VHL Ligand 8

CAT: 0804-HY-133045-01Size: 5 mgDry Ice: NoHazardous: No

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CAT#:0804-HY-133045-01Size:5 mg

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Description

VHL Ligand 8 is a VHL ligand. VHL Ligand 8 can be used to synthesize ARD-266 , a highly potent and VHL E3 ligase-based androgen receptor (AR) PROTAC degrader. ARD-266 effectively induces degradation of AR protein in AR-positive LNCaP, VCaP, and 22Rv1 prostate cancer cell lines with DC50 values of 0.2-1 nM[1].

CAS Number

2701565-76-4

UNSPSC

12352005

Hazard Statement

H302, H315, H319, H335

Target

Ligands for E3 Ligase

Type

Reference compound

Related Pathways

PROTAC

Applications

Cancer-programmed cell death

Field of Research

Cancer

Assay Protocol

https://www.medchemexpress.com/vhl-ligand-8.html

Purity

98.04

Solubility

DMSO : 100 mg/mL (ultrasonic)

Smiles

OC(C[C@@H](C1=CC=CC=C1)NC([C@H]2N(C([C@H](C(C)C)C3=CC(C)=NO3)=O)C[C@H](O)C2)=O)=O

Molecular Formula

C23H29N3O6

Molecular Weight

443.49

Precautions

H302, H315, H319, H335

References & Citations

[1]Han X, Zhao L, et al. Discovery of Highly Potent and Efficient PROTAC Degraders of Androgen Receptor (AR) by Employing Weak Binding Affinity VHL E3 Ligase Ligands. J Med Chem. 2019 Dec 26;62 (24) :11218-11231.

Shipping Conditions

Room Temperature

Storage Conditions

-20°C, 3 years; 4°C, 2 years (Powder)

Scientific Category

Reference compound1

Clinical Information

No Development Reported

Isoform

Von Hippel-Lindau (VHL)

Chemical Information

VHL Ligand 8

CAS Number	2701565-76-4
PubChem CID	145925677
IUPAC Name	(3S)-3-[[(2S,4R)-4-hydroxy-1-[(2R)-3-methyl-2-(3-methyl-1,2-oxazol-5-yl)butanoyl]pyrrolidine-2-carbonyl]amino]-3-phenylpropanoic acid
Molecular Formula	C23H29N3O6
Molecular Weight	443.5
XLogP	1.5
Topological Polar Surface Area	133
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	7
Rotatable Bond Count	8
Heavy Atom Count	32
Formal Charge	0
Complexity	681

SMILES

CC1=NOC(=C1)[C@@H](C(C)C)C(=O)N2C[C@@H](C[C@H]2C(=O)N[C@@H](CC(=O)O)C3=CC=CC=C3)O

InChI

InChI=1S/C23H29N3O6/c1-13(2)21(19-9-14(3)25-32-19)23(31)26-12-16(27)10-18(26)22(30)24-17(11-20(28)29)15-7-5-4-6-8-15/h4-9,13,16-18,21,27H,10-12H2,1-3H3,(H,24,30)(H,28,29)/t16-,17+,18+,21-/m1/s1

InChIKey

BYUIKERVKHGIMC-OEMYIYORSA-N

Chemical Structure

2D Structure

CAS: 2701565-76-4

CID: 145925677

Formula: C23H29N3O6

MW: 443.5

Interactive 3D Structure

Loading 3D structure...

View on PubChem Raw 3D data

Computed Properties

Property	Value
Molecular Weight	443.5
XLogP3	1.5
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	7
Rotatable Bond Count	8
Exact Mass	443.20563565
Monoisotopic Mass	443.20563565
Topological Polar Surface Area	133 Å²
Heavy Atom Count	32
Formal Charge	0
Complexity	681
Isotope Atom Count	0
Defined Atom Stereocenter Count	4
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently-Bonded Unit Count	1
Compound Is Canonicalized	Yes

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HY-133046	VHL Ligand-Linker Conjugates 17
HY-125906	VHL Ligand-Linker Conjugates 15
HY-43961-01	E3 ligase Ligand 8
HY-201580	ER ligand-8
HY-174812	BRD4 ligand 8

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Catalog	Name
F4600-07-01	Flt3 Ligand (Fms-like Tyrosine Kinase 3 Ligand, flk2 Ligand)
cyt-340-01	mFlt3 Ligand
522887-01	FAS Ligand
400305-01	Flt3 ligand
MBS7042993-01	Kit ligand
AP81626	CD40 ligand
GTR19020256-01	ICOS ligand
cyt-1041-01	pFlt3 Ligand
cyt-157-01	rmFlt3 Ligand
PC52087	Walphos ligand

VHL Ligand 8

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