Ligand id: 10091

Name: CRX-555

Structure and Physico-chemical Properties

2D Structure
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Calculated Physico-chemical Properties
Hydrogen bond acceptors 21
Hydrogen bond donors 6
Rotatable bonds 73
Topological polar surface area 315.96
Molecular weight 1402.97
XLogP 22.5
No. Lipinski's rules broken 4

Molecular properties generated using the CDK

1. Alderson MR, McGowan P, Baldridge JR, Probst P. (2006)
TLR4 agonists as immunomodulatory agents.
J. Endotoxin Res., 12 (5): 313-9. [PMID:17059695]
2. Cluff CW, Baldridge JR, Stöver AG, Evans JT, Johnson DA, Lacy MJ, Clawson VG, Yorgensen VM, Johnson CL, Livesay MT et al.. (2005)
Synthetic toll-like receptor 4 agonists stimulate innate resistance to infectious challenge.
Infect. Immun., 73 (5): 3044-52. [PMID:15845512]
3. Fort MM, Mozaffarian A, Stöver AG, Correia Jda S, Johnson DA, Crane RT, Ulevitch RJ, Persing DH, Bielefeldt-Ohmann H, Probst P et al.. (2005)
A synthetic TLR4 antagonist has anti-inflammatory effects in two murine models of inflammatory bowel disease.
J. Immunol., 174 (10): 6416-23. [PMID:15879143]
4. Goriely S, De WD, Goldman M, Detienne S, Brulet J-M. (2008)
Aminoalkyl glucosamine phosphate compounds for treating autoimmune diseases.
Patent number: WO2008128997A1. Assignee: Universite Libre De Bruxelles. Priority date: 19/04/2007. Publication date: 30/10/2008.
5. Gregg KA, Harberts E, Gardner FM, Pelletier MR, Cayatte C, Yu L, McCarthy MP, Marshall JD, Ernst RK. (2018)
A lipid A-based TLR4 mimetic effectively adjuvants a Yersinia pestis rF-V1 subunit vaccine in a murine challenge model.
Vaccine, 36 (28): 4023-4031. [PMID:29861179]
6. Hawkins LD, Ishizaka ST, McGuinness P, Zhang H, Gavin W, DeCosta B, Meng Z, Yang H, Mullarkey M, Young DW et al.. (2002)
A novel class of endotoxin receptor agonists with simplified structure, toll-like receptor 4-dependent immunostimulatory action, and adjuvant activity.
J. Pharmacol. Exp. Ther., 300 (2): 655-61. [PMID:11805229]
7. Huang LD, Lin HJ, Huang PH, Hsiao WC, Reddy LV, Fu SL, Lin CC. (2011)
Synthesis of serine-based glycolipids as potential TLR4 activators.
Org. Biomol. Chem., 9 (7): 2492-504. [PMID:21336404]
8. Johnson DA, Sowell CG. (2001)
Aminoalkyl glucosaminide phosphate compounds and their use as adjuvants and immunoeffectors.
Patent number: US6303347B1. Assignee: Corixa Corp.. Priority date: 08/05/1997. Publication date: 16/10/2001.
9. Stöver AG, Da Silva Correia J, Evans JT, Cluff CW, Elliott MW, Jeffery EW, Johnson DA, Lacy MJ, Baldridge JR, Probst P et al.. (2004)
Structure-activity relationship of synthetic toll-like receptor 4 agonists.
J. Biol. Chem., 279 (6): 4440-9. [PMID:14570885]
10. Zaffaroni L, Peri F. (2018)
Recent advances on Toll-like receptor 4 modulation: new therapeutic perspectives.
Future Med Chem, 10 (4): 461-476. [PMID:29380635]