(2R)-N-[(1S)-1-{[(2S)-1-[(2S)-2-{[(1R)-1-carbamoylethyl]carbamoyl}pyrrolidin-1-yl]-1-oxo-6-[(propan-2-yl)amino]hexan-2-yl]carbamoyl}-3-methylbutyl]-2-[(2S)-2-[(2S)-2-[(2R)-2-[(2R)-3-(4-chlorophenyl)-2-[(2S)-2-acetamido-2-[(naphthalen-2-ylmethyl)amino]acetamido]propanamido]-3-(pyridin-3-yl)propanamido]-3-hydroxy-N-methylpropanamido]-3-(4-hydroxyphenyl)propanamido]butanediamide

• ChemBase ID: 125573
• Molecular Formular: C72H96ClN15O14
• Molecular Mass: 1431.07774
• Monoisotopic Mass: 1429.69497051
• SMILES: O=C(N[C@H](C)C(=O)N)[C@@H]1CCCN1C(=O)[C@H](CCCCNC(C)C)NC(=O)[C@H](CC(C)C)NC(=O)[C@@H](CC(=O)N)NC(=O)[C@H](Cc1ccc(O)cc1)N(C)C(=O)[C@H](CO)NC(=O)[C@@H](Cc1cccnc1)NC(=O)[C@@H](Cc1ccc(Cl)cc1)NC(=O)[C@@H](NCc1ccc2ccccc2c1)NC(=O)C
• Canonical SMILES: OC[C@@H](C(=O)N([C@H](C(=O)N[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N1CCC[C@H]1C(=O)N[C@@H](C(=O)N)C)CCCCNC(C)C)CC(C)C)CC(=O)N)Cc1ccc(cc1)O)C)NC(=O)[C@H](NC(=O)[C@H](NC(=O)[C@H](NC(=O)C)NCc1ccc2c(c1)cccc2)Cc1ccc(cc1)Cl)Cc1cccnc1
• InChI: InChI=1S/C72H96ClN15O14/c1-41(2)32-54(64(94)81-53(17-10-11-30-77-42(3)4)72(102)88-31-13-18-59(88)68(98)79-43(5)62(75)93)82-67(97)57(37-61(74)92)84-69(99)60(36-46-22-27-52(91)28-23-46)87(7)71(101)58(40-89)86-66(96)56(35-47-14-12-29-76-38-47)83-65(95)55(34-45-20-25-51(73)26-21-45)85-70(100)63(80-44(6)90)78-39-48-19-24-49-15-8-9-16-50(49)33-48/h8-9,12,14-16,19-29,33,38,41-43,53-60,63,77-78,89,91H,10-11,13,17-18,30-32,34-37,39-40H2,1-7H3,(H2,74,92)(H2,75,93)(H,79,98)(H,80,90)(H,81,94)(H,82,97)(H,83,95)(H,84,99)(H,85,100)(H,86,96)/t43-,53+,54+,55-,56-,57-,58+,59+,60+,63+/m1/s1
• InChIKey: MPFKKSXPHOXCNU-YAGJKCIISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-N-[(1S)-1-{[(2S)-1-[(2S)-2-{[(1R)-1-carbamoylethyl]carbamoyl}pyrrolidin-1-yl]-1-oxo-6-[(propan-2-yl)amino]hexan-2-yl]carbamoyl}-3-methylbutyl]-2-[(2S)-2-[(2S)-2-[(2R)-2-[(2R)-3-(4-chlorophenyl)-2-[(2S)-2-acetamido-2-[(naphthalen-2-ylmethyl)amino]acetamido]propanamido]-3-(pyridin-3-yl)propanamido]-3-hydroxy-N-methylpropanamido]-3-(4-hydroxyphenyl)propanamido]butanediamide
• IUPAC Traditional name: abarelix
• Brand Name: Plenaxis
• Synonyms: Abarelix

Database IDs

• CAS Number: 183552-38-7
• PubChem SID: 162219923
• PubChem CID: 16131215; 71308144
• CHEBI ID: 337298
• ATC CODE: L02BX01
• CHEMBL: 1252
• Chemspider ID: 10482301
• DrugBank ID: DB00106
• IUPHAR ligand ID: 1188
• KEGG ID: D02738
• Unique Ingredient Identifier: W486SJ5824
• Wikipedia Title: Abarelix

CALCULATED PROPERTIES

• Acid pKa: 9.464151
• H Acceptors: 17
• H Donor: 14
• LogD (pH = 5.5): -4.116596
• LogD (pH = 7.4): -2.6736484
• Log P: -0.9444633
• Molar Refractivity: 377.04 cm^3
• Polarizability: 148.62486 Å^3
• Polar Surface Area: 437.01 Å^2
• Rotatable Bonds: 39
• Lipinski's Rule of Five: false

PROPERTIES

Pharmacology Properties

• Admin Routes: Intramuscular injection
• Protein Bound: 96–99%
• Pregnancy Category: X (US)