buserelin   Click here for help

GtoPdb Ligand ID: 3860

Synonyms: buserelin acetate | HOE 766 | HOE 766A | ICI 123215 | Metrelef® | Suprefact®
Approved drug
buserelin is an approved drug
Compound class: Peptide
Comment: Buserelin is a GnRH (luteinizing hormone-releasing hormone, LHRH) agonist. Buserelin does not appear to have marketing approval for human use in the US or EU, although individual countries may have approved use of this drug.
Click here for help
2D Structure
Click here for help
Click here for structure editor
SMILES / InChI / InChIKey
Click here for help
Canonical SMILES CCNC(=O)C1CCCN1C(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(Cc1ccc(cc1)O)NC(=O)C(NC(=O)C(Cc1c[nH]c2c1cccc2)NC(=O)C(Cc1cnc[nH]1)NC(=O)C1CCC(=O)N1)CO)COC(C)(C)C)CC(C)C)CCCN=C(N)N
Isomeric SMILES CCNC(=O)[C@@H]1CCCN1C(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H](NC(=O)[C@H](Cc1ccc(cc1)O)NC(=O)[C@@H](NC(=O)[C@H](Cc1c[nH]c2c1cccc2)NC(=O)[C@H](Cc1cnc[nH]1)NC(=O)[C@@H]1CCC(=O)N1)CO)COC(C)(C)C)CC(C)C)CCCN=C(N)N
InChI InChI=1S/C60H86N16O13/c1-7-64-57(87)48-15-11-23-76(48)58(88)41(14-10-22-65-59(61)62)69-51(81)42(24-33(2)3)70-56(86)47(31-89-60(4,5)6)75-52(82)43(25-34-16-18-37(78)19-17-34)71-55(85)46(30-77)74-53(83)44(26-35-28-66-39-13-9-8-12-38(35)39)72-54(84)45(27-36-29-63-32-67-36)73-50(80)40-20-21-49(79)68-40/h8-9,12-13,16-19,28-29,32-33,40-48,66,77-78H,7,10-11,14-15,20-27,30-31H2,1-6H3,(H,63,67)(H,64,87)(H,68,79)(H,69,81)(H,70,86)(H,71,85)(H,72,84)(H,73,80)(H,74,83)(H,75,82)(H4,61,62,65)/t40-,41-,42-,43-,44-,45-,46-,47+,48-/m0/s1
InChI Key CUWODFFVMXJOKD-UVLQAERKSA-N
Selectivity at GPCRs
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
GnRH1 receptor Hs Agonist Full agonist 9.5 – 10.4 pKd - 1-2
pKd 9.5 – 10.4 (Kd 3x10-10 – 4x10-11 M) [1-2]
GnRH1 receptor Hs Agonist Full agonist 9.4 – 10.0 pKi - 1
pKi 9.4 – 10.0 (Ki 4x10-10 – 1x10-10 M) [1]
GnRH1 receptor Hs Agonist Full agonist 10.5 pEC50 - 2
pEC50 10.5 (EC50 3x10-11 M) [2]
GnRH1 receptor Mm Agonist Full agonist 9.3 – 10.1 pEC50 - 2
pEC50 9.3 – 10.1 (EC50 4.6x10-10 – 9x10-11 M) [2]