CC-92480 - 10mM in DMSO , CAS No.2259648-80-9

CAS: 2259648-80-9 Cat. No.: C422712 Summenformel: C₃₂H₃₀FN₅O₄ Molekulargewicht: 567.61

GRADE & PURITY 10mM in DMSO

Synonyms

BENZONITRILE, 4-(4-((4-(((2-((3S)-2,6-DIOXO-3-PIPERIDINYL)-2,3-DIHYDRO-1-OXO-1H-ISOINDOL-4-YL)OXY)METHYL)PHENYL)METHYL)-1-PIPERAZINYL)-3-FLUORO- | Benzonitrile, 4-(4-((4-(((2-((3S)-2,6-dioxo-3-piperidinyl)-2,3-dihydro-1-oxo-1Hisoindol-4-yl)oxy)methyl)phen

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Übersicht

Information

CC-92480 CC-92480 is a novel protein degrader and a cereblon E3 ligase modulator (CELMoD) that has anti-myeloma activity.

Targets

Cereblon

In vitro

CC-92480 has a unique and rapid degradation profile: the enhanced efficiency to drive the formation of the protein−protein interaction between Aiolos and cereblon, inducing targeted docking to the CRL4-CRBN E3 ubiquitin ligase complex. The CC-92480-dependent binding of Aiolos/Ikaros to CRBN leads to polyubiquitination and ultimately proteasome-mediated degradation of protein. Rapid and extensive loss of Aiolos/Ikaros in sensitive cells, such as multiple myeloma cells, results in apoptosis and subsequent cell death.

In vivo

CC-92480 is evaluated in efficacy models to assess tumor growth inhibition in tumor bearing mice. When tumors reaches approximately 150 mm³, mice are randomized and treated once daily (q.d.) orally with vehicle control or various dosage strengths of CC-92480. Both the 3 and 10 mg/kg doses give near maximal response in this model, while the lowest dose tested (1 mg/kg) shows 75% reduction in tumor volume by the end of the study.

Cell Research(from reference)

Cell lines：H929 R10-1 cells 

Concentrations：1 nM, 10 nM, 100 nM 

Incubation Time：4 h, 72 h 

Specifications

Synonyme

BENZONITRILE, 4-(4-((4-(((2-((3S)-2,6-DIOXO-3-PIPERIDINYL)-2,3-DIHYDRO-1-OXO-1H-ISOINDOL-4-YL)OXY)METHYL)PHENYL)METHYL)-1-PIPERAZINYL)-3-FLUORO- | Benzonitrile, 4-(4-((4-(((2-((3S)-2,6-dioxo-3-piperidinyl)-2,3-dihydro-1-oxo-1Hisoindol-4-yl)oxy)methyl)phen

Spezifikationen & Reinheit

10mM in DMSO

Biochemische und physiologische Mechanismen

CC-92480 is a novel protein degrader and a cereblon E3 ligase modulator (CELMoD) that has anti-myeloma activity.

Storage

Store at -80°C

Verschickt in

Dry ice packs + Cold packs

Dieses Produkt erfordert Kühlkettenversand. Grundversand und andere Economy-Optionen sind nicht verfügbar.

Aktionsart

INHIBITOR

Produkteigenschaften

• ALogP: 3.586
• hba_count: 4
• HBD-Zahl: 1
• Rotationsfähige Bindung: 7

Namen und Kennungen

• Pubchem Sid: 528763688
• Kanonisches Lächeln: C1CC(=O)NC(=O)C1N2CC3=C(C2=O)C=CC=C3OCC4=CC=C(C=C4)CN5CCN(CC5)C6=C(C=C(C=C6)C#N)F
• IUPAC Name: 4-[4-[[4-[[2-[(3S)-2,6-dioxopiperidin-3-yl]-1-oxo-3H-isoindol-4-yl]oxymethyl]phenyl]methyl]piperazin-1-yl]-3-fluorobenzonitrile
• InChIKey: YTINZZFBHWSAGL-NDEPHWFRSA-N
• INCHI: 1S/C32H30FN5O4/c33-26-16-23(17-34)8-9-27(26)37-14-12-36(13-15-37)18-21-4-6-22(7-5-21)20-42-29-3-1-2-24-25(29)19-38(32(24)41)28-10-11-30(39)35-31(28)40/h1-9,16,28H,10-15,18-20H2,(H,35,39,40)/t28-/m0/s1
• Isomere SMILES: C1CC(=O)NC(=O)[C@H]1N2CC3=C(C2=O)C=CC=C3OCC4=CC=C(C=C4)CN5CCN(CC5)C6=C(C=C(C=C6)C#N)F
• Molekulargewicht: 567.61
• Reaxy-Rn: 33912402
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=33912402&ln=

Taxonomic Classification

Taxonomy Tree

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

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Klasse: Diazinanes
• Subclass: Piperazines
• Intermediate Tree Nodes: Not available
• Direct Parent: Phenylpiperazines
• Alternative Parents: N-arylpiperazines Isoindolones Alpha amino acids and derivatives Piperidinediones Phenylmethylamines Dialkylarylamines Benzylamines Benzonitriles Aniline and substituted anilines N-alkylpiperazines Fluorobenzenes Delta lactams Aralkylamines Alkyl aryl ethers N-acyl amines Tertiary carboxylic acid amides Pyrrolines N-unsubstituted carboxylic acid imides Dicarboximides Trialkylamines Vinyl fluorides Nitriles Fluoroalkenes Enamines Azacyclic compounds Organopnictogen compounds Organofluorides Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: N-arylpiperazine - Phenylpiperazine - Isoindolone - Alpha-amino acid or derivatives - Isoindole or derivatives - Isoindoline - Aniline or substituted anilines - Dialkylarylamine - Tertiary aliphatic/aromatic amine - Piperidinedione - Phenylmethylamine - Benzylamine - Benzonitrile - Aralkylamine - N-alkylpiperazine - Piperidinone - Halobenzene - Fluorobenzene - Delta-lactam - Alkyl aryl ether - Benzenoid - Piperidine - N-acyl-amine - Monocyclic benzene moiety - Tertiary carboxylic acid amide - Pyrroline - Carboxylic acid imide, n-unsubstituted - Dicarboximide - Carboxylic acid imide - Tertiary aliphatic amine - Tertiary amine - Lactam - Carboxamide group - Amino acid or derivatives - Azacycle - Fluoroalkene - Haloalkene - Vinyl halide - Vinyl fluoride - Nitrile - Carbonitrile - Ether - Enamine - Carboxylic acid derivative - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Organonitrogen compound - Organofluoride - Organohalogen compound - Amine - Aromatic heteropolycyclic compound
• Beschreibung: 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

Zugehörige Ziele (menschlich)

CRBN Tclin Cereblon/Ikaros (139 Activities)

Discover Target: CRBN

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

CRBN Tclin Cereblon/Aiolos (164 Activities)

Discover Target: CRBN

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

Wirkungsmechanismen

Chemische und physikalische Eigenschaften

• DMSO (mg/ml) Maximale Löslichkeit: 100
• DMSO (mM) Maximale Löslichkeit: 176.177304839591
• Wasser (mg/ml) Maximale Löslichkeit: ＜1
• Molekulargewicht: 567.600 g/mol
• XLogP3: 2.900
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 7
• Exact Mass: 567.228 Da
• Monoisotopic Mass: 567.228 Da
• Topological Polar Surface Area: 106.000 Ų
• Heavy Atom Count: 42
• Formal Charge: 0
• Complexity: 1050.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 1
• 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