N-(4-carbamimidamido-1-{[1-carbamoyl-2-(1H-indol-3-yl)ethyl]carbamoyl}butyl)-2-{3-hydroxy-2-[(5-oxopyrrolidin-2-yl)formamido]propanamido}-4-methylpentanamide

• ChemBase ID: 103858
• Molecular Formular: C31H46N10O7
• Molecular Mass: 670.75974
• Monoisotopic Mass: 670.35509386
• SMILES: CC(C)CC(NC(=O)C(CO)NC(=O)C1CCC(=O)N1)C(=O)NC(CCCNC(=N)N)C(=O)NC(Cc1c[nH]c2ccccc12)C(=O)N
• Canonical SMILES: OCC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N)Cc1c[nH]c2c1cccc2)CCCNC(=N)N)CC(C)C)NC(=O)C1CCC(=O)N1
• InChI: InChI=1S/C31H46N10O7/c1-16(2)12-23(40-30(48)24(15-42)41-28(46)21-9-10-25(43)37-21)29(47)38-20(8-5-11-35-31(33)34)27(45)39-22(26(32)44)13-17-14-36-19-7-4-3-6-18(17)19/h3-4,6-7,14,16,20-24,36,42H,5,8-13,15H2,1-2H3,(H2,32,44)(H,37,43)(H,38,47)(H,39,45)(H,40,48)(H,41,46)(H4,33,34,35)
• InChIKey: XORALSSAZDWAKT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-(4-carbamimidamido-1-{[1-carbamoyl-2-(1H-indol-3-yl)ethyl]carbamoyl}butyl)-2-{3-hydroxy-2-[(5-oxopyrrolidin-2-yl)formamido]propanamido}-4-methylpentanamide
• IUPAC Traditional name: N-(4-carbamimidamido-1-{[1-carbamoyl-2-(1H-indol-3-yl)ethyl]carbamoyl}butyl)-2-{3-hydroxy-2-[(5-oxopyrrolidin-2-yl)formamido]propanamido}-4-methylpentanamide
• Synonyms: PyroGLU-SER-LEU-ARG-TRP AMIDE; Antho-RW amide I; pGlu-Ser-Leu-Arg-Trp-NH2

Database IDs

• CAS Number: 114056-25-6
• MDL Number: MFCD00133755
• PubChem SID: 162103204; 24898932
• PubChem CID: 4205423

CALCULATED PROPERTIES

• Acid pKa: 10.914807
• H Acceptors: 10
• H Donor: 11
• LogD (pH = 5.5): -5.2058406
• LogD (pH = 7.4): -5.1860485
• Log P: -3.3269868
• Molar Refractivity: 183.4482 cm^3
• Polarizability: 68.14625 Å^3
• Polar Surface Area: 286.51 Å^2
• Rotatable Bonds: 18
• 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)
• Empirical Formula (Hill Notation): C31H46N10O7

DETAILS

MP Biomedicals - 02153103

A neuropeptide originally isolated from sea anemones.

Sigma Aldrich - P9924

Other Notes
Neuropeptide originally isolated from sea anemones

REFERENCES

• Graff, D. and Grimmelikhuijzen, C.J.P., Brain Res., 422: 354, (1988).