ChemFOnt: Showing chemical card for Lafutidine (CFc000220480)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 01:39:36 UTC

Chemfont ID

CFc000220480

Molecule Identification

Common Name

Lafutidine

Definition

Lafutidine is a histamine H2-receptor antagonist that inhibits histamine-stimulated gastric acid secretion. Due to the resulting reduction in gastric volume and acidity, lafutidine can be used to treat ulcers and reflux.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Protecadin	Kegg
(+)-2-[(2-Furanylmethyl)sulfinyl]-N-[(2Z)-4-[[4-(1-piperidinylmethyl)-2-pyridinyl]oxy]-2-butenyl]-acetamide	HMDB
(Z)-(+)-2-[(2-Furanylmethyl)sulfinyl]-N-[4-[[4-(1-piperidinylmethyl)-2-pyridinyl]oxy]-2-butenyl]-acetamide	HMDB
(+)-2-[(2-Furanylmethyl)sulfinyl]-N-[(2Z)-4-[[4-(1-piperidinylmethyl)-2-pyridinyl]oxy]-2-buten-1-yl]acetamide	HMDB
(+)-2-(Furfurylsulfinyl)-N-[(Z)-4-[[4-(piperidinomethyl)-2-pyridyl]oxy]-2-butenyl]acetamide	HMDB
(+)-Lafutidine	HMDB
FRG 8813	HMDB
Laflutidine	HMDB
Lafukem	HMDB
Stogar	HMDB
Lafutidine	HMDB, MeSH
2-(Furan-2-ylmethylsulphinyl)-N-[(Z)-4-[4-(piperidin-1-ylmethyl)pyridin-2-yl]oxybut-2-enyl]acetamide	Generator, HMDB
N-(4-(4-Piperidinylmethyl)pyridyl-2-oxy)-(Z)-butenyl-2-(furfurylsulfinyl)acetamide	MeSH, HMDB
N-(4-(4-Piperidinylmethyl)pyridyl-2-oxy)butenyl-2-(furfurylsulfinyl)acetamide	MeSH, HMDB

Chemical Formula

C₂₂H₂₉N₃O₄S

Average Molecular Weight

431.55

Monoisotopic Molecular Weight

431.1878776

IUPAC Name

2-[(furan-2-yl)methanesulfinyl]-N-[(2Z)-4-({4-[(piperidin-1-yl)methyl]pyridin-2-yl}oxy)but-2-en-1-yl]acetamide

Traditional Name

lafutidine

CAS Registry Number

118288-08-7

SMILES

O=C(CS(=O)CC1=CC=CO1)NC\C=C/COC1=NC=CC(CN2CCCCC2)=C1

InChI Identifier

InChI=1S/C22H29N3O4S/c26-21(18-30(27)17-20-7-6-14-28-20)23-9-2-5-13-29-22-15-19(8-10-24-22)16-25-11-3-1-4-12-25/h2,5-8,10,14-15H,1,3-4,9,11-13,16-18H2,(H,23,26)/b5-2-

InChI Key

KMZQAVXSMUKBPD-DJWKRKHSSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alkyl aryl ethers. These are organic compounds containing the alkyl aryl ether functional group with the generic formula R-O-R' , where R is an alkyl group and R' is an aryl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Ethers

Direct Parent

Alkyl aryl ethers

Alternative Parents

Substituents

Alkyl aryl ether
Aralkylamine
Piperidine
Pyridine
Furan
Heteroaromatic compound
Amino acid or derivatives
Carboxamide group
Secondary carboxylic acid amide
Sulfoxide
Tertiary aliphatic amine
Tertiary amine
Carboxylic acid derivative
Oxacycle
Azacycle
Organoheterocyclic compound
Sulfinyl compound
Organonitrogen compound
Hydrocarbon derivative
Organic nitrogen compound
Organic oxide
Organosulfur compound
Amine
Organopnictogen compound
Carbonyl group
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0240216)

Process

Naturally occurring process

Biological process

Biochemical pathway

Drug action pathway

Lafutidine H2-Antihistamine Action (PathBank: SMP0051038)

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.24 g/L	ALOGPS
logP	2.59	ALOGPS
logP	0.86	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	8.87	ChemAxon
pKa (Strongest Basic)	7.94	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	84.67 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	120.24 m³·mol⁻¹	ChemAxon
Polarizability	45.27 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0240216

DrugBank ID

DB12770

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

4445337

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Lafutidine

METLIN ID

Not Available

PubChem Compound

5282136

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Lafutidine (CFc000220480)

MOL for CFc000220480 (Lafutidine)

3D MOL for CFc000220480 (Lafutidine)

3D SDF for CFc000220480 (Lafutidine)

3D-SDF for CFc000220480 (Lafutidine)

PDB for CFc000220480 (Lafutidine)

3D PDB for CFc000220480 (Lafutidine)

SMILES for CFc000220480 (Lafutidine)

INCHI for CFc000220480 (Lafutidine)

Structure for CFc000220480 (Lafutidine)

3D Structure for CFc000220480 (Lafutidine)