idremcinal   Click here for help

GtoPdb Ligand ID: 11813

Synonyms: EM-574 | EM574
Compound class: Synthetic organic
Comment: Idremcinal (EM-574) is an erythromycin derivative that acts as a motilin receptor agonist [2]. It is orally bioactive [1].
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 13
Hydrogen bond donors 4
Rotatable bonds 8
Topological polar surface area 165.84
Molecular weight 743.48
XLogP 2.91
No. Lipinski's rules broken 1
Click here for help
Canonical SMILES CC[C@H]1OC(=O)[C@H](C)[C@@H](O[C@@H]2O[C@@H](C)[C@@H]([C@](C2)(C)OC)O)[C@H](C)[C@H]([C@@]2(OC(=C(C)C2)[C@@H]([C@H]([C@]1(C)O)O)C)C)O[C@@H]1O[C@H](C)C[C@@H]([C@H]1O)N(C(C)C)C
Isomeric SMILES CC[C@@H]1[C@@]([C@@H]([C@H](C2=C(C[C@@](O2)([C@@H]([C@H]([C@@H]([C@H](C(=O)O1)C)O[C@H]1C[C@@]([C@H]([C@@H](O1)C)O)(C)OC)C)O[C@H]1[C@@H]([C@H](C[C@H](O1)C)N(C)C(C)C)O)C)C)C)O)(C)O
InChI InChI=1S/C39H69NO12/c1-15-27-39(12,45)32(42)22(6)30-20(4)17-38(11,52-30)34(51-36-29(41)26(16-21(5)47-36)40(13)19(2)3)23(7)31(24(8)35(44)49-27)50-28-18-37(10,46-14)33(43)25(9)48-28/h19,21-29,31-34,36,41-43,45H,15-18H2,1-14H3/t21-,22+,23+,24-,25+,26+,27-,28+,29-,31+,32-,33+,34-,36+,37-,38-,39-/m1/s1
1. Choi MG, Camilleri M, Burton DD, Johnson S, Edmonds A. (1998)
Dose-related effects of N-demethyl-N-isopropyl-8, 9-anhydroerythromycin A 6,9-hemiacetal on gastric emptying of solids in healthy human volunteers.
J Pharmacol Exp Ther, 285 (1): 37-40. [PMID:9535992]
2. Sato F, Marui S, Inatomi N, Itoh Z, Omura S. (2000)
EM574, an erythromycin derivative, improves delayed gastric emptying of semi-solid meals in conscious dogs.
Eur J Pharmacol, 395 (2): 165-72. [PMID:10794824]