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AMD 3465

CAT: 0804-HY-15971A-02Size: 10 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-15971A-02Size:10 mg
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Description
AMD 3465 (GENZ-644494) is a potent antagonist of CXCR4, inhibits binding of 12G5 mAb and CXCL12AF647 to CXCR4, with IC50s of 0.75 nM and 18 nM in SupT1 cells; AMD 3465 also potently inhibits the replication of X4 HIV strains (IC50: 1-10 nM), but has no effect on CCR5-using (R5) viruses.
CAS Number
185991-24-6
Product Name Alternative
GENZ-644494
UNSPSC
12352005
Target
CXCR; HIV
Type
Reference compound
Related Pathways
Anti-infection; GPCR/G Protein; Immunology/Inflammation
Applications
Metabolism-protein/nucleotide metabolism
Field of Research
Infection; Endocrinology
Assay Protocol
https://www.medchemexpress.com/amd-3465.html
Purity
99.59
Solubility
H2O : ≥ 100 mg/mL
Smiles
C1(CNCC2=CC=C(CN3CCNCCCNCCNCCC3)C=C2)=NC=CC=C1
Molecular Formula
C24H38N6
Molecular Weight
410.60
References & Citations
[1]Hatse S, et al. AMD3465, a monomacrocyclic CXCR4 antagonist and potent HIV entry inhibitor. Biochem Pharmacol. 2005 Sep 1;70 (5) :752-61.|[2]Yang L, et al. Blocking CXCR4-mediated cyclic AMP suppression inhibits brain tumor growth in vivo. Cancer Res. 2007 Jan 15;67 (2) :651-8.
Shipping Conditions
Blue Ice
Storage Conditions
-20°C (Powder, protect from light)
Scientific Category
Reference compound1
Clinical Information
No Development Reported
Isoform
CXCR4; HIV-1; HIV-2
Citation 01
Br J Haematol. 2023 May;201 (3) :459-469.|Biomed Pharmacother. 2021 Jun:138:111476.|Immunity. 2025 Aug 12:S1074-7613 (25) 00314-0.|J Labelled Comp Radiopharm. 2018 May 15;61 (5) :438-446. |Patent. US20180263995A1.

Chemical Information

Amd-8664
CAS Number185991-24-6
PubChem CID483559
IUPAC NameN-(pyridin-2-ylmethyl)-1-[4-(1,4,8,11-tetrazacyclotetradec-1-ylmethyl)phenyl]methanamine
Molecular FormulaC24H38N6
Molecular Weight410.6
XLogP0.8
Topological Polar Surface Area64.3
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count6
Rotatable Bond Count6
Heavy Atom Count30
Formal Charge0
Complexity413
SMILES
C1CNCCNCCCN(CCNC1)CC2=CC=C(C=C2)CNCC3=CC=CC=N3
InChI
InChI=1S/C24H38N6/c1-2-13-29-24(5-1)20-28-19-22-6-8-23(9-7-22)21-30-17-4-12-26-15-14-25-10-3-11-27-16-18-30/h1-2,5-9,13,25-28H,3-4,10-12,14-21H2
InChIKey
CWJJHESJXJQCJA-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Amd-8664
CAS: 185991-24-6
CID: 483559
Formula: C24H38N6
MW: 410.6
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight410.6
XLogP30.8
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count6
Rotatable Bond Count6
Exact Mass410.31579524
Monoisotopic Mass410.31579524
Topological Polar Surface Area64.3 Ų
Heavy Atom Count30
Formal Charge0
Complexity413
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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