impromidine   Click here for help

GtoPdb Ligand ID: 1226

Synonyms: SK&F-92676-A3
Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: Arpromidine is a histamine H1 receptor antagonist.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 4
Rotatable bonds 10
Topological polar surface area 133.07
Molecular weight 321.17
XLogP 0.78
No. Lipinski's rules broken 0
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Canonical SMILES NC(=NCCCc1cnc[nH]1)NCCSCc1nc[nH]c1C
Isomeric SMILES NC(=NCCCc1cnc[nH]1)NCCSCc1nc[nH]c1C
InChI InChI=1S/C14H23N7S/c1-11-13(21-10-19-11)8-22-6-5-18-14(15)17-4-2-3-12-7-16-9-20-12/h7,9-10H,2-6,8H2,1H3,(H,16,20)(H,19,21)(H3,15,17,18)
1. Lim HD, van Rijn RM, Ling P, Bakker RA, Thurmond RL, Leurs R. (2005)
Evaluation of histamine H1-, H2-, and H3-receptor ligands at the human histamine H4 receptor: identification of 4-methylhistamine as the first potent and selective H4 receptor agonist.
J Pharmacol Exp Ther, 314 (3): 1310-21. [PMID:15947036]
2. Liu C, Ma X, Jiang X, Wilson SJ, Hofstra CL, Blevitt J, Pyati J, Li X, Chai W, Carruthers N et al.. (2001)
Cloning and pharmacological characterization of a fourth histamine receptor (H(4)) expressed in bone marrow.
Mol Pharmacol, 59 (3): 420-6. [PMID:11179434]
3. Xie SX, Ghorai P, Ye QZ, Buschauer A, Seifert R. (2006)
Probing ligand-specific histamine H1- and H2-receptor conformations with NG-acylated Imidazolylpropylguanidines.
J Pharmacol Exp Ther, 317 (1): 139-46. [PMID:16394198]