Bremelanotide acetateProduct ingredient for Bremelanotide
- Name
- Bremelanotide acetate
- Drug Entry
- Bremelanotide
Bremelanotide is a 7 amino acid peptide used to treat hypoactive sexual desire disorder in premenopausal women.5 Bremelanotide does not interact with alcohol.2 The mechanism by which bremelanotide's action on receptors translates to a clinical effect is still unknown.5
Bremelanotide was first described in the literature in 2003 when it was known by the investigational code PT-141.1 Since then it was investigated for its place in treating sexual dysfunction in men and women but is now only indicated for women.1,2,5 Other drugs used to treat female sexual dysfunction include flibanserin, estrogen, ospemifene, and prasterone.3
Bremelanotide was granted FDA approval on 21 June 2019.5
- Accession Number
- DBSALT002878
- Structure
Structure for Bremelanotide acetate (DBSALT002878)
- Synonyms
- Bremelanotide acetate
- UNII
- PV2WI7495P
- CAS Number
- 1607799-13-2
- Weight
- Average: 1085.234
Monoisotopic: 1084.545413814 - Chemical Formula
- C52H72N14O12
- InChI Key
- MAYUSRUHXFWITM-GBRHMYBBSA-N
- InChI
- InChI=1S/C50H68N14O10.C2H4O2/c1-3-4-16-35(58-29(2)65)43(67)64-41-25-42(66)54-20-11-10-18-37(49(73)74)60-46(70)39(23-31-26-56-34-17-9-8-15-33(31)34)62-44(68)36(19-12-21-55-50(51)52)59-45(69)38(22-30-13-6-5-7-14-30)61-47(71)40(63-48(41)72)24-32-27-53-28-57-32;1-2(3)4/h5-9,13-15,17,26-28,35-41,56H,3-4,10-12,16,18-25H2,1-2H3,(H,53,57)(H,54,66)(H,58,65)(H,59,69)(H,60,70)(H,61,71)(H,62,68)(H,63,72)(H,64,67)(H,73,74)(H4,51,52,55);1H3,(H,3,4)/t35-,36-,37-,38+,39-,40-,41-;/m0./s1
- IUPAC Name
- (3S,6S,9R,12S,15S,23S)-9-benzyl-6-(3-carbamimidamidopropyl)-15-[(2S)-2-acetamidohexanamido]-12-[(1H-imidazol-5-yl)methyl]-3-[(1H-indol-3-yl)methyl]-2,5,8,11,14,17-hexaoxo-1,4,7,10,13,18-hexaazacyclotricosane-23-carboxylic acid; acetic acid
- SMILES
- CC(O)=O.CCCC[C@H](NC(C)=O)C(=O)N[C@H]1CC(=O)NCCCC[C@H](NC(=O)[C@H](CC2=CNC3=CC=CC=C23)NC(=O)[C@H](CCCNC(N)=N)NC(=O)[C@@H](CC2=CC=CC=C2)NC(=O)[C@H](CC2=CN=CN2)NC1=O)C(O)=O
- External Links
- ChemSpider
- 35308352
- Predicted Properties
Property Value Source Water Solubility 0.0251 mg/mL ALOGPS logP 0.69 ALOGPS logP -3.2 Chemaxon logS -4.6 ALOGPS pKa (Strongest Acidic) 3.45 Chemaxon pKa (Strongest Basic) 11.96 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 14 Chemaxon Hydrogen Donor Count 14 Chemaxon Polar Surface Area 376.47 Å2 Chemaxon Rotatable Bond Count 17 Chemaxon Refractivity 278.91 m3·mol-1 Chemaxon Polarizability 106.06 Å3 Chemaxon Number of Rings 5 Chemaxon Bioavailability 0 Chemaxon Rule of Five No Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule Yes Chemaxon