ChemFOnt: Showing chemical card for 3(S),10(R)-OH-octadeca-6-trans-4,12-cis-trienoate (CFc000042757)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:45:26 UTC

Chemfont ID

CFc000042757

Molecule Identification

Common Name

3(S),10(R)-OH-octadeca-6-trans-4,12-cis-trienoate

Definition

3(S),10(R)-OH-octadeca-6-trans-4,12-cis-trienoate, also known as Nexavar or Sorafenib tosilate, is classified as a member of the Diarylethers. Diarylethers are organic compounds containing the dialkyl ether functional group, with the formula ROR', where R and R' are aryl groups. 3(S),10(R)-OH-octadeca-6-trans-4,12-cis-trienoate is considered to be practically insoluble (in water) and acidic

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
-(4-(3-(4-Chloro-3-(trifluoromethyl)phenyl)ureido)phenoxy)-N2-methylpyridine-2-carboxamide mono (4-methylbenzenesulfonate)	ChEBI
1-(4-Chloro-3-(trifluoromethyl)phenyl)-3-(4-((2-(methylcarbamoyl)pyridin-4-yl)oxy)phenyl)urea mono(4-methylbenzenesulfonate)	ChEBI
Nexavar	ChEBI
Sorafenib tosilate	Kegg
-(4-(3-(4-Chloro-3-(trifluoromethyl)phenyl)ureido)phenoxy)-N2-methylpyridine-2-carboxamide mono (4-methylbenzenesulfonic acid)	Generator
-(4-(3-(4-Chloro-3-(trifluoromethyl)phenyl)ureido)phenoxy)-N2-methylpyridine-2-carboxamide mono (4-methylbenzenesulphonate)	Generator
-(4-(3-(4-Chloro-3-(trifluoromethyl)phenyl)ureido)phenoxy)-N2-methylpyridine-2-carboxamide mono (4-methylbenzenesulphonic acid)	Generator
1-(4-Chloro-3-(trifluoromethyl)phenyl)-3-(4-((2-(methylcarbamoyl)pyridin-4-yl)oxy)phenyl)urea mono(4-methylbenzenesulfonic acid)	Generator
1-(4-Chloro-3-(trifluoromethyl)phenyl)-3-(4-((2-(methylcarbamoyl)pyridin-4-yl)oxy)phenyl)urea mono(4-methylbenzenesulphonate)	Generator
1-(4-Chloro-3-(trifluoromethyl)phenyl)-3-(4-((2-(methylcarbamoyl)pyridin-4-yl)oxy)phenyl)urea mono(4-methylbenzenesulphonic acid)	Generator
Sorafenib tosilic acid	Generator
Sorafenib tosylic acid	Generator
Sorafenib N oxide	MeSH
4-(4-(3-(4-Chloro-3-trifluoromethylphenyl)ureido)phenoxy)pyridine-2-carboxylic acid methyamide-4-methylbenzenesulfonate	MeSH
Sorafenib N-oxide	MeSH
Sorafenib	MeSH
4-(4-(3-(4-chloro-3-Trifluoromethylphenyl)ureido)phenoxy)pyridine-2-carboxyllic acid methyamide-4-methylbenzenesulfonate	MeSH

Chemical Formula

C₂₈H₂₄ClF₃N₄O₆S

Average Molecular Weight

637.027

Monoisotopic Molecular Weight

636.105717532

IUPAC Name

4-[4-({[4-chloro-3-(trifluoromethyl)phenyl]-C-hydroxycarbonimidoyl}amino)phenoxy]-N-methylpyridine-2-carboxamide; 4-methylbenzene-1-sulfonic acid

Traditional Name

sorafenib; toluenesulfonic acid

CAS Registry Number

475207-59-1

SMILES

CC1=CC=C(C=C1)S(O)(=O)=O.CNC(=O)C1=NC=CC(OC2=CC=C(NC(O)=NC3=CC(=C(Cl)C=C3)C(F)(F)F)C=C2)=C1

InChI Identifier

InChI=1S/C21H16ClF3N4O3.C7H8O3S/c1-26-19(30)18-11-15(8-9-27-18)32-14-5-2-12(3-6-14)28-20(31)29-13-4-7-17(22)16(10-13)21(23,24)25;1-6-2-4-7(5-3-6)11(8,9)10/h2-11H,1H3,(H,26,30)(H2,28,29,31);2-5H,1H3,(H,8,9,10)

InChI Key

IVDHYUQIDRJSTI-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diarylethers. These are organic compounds containing the dialkyl ether functional group, with the formula ROR', where R and R' are aryl groups.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Ethers

Direct Parent

Diarylethers

Alternative Parents

Substituents

Diaryl ether
N-phenylurea
Trifluoromethylbenzene
Pyridinecarboxamide
Pyridine carboxylic acid or derivatives
Phenoxy compound
2-heteroaryl carboxamide
Phenol ether
Halobenzene
Chlorobenzene
Aryl halide
Aryl chloride
Monocyclic benzene moiety
Benzenoid
Pyridine
Heteroaromatic compound
Urea
Carbonic acid derivative
Carboxamide group
Secondary carboxylic acid amide
Carboxylic acid derivative
Azacycle
Organoheterocyclic compound
Organonitrogen compound
Alkyl halide
Alkyl fluoride
Hydrocarbon derivative
Carbonyl group
Organic oxide
Organopnictogen compound
Organic nitrogen compound
Organofluoride
Organochloride
Organohalogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Not Available

External Descriptors

organosulfonate salt (CHEBI:50928 )

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0062345)

Food

Beverage

Fermented beverage

Beer (FooDB: FOOD00268)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.0015 g/L	ALOGPS
logP	4.54	ALOGPS
logP	4.97	ChemAxon
logS	-5.5	ALOGPS
pKa (Strongest Acidic)	7.1	ChemAxon
pKa (Strongest Basic)	4.95	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	95.84 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	115.27 m³·mol⁻¹	ChemAxon
Polarizability	42.13 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0062345

DrugBank ID

DBSALT000165

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

Sorafenib

METLIN ID

Not Available

PubChem Compound

406563

PDB ID

Not Available

ChEBI ID

50928

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 3(S),10(R)-OH-octadeca-6-trans-4,12-cis-trienoate (CFc000042757)

MOL for CFc000042757 (3(S),10(R)-OH-octadeca-6-trans-4,12-cis-trienoate)

3D MOL for CFc000042757 (3(S),10(R)-OH-octadeca-6-trans-4,12-cis-trienoate)

3D SDF for CFc000042757 (3(S),10(R)-OH-octadeca-6-trans-4,12-cis-trienoate)

3D-SDF for CFc000042757 (3(S),10(R)-OH-octadeca-6-trans-4,12-cis-trienoate)

PDB for CFc000042757 (3(S),10(R)-OH-octadeca-6-trans-4,12-cis-trienoate)

3D PDB for CFc000042757 (3(S),10(R)-OH-octadeca-6-trans-4,12-cis-trienoate)

SMILES for CFc000042757 (3(S),10(R)-OH-octadeca-6-trans-4,12-cis-trienoate)

INCHI for CFc000042757 (3(S),10(R)-OH-octadeca-6-trans-4,12-cis-trienoate)

Structure for CFc000042757 (3(S),10(R)-OH-octadeca-6-trans-4,12-cis-trienoate)

3D Structure for CFc000042757 (3(S),10(R)-OH-octadeca-6-trans-4,12-cis-trienoate)