Leuprolide acetateProduct ingredient for Leuprolide

Name
Leuprolide acetate
Drug Entry
Leuprolide

Leuprolide belongs to the general class of drugs known as hormones or hormone agonists. It is a synthetic 9-residue peptide analog of gonadotropin-releasing hormone (GnRH). Leuprolide is used to treat advanced prostate cancer. It is also used to treat uterine fibroids and endometriosis. Leuprolide is also under investigation for possible use in the treatment of mild to moderate Alzheimer's disease.

Accession Number
DBSALT000105
Structure
Thumb
Synonyms
Leuprolide acetate / Leuprorelin acetate
External IDs
TAP-144-SR
UNII
37JNS02E7V
CAS Number
74381-53-6
Weight
Average: 1269.473
Monoisotopic: 1268.666591578
Chemical Formula
C61H88N16O14
InChI Key
YFDMUNOZURYOCP-XNHQSDQCSA-N
InChI
InChI=1S/C59H84N16O12.C2H4O2/c1-6-63-57(86)48-14-10-22-75(48)58(87)41(13-9-21-64-59(60)61)68-51(80)42(23-32(2)3)69-52(81)43(24-33(4)5)70-53(82)44(25-34-15-17-38(77)18-16-34)71-56(85)47(30-76)74-55(84)45(27-36-26-35-11-7-8-12-39(35)66-36)73-54(83)46(28-37-29-62-31-65-37)72-50(79)40-19-20-49(78)67-40;1-2(3)4/h7-8,11-12,15-18,26,29,31-33,40-48,66,76-77H,6,9-10,13-14,19-25,27-28,30H2,1-5H3,(H,62,65)(H,63,86)(H,67,78)(H,68,80)(H,69,81)(H,70,82)(H,71,85)(H,72,79)(H,73,83)(H,74,84)(H4,60,61,64);1H3,(H,3,4)/t40-,41-,42-,43+,44-,45-,46-,47-,48-;/m0./s1
IUPAC Name
(2S)-1-[(2S)-5-carbamimidamido-2-[(2S)-2-[(2R)-2-[(2S)-2-[(2S)-3-hydroxy-2-[(2S)-2-[(2S)-3-(1H-imidazol-4-yl)-2-{[(2S)-5-oxopyrrolidin-2-yl]formamido}propanamido]-3-(1H-indol-2-yl)propanamido]propanamido]-3-(4-hydroxyphenyl)propanamido]-4-methylpentanamido]-4-methylpentanamido]pentanoyl]-N-ethylpyrrolidine-2-carboxamide; acetic acid
SMILES
CC(O)=O.CCNC(=O)[C@@H]1CCCN1C(=O)[C@H](CCCNC(N)=N)NC(=O)[C@H](CC(C)C)NC(=O)[C@@H](CC(C)C)NC(=O)[C@H](CC1=CC=C(O)C=C1)NC(=O)[C@H](CO)NC(=O)[C@H](CC1=CC2=C(N1)C=CC=C2)NC(=O)[C@H](CC1=CNC=N1)NC(=O)[C@@H]1CCC(=O)N1
External Links
PubChem Compound
657180
ChemSpider
32702058
ChEBI
63597
ChEMBL
CHEMBL1200775
Wikipedia
Leuprorelin
Predicted Properties
PropertyValueSource
Water Solubility0.0354 mg/mLALOGPS
logP1.07ALOGPS
logP-2.7ChemAxon
logS-4.5ALOGPS
pKa (Strongest Acidic)9.49ChemAxon
pKa (Strongest Basic)11.9ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count16ChemAxon
Hydrogen Donor Count16ChemAxon
Polar Surface Area429.04 Å2ChemAxon
Rotatable Bond Count32ChemAxon
Refractivity327.23 m3·mol-1ChemAxon
Polarizability127.77 Å3ChemAxon
Number of Rings6ChemAxon
Bioavailability0ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon