ContaminantDB: Besonprodil

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-05-22 06:07:43 UTC

Update Date

2016-11-09 01:15:59 UTC

Accession Number

CHEM019448

Identification

Common Name

Besonprodil

Class

Small Molecule

Description

Besonprodil (CI-1041) is a drug which acts as an NMDA antagonist, selective for the NR2B subunit. It is under development as a supplemental medication for Parkinson's disease, and has been shown in animals to be effective in counteracting the dyskinesias associated with long term treatment with levodopa and related drugs.

Contaminant Sources

ToxCast & Tox21 Chemicals

Contaminant Type

Not Available

Chemical Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

Value	Source
6-((2-(4-((4-Fluorophenyl)methyl)-1-piperidinyl)ethyl)sulfinyl)-2-(3H)-benzoxazolone	MeSH
CI-1041co-200461besonprodil	ChEMBL
6-[2-[4-[(4-Fluorophenyl)methyl]piperidin-1-yl]ethylsulphinyl]-3H-1,3-benzoxazol-2-one	Generator
Besonprodil	MeSH

Chemical Formula

C₂₁H₂₃FN₂O₃S

Average Molecular Mass

402.480 g/mol

Monoisotopic Mass

402.141 g/mol

CAS Registry Number

253450-09-8

IUPAC Name

6-(2-{4-[(4-fluorophenyl)methyl]piperidin-1-yl}ethanesulfinyl)-1,3-benzoxazol-2-ol

Traditional Name

besonprodil

SMILES

OC1=NC2=C(O1)C=C(C=C2)S(=O)CCN1CCC(CC2=CC=C(F)C=C2)CC1

InChI Identifier

InChI=1S/C21H23FN2O3S/c22-17-3-1-15(2-4-17)13-16-7-9-24(10-8-16)11-12-28(26)18-5-6-19-20(14-18)27-21(25)23-19/h1-6,14,16H,7-13H2,(H,23,25)

InChI Key

FCBQJNCAKZSIAH-UHFFFAOYSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as 4-benzylpiperidines. These are organic compounds containing a benzyl group attached to the 4-position of a piperidine.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Piperidines

Sub Class

Benzylpiperidines

Direct Parent

4-benzylpiperidines

Alternative Parents

Substituents

4-benzylpiperidine
Benzoxazolone
Benzoxazole
Fluorobenzene
Halobenzene
Aralkylamine
Aryl fluoride
Benzenoid
Aryl halide
Monocyclic benzene moiety
Heteroaromatic compound
Oxazole
Azole
Tertiary aliphatic amine
Tertiary amine
Sulfoxide
Oxacycle
Azacycle
Sulfinyl compound
Organic oxide
Organofluoride
Organohalogen compound
Amine
Organic oxygen compound
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Organosulfur compound
Organopnictogen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.19 g/L	ALOGPS
logP	3.78	ALOGPS
logP	2.86	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	7.66	ChemAxon
pKa (Strongest Basic)	8.28	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	66.57 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	108.24 m³·mol⁻¹	ChemAxon
Polarizability	42.28 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-0043900000-4455c36a937908d79f9e	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0r03-1294200000-ca47a2ad4b3cae177cd8	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0296-4953000000-b6811e94737f1a570596	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0ue9-1605900000-309736044e6e72b2a585	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-001i-0913200000-93042f2cd8a898f37d8c	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-5910000000-49a95de06de068aa967a	Spectrum

Toxicity Profile

Route of Exposure

Not Available

Mechanism of Toxicity

Not Available

Metabolism

Not Available

Toxicity Values

Not Available

Lethal Dose

Not Available

Carcinogenicity (IARC Classification)

Not Available

Uses/Sources

Not Available

Minimum Risk Level

Not Available

Health Effects

Not Available

Symptoms

Not Available

Treatment

Not Available

Concentrations

Not Available

External Links

DrugBank ID

Not Available

HMDB ID

Not Available

FooDB ID

Not Available

Phenol Explorer ID

Not Available

KNApSAcK ID

Not Available

BiGG ID

Not Available

BioCyc ID

Not Available

METLIN ID

Not Available

PDB ID

Not Available

Wikipedia Link

Besonprodil

Chemspider ID

Not Available

ChEBI ID

Not Available

PubChem Compound ID

156328

Kegg Compound ID

Not Available

YMDB ID

Not Available

ECMDB ID

Not Available

References

Synthesis Reference

Not Available

MSDS

Not Available

General References

Not Available

Besonprodil (CHEM019448)

Structure for CHEM019448: Besonprodil