Degarelix acetate hydrateProduct ingredient for Degarelix
- Name
- Degarelix acetate hydrate
- Drug Entry
- Degarelix
Degarelix is used for the treatment of advanced prostate cancer. Degarelix is a synthetic peptide derivative drug which binds to gonadotropin-releasing hormone (GnRH) receptors in the pituitary gland and blocks interaction with GnRH. This antagonism reduces luteinising hormone (LH) and follicle-stimulating hormone (FSH) which ultimately causes testosterone suppression. Reduction in testosterone is important in treating men with advanced prostate cancer. Chemically, it is a synthetic linear decapeptide amide with seven unnatural amino acids, five of which are D-amino acids. FDA approved on December 24, 2008.
- Accession Number
- DBSALT000037
- Structure
Structure for Degarelix acetate hydrate (DBSALT000037)
- Synonyms
- Degarelix (as acetate) / Degarelix acetate / FE-200486 acetate hydrate / FE200486 acetate hydrate
- UNII
- EXT215F4ZU
- CAS Number
- 934246-14-7
- Weight
- Average: 1692.311
Monoisotopic: 1690.769926417 - Chemical Formula
- C84H107ClN18O18
- InChI Key
- AUTFSFUMNFDPLH-KYMMNHPFSA-N
- InChI
- InChI=1S/C82H103ClN18O16.C2H4O2/c1-45(2)35-60(72(107)92-59(16-9-10-33-87-46(3)4)80(115)101-34-12-17-68(101)79(114)88-47(5)70(84)105)93-74(109)63(38-51-23-30-58(31-24-51)91-81(85)116)95-76(111)64(39-50-21-28-57(29-22-50)90-71(106)66-42-69(104)100-82(117)99-66)97-78(113)67(44-102)98-77(112)65(41-53-13-11-32-86-43-53)96-75(110)62(37-49-19-26-56(83)27-20-49)94-73(108)61(89-48(6)103)40-52-18-25-54-14-7-8-15-55(54)36-52;1-2(3)4/h7-8,11,13-15,18-32,36,43,45-47,59-68,87,102H,9-10,12,16-17,33-35,37-42,44H2,1-6H3,(H2,84,105)(H,88,114)(H,89,103)(H,90,106)(H,92,107)(H,93,109)(H,94,108)(H,95,111)(H,96,110)(H,97,113)(H,98,112)(H3,85,91,116)(H2,99,100,104,117);1H3,(H,3,4)/t47-,59+,60+,61-,62-,63-,64+,65-,66+,67+,68+;/m1./s1
- IUPAC Name
- (2S)-2-{[(2R)-2-{[(2S)-2-{[(2S)-2-{[(2R)-2-{[(2R)-3-(4-chlorophenyl)-1-hydroxy-2-{[(2R)-1-hydroxy-2-[(1-hydroxyethylidene)amino]-3-(naphthalen-2-yl)propylidene]amino}propylidene]amino}-1-hydroxy-3-(pyridin-3-yl)propylidene]amino}-1,3-dihydroxypropylidene]amino}-3-{4-[(4S)-2,6-dihydroxy-4,5-dihydropyrimidine-4-amido]phenyl}-1-hydroxypropylidene]amino}-1-hydroxy-3-{4-[(C-hydroxycarbonimidoyl)amino]phenyl}propylidene]amino}-N-[(2S)-1-[(2S)-2-{[(1R)-1-(C-hydroxycarbonimidoyl)ethyl]-C-hydroxycarbonimidoyl}pyrrolidin-1-yl]-1-oxo-6-[(propan-2-yl)amino]hexan-2-yl]-4-methylpentanimidic acid; acetic acid
- SMILES
- CC(O)=O.[H][C@](C)(N=C(O)[C@]1([H])CCCN1C(=O)[C@]([H])(CCCCNC(C)C)N=C(O)[C@]([H])(CC(C)C)N=C(O)[C@@]([H])(CC1=CC=C(NC(O)=N)C=C1)N=C(O)[C@]([H])(CC1=CC=C(NC(=O)[C@]2([H])CC(O)=NC(O)=N2)C=C1)N=C(O)[C@]([H])(CO)N=C(O)[C@@]([H])(CC1=CN=CC=C1)N=C(O)[C@@]([H])(CC1=CC=C(Cl)C=C1)N=C(O)[C@@]([H])(CC1=CC2=CC=CC=C2C=C1)N=C(C)O)C(O)=N
- External Links
- PubChem Compound
- 16144848
- ChemSpider
- 17301332
- ChEMBL
- CHEMBL2028987
- Predicted Properties
Property Value Source Water Solubility 0.015 mg/mL ALOGPS logP 3.14 ALOGPS logP 10.93 Chemaxon logS -5 ALOGPS pKa (Strongest Acidic) 2.65 Chemaxon Physiological Charge -2 Chemaxon Hydrogen Acceptor Count 32 Chemaxon Hydrogen Donor Count 19 Chemaxon Polar Surface Area 553.24 Å2 Chemaxon Rotatable Bond Count 41 Chemaxon Refractivity 458.74 m3·mol-1 Chemaxon Polarizability 172.33 Å3 Chemaxon Number of Rings 8 Chemaxon Bioavailability 0 Chemaxon Rule of Five No Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule Yes Chemaxon