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ARV-393

CAT: 0013-GTR19231981-01Size: 1 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19231981-01Size:1 mg
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Description
ARV-393 is a potent, orally bioavailable PROTAC molecule that induces the ubiquitination and proteasomal degradation of BCL6. It is utilized in research for studying BCL6 biology and has demonstrated activity in preclinical models of diffuse large B-cell lymphoma (DLBCL) and other non-Hodgkin's lymphomas.
CAS Number
2851885-95-3
Product Name Alternative
ARV393
Field of Research
Immunology & Inflammation, Pharmacology & Drug Discovery
Purity
99.96% (May vary between batches)
Solubility
DMSO:8 mg/mL (8.9 mM)
Smiles
FC1=C2C (C (=O) N (C2) C3C (=O) NC (=O) CC3) =CC=C1C4CCN (CC4) [C@@H]5C[C@@H] (OC6CCN (CC6) C=7N=C (NC=8C=C9C (=CC8) N (C (C) C) C (=O) C (OCC (NC) =O) =C9) C (Cl) =CN7) C5
Molecular Formula
C46H53ClFN9O7
Molecular Weight
898.42
Storage Conditions
-20°C
Notes
For research use only.

Chemical Information

2-((6-((5-Chloro-2-(4-(trans-3-(4-(2-(2,6-dioxopiperidin-3-yl)-4-fluoro-1-oxoisoindolin-5-yl)piperidin-1-yl)cyclobutoxy)piperidin-1-yl)pyrimidin-4-yl)amino)-1-isopropyl-2-oxo-1,2-dihydroquinolin-3-yl)oxy)-N-methylacetamide

Zaloblideg is an orally bioavailable, targeted degrader composed of an E3 ubiquitin ligase-binding moiety that is conjugated, via a linker, to a B-cell lymphoma 6 protein (BCL6; BCL-6)-binding moiety using the proteolysis targeting chimera (PROTAC) technology, with potential antineoplastic activity. Upon oral administration of zaloblideg, the BCL6-binding moiety specifically targets and binds to BCL6 on tumor cells while the E3 ubiquitin ligase-binding moiety targets and binds to E3 ubiquitin ligase, thereby creating a ternary complex. This induces E3 ligase ubiquitination and proteasome-mediated degradation of BCL6. This prevents BCL6-mediated signaling and activation of downstream survival pathways. This leads to an inhibition of the growth of tumor cells that overexpress BCL6. BCL6, a transcriptional repressor overexpressed in certain tumor cells, serves an important role in cell signaling and tumor cell proliferation.

CAS Number2851885-95-3
PubChem CID166077922
IUPAC Name2-[6-[[5-chloro-2-[4-[3-[4-[2-(2,6-dioxopiperidin-3-yl)-4-fluoro-1-oxo-3H-isoindol-5-yl]piperidin-1-yl]cyclobutyl]oxypiperidin-1-yl]pyrimidin-4-yl]amino]-2-oxo-1-propan-2-ylquinolin-3-yl]oxy-N-methylacetamide
Molecular FormulaC46H53ClFN9O7
Molecular Weight898.4
XLogP4.7
Topological Polar Surface Area179
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count13
Rotatable Bond Count12
Heavy Atom Count64
Formal Charge0
Complexity1770
SMILES
CC(C)N1C2=C(C=C(C=C2)NC3=NC(=NC=C3Cl)N4CCC(CC4)OC5CC(C5)N6CCC(CC6)C7=C(C8=C(C=C7)C(=O)N(C8)C9CCC(=O)NC9=O)F)C=C(C1=O)OCC(=O)NC
InChI
InChI=1S/C46H53ClFN9O7/c1-25(2)57-36-7-4-28(18-27(36)19-38(45(57)62)63-24-40(59)49-3)51-42-35(47)22-50-46(53-42)55-16-12-30(13-17-55)64-31-20-29(21-31)54-14-10-26(11-15-54)32-5-6-33-34(41(32)48)23-56(44(33)61)37-8-9-39(58)52-43(37)60/h4-7,18-19,22,25-26,29-31,37H,8-17,20-21,23-24H2,1-3H3,(H,49,59)(H,50,51,53)(H,52,58,60)
InChIKey
ZOGOEUHUEFKKTD-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of 2-((6-((5-Chloro-2-(4-(trans-3-(4-(2-(2,6-dioxopiperidin-3-yl)-4-fluoro-1-oxoisoindolin-5-yl)piperidin-1-yl)cyclobutoxy)piperidin-1-yl)pyrimidin-4-yl)amino)-1-isopropyl-2-oxo-1,2-dihydroquinolin-3-yl)oxy)-N-methylacetamide
CAS: 2851885-95-3
CID: 166077922
Formula: C46H53ClFN9O7
MW: 898.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight898.4
XLogP34.7
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count13
Rotatable Bond Count12
Exact Mass897.3740509
Monoisotopic Mass897.3740509
Topological Polar Surface Area179 Ų
Heavy Atom Count64
Formal Charge0
Complexity1770
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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