ibutamoren   Click here for help

GtoPdb Ligand ID: 5867

Synonyms: ibutamoren mesylate | L-163,191 | MK-0677 | MK677
PDB Ligand
Compound class: Synthetic organic
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 9
Hydrogen bond donors 2
Rotatable bonds 10
Topological polar surface area 130.42
Molecular weight 528.24
XLogP 1.91
No. Lipinski's rules broken 0
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Canonical SMILES O=C(C(NC(=O)C(N)(C)C)COCc1ccccc1)N1CCC2(CC1)CN(c1c2cccc1)S(=O)(=O)C
Isomeric SMILES O=C([C@H](NC(=O)C(N)(C)C)COCc1ccccc1)N1CCC2(CC1)CN(c1c2cccc1)S(=O)(=O)C
InChI InChI=1S/C27H36N4O5S/c1-26(2,28)25(33)29-22(18-36-17-20-9-5-4-6-10-20)24(32)30-15-13-27(14-16-30)19-31(37(3,34)35)23-12-8-7-11-21(23)27/h4-12,22H,13-19,28H2,1-3H3,(H,29,33)/t22-/m1/s1
1. Hansen BS, Raun K, Nielsen KK, Johansen PB, Hansen TK, Peschke B, Lau J, Andersen PH, Ankersen M. (1999)
Pharmacological characterisation of a new oral GH secretagogue, NN703.
Eur J Endocrinol, 141 (2): 180-9. [PMID:10427162]
2. Holst B, Brandt E, Bach A, Heding A, Schwartz TW. (2005)
Nonpeptide and peptide growth hormone secretagogues act both as ghrelin receptor agonist and as positive or negative allosteric modulators of ghrelin signaling.
Mol Endocrinol, 19 (9): 2400-11. [PMID:15905359]