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AMD 070

CAS No.:
558447-26-0
Catalog Number:
AG00DB4P
Molecular Formula:
C21H27N5
Molecular Weight:
349.4726
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Product Description
Catalog Number:
AG00DB4P
Chemical Name:
AMD 070
CAS Number:
558447-26-0
Molecular Formula:
C21H27N5
Molecular Weight:
349.4726
MDL Number:
MFCD11977316
IUPAC Name:
N'-(1H-benzimidazol-2-ylmethyl)-N'-[(8S)-5,6,7,8-tetrahydroquinolin-8-yl]butane-1,4-diamine
InChI:
InChI=1S/C21H27N5/c22-12-3-4-14-26(15-20-24-17-9-1-2-10-18(17)25-20)19-11-5-7-16-8-6-13-23-21(16)19/h1-2,6,8-10,13,19H,3-5,7,11-12,14-15,22H2,(H,24,25)/t19-/m0/s1
InChI Key:
WVLHHLRVNDMIAR-IBGZPJMESA-N
SMILES:
NCCCCN([C@H]1CCCc2c1nccc2)Cc1nc2c([nH]1)cccc2
UNII:
0G9LGB5O2W
Properties
Complexity:
431  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
1  
Defined Bond Stereocenter Count:
0
Exact Mass:
349.227g/mol
Formal Charge:
0
Heavy Atom Count:
26  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
2  
Isotope Atom Count:
0
Molecular Weight:
349.482g/mol
Monoisotopic Mass:
349.227g/mol
Rotatable Bond Count:
7  
Topological Polar Surface Area:
70.8A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
2.4  
Literature
Title Journal
The molecular pharmacology of AMD11070: an orally bioavailable CXCR4 HIV entry inhibitor. Biochemical pharmacology 20120215
Combination of drug therapy in acute lymphoblastic leukemia with a CXCR4 antagonist. Leukemia 20110801
Design of novel CXCR4 antagonists that are potent inhibitors of T-tropic (X4) HIV-1 replication. Bioorganic & medicinal chemistry letters 20110301
HIV-1 tropism. Protein & cell 20100601
Synthesis and SAR of novel isoquinoline CXCR4 antagonists with potent anti-HIV activity. Bioorganic & medicinal chemistry letters 20100515
Discovery of novel small molecule orally bioavailable C-X-C chemokine receptor 4 antagonists that are potent inhibitors of T-tropic (X4) HIV-1 replication. Journal of medicinal chemistry 20100422
Amine substituted N-(1H-benzimidazol-2ylmethyl)-5,6,7,8-tetrahydro-8-quinolinamines as CXCR4 antagonists with potent activity against HIV-1. Bioorganic & medicinal chemistry letters 20090901
Comparison of the potential multiple binding modes of bicyclam, monocylam, and noncyclam small-molecule CXC chemokine receptor 4 inhibitors. Molecular pharmacology 20081201
Pharmacokinetic effect of AMD070, an Oral CXCR4 antagonist, on CYP3A4 and CYP2D6 substrates midazolam and dextromethorphan in healthy volunteers. Journal of acquired immune deficiency syndromes (1999) 20080415
Multiple-dose escalation study of the safety, pharmacokinetics, and biologic activity of oral AMD070, a selective CXCR4 receptor inhibitor, in human subjects. Antimicrobial agents and chemotherapy 20070701
Emerging anti-HIV drugs. Expert opinion on emerging drugs 20050501
The appealing story of HIV entry inhibitors : from discovery of biological mechanisms to drug development. Drugs 20050101
Emerging drug targets for antiretroviral therapy. Drugs 20050101
HIV co-receptor drugs on the horizon. GMHC treatment issues : the Gay Men's Health Crisis newsletter of experimental AIDS therapies 20040101
Properties