(2S)-N-[(1R)-1-carbamoyl-2-(1H-indol-3-yl)ethyl]-2-[(2S)-3-hydroxy-2-[(2S)-2-[(2S)-3-(1H-imidazol-4-yl)-2-{[(2S)-5-oxopyrrolidin-2-yl]formamido}propanamido]-3-(1H-indol-3-yl)propanamido]propanamido]-3-(4-hydroxyphenyl)propanamide

• ChemBase ID: 155641
• Molecular Formular: C45H49N11O9
• Molecular Mass: 887.93886
• Monoisotopic Mass: 887.3714722
• SMILES: c1ccc2c(c1)c(c[nH]2)C[C@H](C(=O)N)NC(=O)[C@H](Cc1ccc(cc1)O)NC(=O)[C@H](CO)NC(=O)[C@H](Cc1c[nH]c2c1cccc2)NC(=O)[C@H](Cc1c[nH]cn1)NC(=O)[C@@H]1CCC(=O)N1
• Canonical SMILES: OC[C@@H](C(=O)N[C@H](C(=O)N[C@@H](C(=O)N)Cc1c[nH]c2c1cccc2)Cc1ccc(cc1)O)NC(=O)[C@H](Cc1c[nH]c2c1cccc2)NC(=O)[C@@H](NC(=O)[C@@H]1CCC(=O)N1)Cc1nc[nH]c1
• InChI: InChI=1S/C45H49N11O9/c46-40(60)34(16-25-19-48-31-7-3-1-5-29(25)31)52-42(62)35(15-24-9-11-28(58)12-10-24)53-45(65)38(22-57)56-43(63)36(17-26-20-49-32-8-4-2-6-30(26)32)54-44(64)37(18-27-21-47-23-50-27)55-41(61)33-13-14-39(59)51-33/h1-12,19-21,23,33-38,48-49,57-58H,13-18,22H2,(H2,46,60)(H,47,50)(H,51,59)(H,52,62)(H,53,65)(H,54,64)(H,55,61)(H,56,63)/t33-,34+,35-,36-,37-,38-/m0/s1
• InChIKey: MNAYBARAWXYOEK-NWUFEJSMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-N-[(1R)-1-carbamoyl-2-(1H-indol-3-yl)ethyl]-2-[(2S)-3-hydroxy-2-[(2S)-2-[(2S)-3-(1H-imidazol-4-yl)-2-{[(2S)-5-oxopyrrolidin-2-yl]formamido}propanamido]-3-(1H-indol-3-yl)propanamido]propanamido]-3-(4-hydroxyphenyl)propanamide
• IUPAC Traditional name: (2S)-N-[(1R)-1-carbamoyl-2-(1H-indol-3-yl)ethyl]-2-[(2S)-3-hydroxy-2-[(2S)-2-[(2S)-3-(1H-imidazol-4-yl)-2-{[(2S)-5-oxopyrrolidin-2-yl]formamido}propanamido]-3-(1H-indol-3-yl)propanamido]propanamido]-3-(4-hydroxyphenyl)propanamide
• Synonyms: Triptorelin 1-6 amide; [D-Trp6]-LHRH Fragment, 1-6

Database IDs

• MDL Number: MFCD03093471
• PubChem SID: 162249779
• PubChem CID: 71312182

CALCULATED PROPERTIES

• Acid pKa: 9.4897785
• H Acceptors: 10
• H Donor: 12
• LogD (pH = 5.5): -1.7778504
• LogD (pH = 7.4): -1.0492691
• Log P: -0.99549973
• Molar Refractivity: 232.9476 cm^3
• Polarizability: 92.16575 Å^3
• Polar Surface Area: 318.41 Å^2
• Rotatable Bonds: 20
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Pharmacology Properties

• Gene Information: mouse ... GNRH1(2796)

Product Information

• Purity: >96% (HPLC)
• Empirical Formula (Hill Notation): C45H49N11O9

DETAILS

Sigma Aldrich - L5038

Amino Acid Sequence
Glp-His-Trp-Ser-Tyr-Trp-NH2