LP-211 - Moligand™,≥99% , CAS No.1052147-86-0

CAS: 1052147-86-0 Cat. No.: L650591 Molecular Weight: 466.63 PubChem CID: 25107716

GRADE & PURITY Moligand™, ≥99%

Synonyms

Q855410 | LP-211 | DTXSID201029790 | LP 211; LP211 | N-(4-Cyanophenylmethyl)-4-(2-diphenyl)-1-piperazinehexanamide | NCS2VAH93R | N-[(4-cyanophenyl)methyl]-6-[4-(2-phenylphenyl)piperazin-1-yl]hexanamide | AKOS016340412 | 6-(4-([1,1'-biphenyl]-2-yl)piperaz

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

LP-211 is a selective and blood−brain barrier penetrant 5-HT 7 receptor agonist, with a K i of 0.58 nM, with high selectivity over 5-HT 1A receptor (K i , 188 nM) and D 2 receptor (K i , 142 nM).

In Vitro

LP-211 is a selective 5-HT 7 receptor agonist, with a K i of 0.58 nM, 324- and 245-fold selectivity over 5-HT 1A receptor (K i , 188 nM) and D 2 receptor (K i , 142 nM). LP-211 shows agonist properties with an EC 50 of 0.6 μM. MCE has not independently confirmed the accuracy of these methods. They are for reference only.

In Vivo

LP-211 (10 mg/kg, i.p.) rapidly reaches the systemic circulation in the mouse, with mean C max of 0.76 ± 0.32 μg/mL at 30 min . LP-211 (0.003-0.3 mg/kg, i.p.) significantly increases the micturition volume in a dose-dependent manner, and causes significant increases in voiding efficiency in spinal cord-injured (SCI) rats, and such effects can be completely reversed by SB-269970. LP-211 (0.25 and 0.50 mg/kg i.p.) improves consolidation of chamber-shape memory in rats, resulting in significant novelty-induced hyperactivity and recognition. MCE has not independently confirmed the accuracy of these methods. They are for reference only.

Form:solid

IC50& Target:5-HT 7 Receptor 0.58 nM (Ki) 5-HT 1A Receptor 188 nM (Ki) D 2 Receptor 142 nM (Ki)

Specifications

Synonyms

Q855410 | LP-211 | DTXSID201029790 | LP 211; LP211 | N-(4-Cyanophenylmethyl)-4-(2-diphenyl)-1-piperazinehexanamide | NCS2VAH93R | N-[(4-cyanophenyl)methyl]-6-[4-(2-phenylphenyl)piperazin-1-yl]hexanamide | AKOS016340412 | 6-(4-([1, 1'-biphenyl]-2-yl)piperaz

Specifications & Purity

Moligand™, ≥99%

Biochemical and Physiological Mechanisms

LP-211 is a selective and blood−brain barrier penetrant 5-HT 7 receptor agonist, with a K i of 0.58 nM, with high selectivity over 5-HT 1A receptor (K i , 188 nM) and D 2 receptor (K i , 142 nM).

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

Moligand™

Action Type

AGONIST

Purity

≥99%

Names and Identifiers

• Canonical Smiles: C1CN(CCN1CCCCCC(=O)NCC2=CC=C(C=C2)C#N)C3=CC=CC=C3C4=CC=CC=C4
• IUPAC Name: N-[(4-cyanophenyl)methyl]-6-[4-(2-phenylphenyl)piperazin-1-yl]hexanamide
• InChIKey: BQEDZLDNNBDKDS-UHFFFAOYSA-N
• INCHI: 1S/C30H34N4O/c31-23-25-14-16-26(17-15-25)24-32-30(35)13-5-2-8-18-33-19-21-34(22-20-33)29-12-7-6-11-28(29)27-9-3-1-4-10-27/h1,3-4,6-7,9-12,14-17H,2,5,8,13,18-22,24H2,(H,32,35)
• Isomeric SMILES: C1CN(CCN1CCCCCC(=O)NCC2=CC=C(C=C2)C#N)C3=CC=CC=C3C4=CC=CC=C4
• PubChem CID: 25107716
• Molecular Weight: 466.63

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Diazinanes
      • Subclass Piperazines

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Diazinanes
• Subclass: Piperazines
• Intermediate Tree Nodes: Not available
• Direct Parent: Phenylpiperazines
• Alternative Parents: N-arylpiperazines Biphenyls and derivatives Dialkylarylamines Benzonitriles Aniline and substituted anilines N-alkylpiperazines N-acyl amines Trialkylamines Secondary carboxylic acid amides Amino acids and derivatives Nitriles Azacyclic compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Biphenyl - Phenylpiperazine - N-arylpiperazine - Benzonitrile - Aniline or substituted anilines - Dialkylarylamine - Tertiary aliphatic/aromatic amine - N-alkylpiperazine - Monocyclic benzene moiety - Fatty amide - N-acyl-amine - Fatty acyl - Benzenoid - Amino acid or derivatives - Carboxamide group - Secondary carboxylic acid amide - Tertiary aliphatic amine - Tertiary amine - Nitrile - Carbonitrile - Carboxylic acid derivative - Azacycle - Organonitrogen compound - Hydrocarbon derivative - Organic oxide - Amine - Carbonyl group - Cyanide - Organooxygen compound - Organic nitrogen compound - Organic oxygen compound - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as phenylpiperazines. These are compounds containing a phenylpiperazine skeleton, which consists of a piperazine bound to a phenyl group.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

DRD2 Tclin D(2) dopamine receptor (0 Activities)

Discover Target: DRD2

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HTR7 Tclin 5-hydroxytryptamine receptor 7 (7 Activities)

Discover Target: HTR7

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

HTR1A Tclin 5-hydroxytryptamine receptor 1A (0 Activities)

Discover Target: HTR1A

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

HTR1A Tclin Serotonin 1a (5-HT1a) receptor (14969 Activities)

Discover Target: HTR1A

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

DRD2 Tclin Dopamine D2 receptor (23596 Activities)

Discover Target: DRD2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

HTR2A Tclin Serotonin 2a (5-HT2a) receptor (14758 Activities)

Discover Target: HTR2A

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

HTR5A Tchem Serotonin 5a (5-HT5a) receptor (1433 Activities)

Discover Target: HTR5A

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

HTR6 Tchem Serotonin 6 (5-HT6) receptor (9749 Activities)

Discover Target: HTR6

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

HepG2 (196354 Activities)

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Liver (3974 Activities)

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Associated Targets(non-human)

Htr7 Serotonin 7 (5-HT7) receptor (19 Activities)

Discover Target: Htr7

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Sigmar1 Sigma opioid receptor (160 Activities)

Discover Target: Sigmar1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mus musculus (284745 Activities)

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N1E-115 (121 Activities)

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rep Replicase polyprotein 1ab (378 Activities)

Discover Target: rep

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Brain (1 Activities)

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Adra1b Adrenergic receptor alpha-1 (5652 Activities)

Discover Target: Adra1b

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Mechanisms of Action

Chemical and Physical Properties

• Solubility: DMSO : 100 mg/mL (214.31 mM; Need ultrasonic) Ethanol : 50 mg/mL (107.15 mM; Need ultrasonic)
• Molecular Weight: 466.600 g/mol
• XLogP3: 5.000
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 10
• Exact Mass: 466.273 Da
• Monoisotopic Mass: 466.273 Da
• Topological Polar Surface Area: 59.400 Ų
• Heavy Atom Count: 35
• Formal Charge: 0
• Complexity: 665.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1