(2S)-6-amino-2-[(2R)-2-[(2S)-2-[(2R)-6-amino-2-[(2R)-2-[(2S)-2-amino-3-(1H-imidazol-4-yl)propanamido]-3-(1H-indol-3-yl)propanamido]hexanamido]-3-(1H-indol-3-yl)propanamido]-3-phenylpropanamido]hexanamide

• ChemBase ID: 132918
• Molecular Formular: C49H63N13O6
• Molecular Mass: 930.10802
• Monoisotopic Mass: 929.5024268
• SMILES: c1ccc(cc1)C[C@H](C(=O)N[C@@H](CCCCN)C(=O)N)NC(=O)[C@H](Cc1c[nH]c2c1cccc2)NC(=O)[C@@H](CCCCN)NC(=O)[C@@H](Cc1c[nH]c2c1cccc2)NC(=O)[C@H](Cc1c[nH]cn1)N
• Canonical SMILES: NCCCC[C@H](C(=O)N[C@H](C(=O)N[C@@H](C(=O)N[C@H](C(=O)N)CCCCN)Cc1ccccc1)Cc1c[nH]c2c1cccc2)NC(=O)[C@@H](Cc1c[nH]c2c1cccc2)NC(=O)[C@H](Cc1c[nH]cn1)N
• InChI: InChI=1S/C49H63N13O6/c50-20-10-8-18-39(44(53)63)58-47(66)41(22-30-12-2-1-3-13-30)61-49(68)43(24-32-27-56-38-17-7-5-15-35(32)38)62-46(65)40(19-9-11-21-51)59-48(67)42(23-31-26-55-37-16-6-4-14-34(31)37)60-45(64)36(52)25-33-28-54-29-57-33/h1-7,12-17,26-29,36,39-43,55-56H,8-11,18-25,50-52H2,(H2,53,63)(H,54,57)(H,58,66)(H,59,67)(H,60,64)(H,61,68)(H,62,65)/t36-,39-,40+,41+,42+,43-/m0/s1
• InChIKey: MGSNWNLPMHXGDD-DFWOJPNQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-6-amino-2-[(2R)-2-[(2S)-2-[(2R)-6-amino-2-[(2R)-2-[(2S)-2-amino-3-(1H-imidazol-4-yl)propanamido]-3-(1H-indol-3-yl)propanamido]hexanamido]-3-(1H-indol-3-yl)propanamido]-3-phenylpropanamido]hexanamide
• IUPAC Traditional name: (2S)-6-amino-2-[(2R)-2-[(2S)-2-[(2R)-6-amino-2-[(2R)-2-[(2S)-2-amino-3-(1H-imidazol-4-yl)propanamido]-3-(1H-indol-3-yl)propanamido]hexanamido]-3-(1H-indol-3-yl)propanamido]-3-phenylpropanamido]hexanamide
• Synonyms: His-D-Trp-D-Lys-Trp-D-Phe-Lys-NH2; [D-Lys3]-Growth Hormone Releasing Peptide 6; [His1, D-Lys3, Lys6]-GHRP; [D-Lys3]-GHRP-6

Database IDs

• MDL Number: MFCD00214665
• PubChem SID: 162227195
• PubChem CID: 5311279

CALCULATED PROPERTIES

• Acid pKa: 11.886188
• H Acceptors: 10
• H Donor: 12
• LogD (pH = 5.5): -8.067953
• LogD (pH = 7.4): -5.198676
• Log P: 0.40213257
• Molar Refractivity: 256.4569 cm^3
• Polarizability: 102.355255 Å^3
• Polar Surface Area: 326.91 Å^2
• Rotatable Bonds: 27
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: lyophilized powder

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: human ... GHRH(2691)

Product Information

• Biological Source: synthetic

DETAILS

Sigma Aldrich - G4535

Amino Acid Sequence
His-Trp-Lys-Trp-Phe-Lys-NH2
Biochem/physiol Actions
Antagonist for GHRP-6