macimorelin   Click here for help

GtoPdb Ligand ID: 9745

Synonyms: AEZS-130 | AEZS130 | Aib-DTrp-DgTrp-CHO | EP-1572 | EP1572 | UMV1843
Approved drug
macimorelin is an approved drug (FDA (2017), EMA (2019))
Compound class: Synthetic organic
Comment: Macimorelin is a ghrelin peptidomimetic [2]. It is a growth hormone (GH) secretagogue. The approved drug is the acetate salt (PubChem CID 71526737)- we show the parent molecule in this entry.
Click here for help
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 7
Hydrogen bond donors 6
Rotatable bonds 12
Topological polar surface area 144.9
Molecular weight 474.24
XLogP 1.91
No. Lipinski's rules broken 1
Click here for help
Canonical SMILES O=CNC(Cc1c[nH]c2c1cccc2)NC(=O)C(NC(=O)C(N)(C)C)Cc1c[nH]c2c1cccc2
Isomeric SMILES O=CN[C@@H](Cc1c[nH]c2c1cccc2)NC(=O)[C@H](NC(=O)C(N)(C)C)Cc1c[nH]c2c1cccc2
InChI InChI=1S/C26H30N6O3/c1-26(2,27)25(35)31-22(11-16-13-28-20-9-5-3-7-18(16)20)24(34)32-23(30-15-33)12-17-14-29-21-10-6-4-8-19(17)21/h3-10,13-15,22-23,28-29H,11-12,27H2,1-2H3,(H,30,33)(H,31,35)(H,32,34)/t22-,23-/m1/s1
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (2017), EMA (2019))
IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
9073 macimorelin
Synonyms Click here for help
AEZS-130 | AEZS130 | Aib-DTrp-DgTrp-CHO | EP-1572 | EP1572 | UMV1843
Database Links Click here for help
Specialist databases
GPCRdb Ligand macimorelin
Other databases
BindingDB Ligand 50125886
ChEMBL Ligand CHEMBL278623
GtoPdb PubChem SID 354702218
PubChem CID 9804938
Search Google for chemical match using the InChIKey UJVDJAPJQWZRFR-DHIUTWEWSA-N
Search Google for chemicals with the same backbone UJVDJAPJQWZRFR
Search PubMed clinical trials macimorelin
Search PubMed titles macimorelin
Search PubMed titles/abstracts macimorelin
UniChem Compound Search for chemical match using the InChIKey UJVDJAPJQWZRFR-DHIUTWEWSA-N
UniChem Connectivity Search for chemical match using the InChIKey UJVDJAPJQWZRFR-DHIUTWEWSA-N