ChemFOnt: Showing chemical card for 6-[4-(1,3-dioxo-2,3,4,5,6,7-hexahydro-1H-isoindol-2-yl)-5-fluoro-2-[(prop-2-yn-1-yl)amino]phenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000161120)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:50:08 UTC

Chemfont ID

CFc000161120

Molecule Identification

Common Name

6-[4-(1,3-dioxo-2,3,4,5,6,7-hexahydro-1H-isoindol-2-yl)-5-fluoro-2-[(prop-2-yn-1-yl)amino]phenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

Definition

6-[4-(1,3-dioxo-2,3,4,5,6,7-hexahydro-1H-isoindol-2-yl)-5-fluoro-2-[(prop-2-yn-1-yl)amino]phenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose. Based on a literature review very few articles have been published on 6-[4-(1,3-dioxo-2,3,4,5,6,7-hexahydro-1H-isoindol-2-yl)-5-fluoro-2-[(prop-2-yn-1-yl)amino]phenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
6-[4-(1,3-Dioxo-2,3,4,5,6,7-hexahydro-1H-isoindol-2-yl)-5-fluoro-2-[(prop-2-yn-1-yl)amino]phenoxy]-3,4,5-trihydroxyoxane-2-carboxylate	Generator

Chemical Formula

C₂₃H₂₃FN₂O₉

Average Molecular Weight

490.44

Monoisotopic Molecular Weight

490.138758492

IUPAC Name

6-[4-(1,3-dioxo-2,3,4,5,6,7-hexahydro-1H-isoindol-2-yl)-5-fluoro-2-[(prop-2-yn-1-yl)amino]phenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

Traditional Name

6-[4-(1,3-dioxo-4,5,6,7-tetrahydroisoindol-2-yl)-5-fluoro-2-(prop-2-yn-1-ylamino)phenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

OC1C(O)C(OC2=C(NCC#C)C=C(N3C(=O)C4=C(CCCC4)C3=O)C(F)=C2)OC(C1O)C(O)=O

InChI Identifier

InChI=1S/C23H23FN2O9/c1-2-7-25-13-9-14(26-20(30)10-5-3-4-6-11(10)21(26)31)12(24)8-15(13)34-23-18(29)16(27)17(28)19(35-23)22(32)33/h1,8-9,16-19,23,25,27-29H,3-7H2,(H,32,33)

InChI Key

IRWCMWNDEAKPHG-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Phenolic glycosides

Alternative Parents

Substituents

Phenolic glycoside
O-glucuronide
1-o-glucuronide
Glucuronic acid or derivatives
Hexose monosaccharide
1-phenylpyrroline
O-glycosyl compound
Isoindolone
Isoindole or derivatives
Isoindole
Phenoxy compound
Phenylalkylamine
Aniline or substituted anilines
Phenol ether
Maleimide
Secondary aliphatic/aromatic amine
Halobenzene
Fluorobenzene
Beta-hydroxy acid
Benzenoid
Pyran
Oxane
Carboxylic acid imide, n-substituted
Monosaccharide
Hydroxy acid
Monocyclic benzene moiety
Aryl halide
Aryl fluoride
Pyrroline
Pyrrole
Dicarboximide
Carboxylic acid imide
Amino acid
Secondary alcohol
Lactam
Amino acid or derivatives
Acetylide
Oxacycle
Azacycle
Organoheterocyclic compound
Secondary amine
Polyol
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Acetal
Organic nitrogen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organonitrogen compound
Organofluoride
Organohalogen compound
Carbonyl group
Amine
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.072 g/L	ALOGPS
logP	0.8	ALOGPS
logP	-0.43	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	3.46	ChemAxon
pKa (Strongest Basic)	2.42	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	165.86 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	116.12 m³·mol⁻¹	ChemAxon
Polarizability	47.81 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0180712

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 6-[4-(1,3-dioxo-2,3,4,5,6,7-hexahydro-1H-isoindol-2-yl)-5-fluoro-2-[(prop-2-yn-1-yl)amino]phenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000161120)

MOL for CFc000161120 (6-[4-(1,3-dioxo-2,3,4,5,6,7-hexahydro-1H-isoindol-2-yl)-5-fluoro-2-[(prop-2-yn-1-yl)amino]phenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D MOL for CFc000161120 (6-[4-(1,3-dioxo-2,3,4,5,6,7-hexahydro-1H-isoindol-2-yl)-5-fluoro-2-[(prop-2-yn-1-yl)amino]phenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D SDF for CFc000161120 (6-[4-(1,3-dioxo-2,3,4,5,6,7-hexahydro-1H-isoindol-2-yl)-5-fluoro-2-[(prop-2-yn-1-yl)amino]phenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D-SDF for CFc000161120 (6-[4-(1,3-dioxo-2,3,4,5,6,7-hexahydro-1H-isoindol-2-yl)-5-fluoro-2-[(prop-2-yn-1-yl)amino]phenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid)

PDB for CFc000161120 (6-[4-(1,3-dioxo-2,3,4,5,6,7-hexahydro-1H-isoindol-2-yl)-5-fluoro-2-[(prop-2-yn-1-yl)amino]phenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D PDB for CFc000161120 (6-[4-(1,3-dioxo-2,3,4,5,6,7-hexahydro-1H-isoindol-2-yl)-5-fluoro-2-[(prop-2-yn-1-yl)amino]phenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid)

SMILES for CFc000161120 (6-[4-(1,3-dioxo-2,3,4,5,6,7-hexahydro-1H-isoindol-2-yl)-5-fluoro-2-[(prop-2-yn-1-yl)amino]phenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid)

INCHI for CFc000161120 (6-[4-(1,3-dioxo-2,3,4,5,6,7-hexahydro-1H-isoindol-2-yl)-5-fluoro-2-[(prop-2-yn-1-yl)amino]phenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid)

Structure for CFc000161120 (6-[4-(1,3-dioxo-2,3,4,5,6,7-hexahydro-1H-isoindol-2-yl)-5-fluoro-2-[(prop-2-yn-1-yl)amino]phenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D Structure for CFc000161120 (6-[4-(1,3-dioxo-2,3,4,5,6,7-hexahydro-1H-isoindol-2-yl)-5-fluoro-2-[(prop-2-yn-1-yl)amino]phenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid)