-ala-CH2F or ZFA-FMK, belongs to the class of organic compounds known as phenylalanine and derivatives. Phenylalanine and derivatives are compounds containing phenylalanine or a derivative thereof resulting from reaction of phenylalanine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. Based on a literature review a significant number of articles have been published on Z-FA-FMK.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
MDL 201053, (S-(R,r))-isomer	MeSH
Z-Phe-ala-FMK	MeSH
ZFA-FMK	MeSH
Benzyloxycarbonylphenylalanyl-alanine fluoromethyl ketone	MeSH
Carbobenzoxy-L-phenylalanyl-(D,L)-alanyl fluoromethyl ketone	MeSH
MDL 201053, (R-(R,s))-isomer	MeSH
Z-Phe-ala-CH2F	MeSH
Z-Phe-alach2f	MeSH
Benzyloxycarbonyl-phe-ala-fluormethylketone	MeSH
2-{[(benzyloxy)(hydroxy)methylidene]amino}-N-(4-fluoro-3-oxobutan-2-yl)-3-phenylpropanimidate	Generator

Chemical Formula

C₂₁H₂₃FN₂O₄

Average Molecular Weight

386.423

Monoisotopic Molecular Weight

386.164185392

IUPAC Name

benzyl N-{1-[(4-fluoro-3-oxobutan-2-yl)carbamoyl]-2-phenylethyl}carbamate

Traditional Name

benzyl N-{1-[(4-fluoro-3-oxobutan-2-yl)carbamoyl]-2-phenylethyl}carbamate

CAS Registry Number

Not Available

SMILES

CC(NC(=O)C(CC1=CC=CC=C1)NC(=O)OCC1=CC=CC=C1)C(=O)CF

InChI Identifier

InChI=1S/C21H23FN2O4/c1-15(19(25)13-22)23-20(26)18(12-16-8-4-2-5-9-16)24-21(27)28-14-17-10-6-3-7-11-17/h2-11,15,18H,12-14H2,1H3,(H,23,26)(H,24,27)

InChI Key

ASXVEBPEZMSPHB-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylalanine and derivatives. Phenylalanine and derivatives are compounds containing phenylalanine or a derivative thereof resulting from reaction of phenylalanine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Phenylalanine and derivatives

Alternative Parents

Substituents

Phenylalanine or derivatives
Alpha-amino acid amide
Benzyloxycarbonyl
Amphetamine or derivatives
Fatty acyl
Benzenoid
Fatty amide
Monocyclic benzene moiety
Alpha-haloketone
Carbamic acid ester
Secondary carboxylic acid amide
Carbonic acid derivative
Ketone
Carboxamide group
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Organofluoride
Organohalogen compound
Carbonyl group
Alkyl halide
Alkyl fluoride
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.0072 g/L	ALOGPS
logP	2.42	ALOGPS
logP	3.11	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	12.64	ChemAxon
pKa (Strongest Basic)	-4.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	84.5 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	101.65 m³·mol⁻¹	ChemAxon
Polarizability	39.54 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

HMDB0259964

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

108843

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Z-FA-FMK

METLIN ID

Not Available

PubChem Compound

122019

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Carbamic acid, (2-((3-fluoro-1-methyl-2-oxopropyl)amino)-2-oxo-1-(phenylmethyl)ethyl)-, phenylmethyl ester (CFc000239160)

MOL for CFc000239160 (Carbamic acid, (2-((3-fluoro-1-methyl-2-oxopropyl)amino)-2-oxo-1-(phenylmethyl)ethyl)-, phenylmethyl ester)

3D MOL for CFc000239160 (Carbamic acid, (2-((3-fluoro-1-methyl-2-oxopropyl)amino)-2-oxo-1-(phenylmethyl)ethyl)-, phenylmethyl ester)

3D SDF for CFc000239160 (Carbamic acid, (2-((3-fluoro-1-methyl-2-oxopropyl)amino)-2-oxo-1-(phenylmethyl)ethyl)-, phenylmethyl ester)

3D-SDF for CFc000239160 (Carbamic acid, (2-((3-fluoro-1-methyl-2-oxopropyl)amino)-2-oxo-1-(phenylmethyl)ethyl)-, phenylmethyl ester)

PDB for CFc000239160 (Carbamic acid, (2-((3-fluoro-1-methyl-2-oxopropyl)amino)-2-oxo-1-(phenylmethyl)ethyl)-, phenylmethyl ester)

3D PDB for CFc000239160 (Carbamic acid, (2-((3-fluoro-1-methyl-2-oxopropyl)amino)-2-oxo-1-(phenylmethyl)ethyl)-, phenylmethyl ester)

SMILES for CFc000239160 (Carbamic acid, (2-((3-fluoro-1-methyl-2-oxopropyl)amino)-2-oxo-1-(phenylmethyl)ethyl)-, phenylmethyl ester)

INCHI for CFc000239160 (Carbamic acid, (2-((3-fluoro-1-methyl-2-oxopropyl)amino)-2-oxo-1-(phenylmethyl)ethyl)-, phenylmethyl ester)

Structure for CFc000239160 (Carbamic acid, (2-((3-fluoro-1-methyl-2-oxopropyl)amino)-2-oxo-1-(phenylmethyl)ethyl)-, phenylmethyl ester)

3D Structure for CFc000239160 (Carbamic acid, (2-((3-fluoro-1-methyl-2-oxopropyl)amino)-2-oxo-1-(phenylmethyl)ethyl)-, phenylmethyl ester)