(2S)-6-amino-2-[(2R)-2-[(2S)-2-[(2R)-2-[(2R)-2-aminopropanamido]-3-(naphthalen-2-yl)propanamido]-3-(1H-indol-3-yl)propanamido]-3-phenylpropanamido]hexanamide

• ChemBase ID: 131285
• Molecular Formular: C42H50N8O5
• Molecular Mass: 746.897
• Monoisotopic Mass: 746.39041674
• SMILES: C[C@H](C(=O)N[C@H](Cc1ccc2ccccc2c1)C(=O)N[C@@H](Cc1c[nH]c2c1cccc2)C(=O)N[C@H](Cc1ccccc1)C(=O)N[C@@H](CCCCN)C(=O)N)N
• Canonical SMILES: NCCCC[C@@H](C(=O)N)NC(=O)[C@@H](Cc1ccccc1)NC(=O)[C@H](Cc1c[nH]c2c1cccc2)NC(=O)[C@@H](Cc1ccc2c(c1)cccc2)NC(=O)[C@H](N)C
• InChI: InChI=1S/C42H50N8O5/c1-26(44)39(52)48-36(23-28-18-19-29-13-5-6-14-30(29)21-28)41(54)50-37(24-31-25-46-33-16-8-7-15-32(31)33)42(55)49-35(22-27-11-3-2-4-12-27)40(53)47-34(38(45)51)17-9-10-20-43/h2-8,11-16,18-19,21,25-26,34-37,46H,9-10,17,20,22-24,43-44H2,1H3,(H2,45,51)(H,47,53)(H,48,52)(H,49,55)(H,50,54)/t26-,34+,35-,36-,37+/m1/s1
• InChIKey: WLEIRCQWNYWCPZ-CFCLLVJUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-6-amino-2-[(2R)-2-[(2S)-2-[(2R)-2-[(2R)-2-aminopropanamido]-3-(naphthalen-2-yl)propanamido]-3-(1H-indol-3-yl)propanamido]-3-phenylpropanamido]hexanamide
• IUPAC Traditional name: (2S)-6-amino-2-[(2R)-2-[(2S)-2-[(2R)-2-[(2R)-2-aminopropanamido]-3-(naphthalen-2-yl)propanamido]-3-(1H-indol-3-yl)propanamido]-3-phenylpropanamido]hexanamide
• Synonyms: D-Ala-β-(2-naphthyl)-D-Ala-Trp-D-Phe-Lys amide

Database IDs

• CAS Number: 158861-67-7
• MDL Number: MFCD00671440
• PubChem SID: 162225563
• PubChem CID: 66577117

CALCULATED PROPERTIES

• Acid pKa: 11.962138
• H Acceptors: 7
• H Donor: 8
• LogD (pH = 5.5): -3.0861447
• LogD (pH = 7.4): -0.97672945
• Log P: 2.3935874
• Molar Refractivity: 210.215 cm^3
• Polarizability: 84.474266 Å^3
• Polar Surface Area: 227.32 Å^2
• Rotatable Bonds: 19
• 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

Product Information

• Purity: ≥97% (HPLC)

DETAILS

Sigma Aldrich - A2960

Biochem/physiol Actions
Growth hormone-releasing peptide studied in rats