2-{[1-(6-amino-2-{[1-(2-amino-5-carbamimidamidopentanoyl)pyrrolidin-2-yl]formamido}hexanoyl)pyrrolidin-2-yl]formamido}-N-[3-carbamoyl-1-({1-[(1-{[({1-[(1-carbamoylpentyl)carbamoyl]-3-methylbutyl}carbamoyl)methyl]carbamoyl}-2-phenylethyl)carbamoyl]-2-phenylethyl}carbamoyl)propyl]pentanediamide

• ChemBase ID: 103832
• Molecular Formular: C64H100N18O13
• Molecular Mass: 1329.5916
• Monoisotopic Mass: 1328.77172535
• SMILES: CCCCC(NC(=O)C(CC(C)C)NC(=O)CNC(=O)C(Cc1ccccc1)NC(=O)C(Cc1ccccc1)NC(=O)C(CCC(=O)N)NC(=O)C(CCC(=O)N)NC(=O)C1CCCN1C(=O)C(CCCCN)NC(=O)C1CCCN1C(=O)C(N)CCCNC(=N)N)C(=O)N
• Canonical SMILES: NCCCCC(C(=O)N1CCCC1C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NCC(=O)NC(C(=O)NC(C(=O)N)CCCC)CC(C)C)Cc1ccccc1)Cc1ccccc1)CCC(=O)N)CCC(=O)N)NC(=O)C1CCCN1C(=O)C(CCCNC(=N)N)N
• InChI: InChI=1S/C64H100N18O13/c1-4-5-22-42(54(69)86)75-58(90)46(34-38(2)3)74-53(85)37-73-55(87)47(35-39-17-8-6-9-18-39)79-59(91)48(36-40-19-10-7-11-20-40)80-57(89)43(26-28-51(67)83)76-56(88)44(27-29-52(68)84)77-60(92)50-25-16-33-82(50)63(95)45(23-12-13-30-65)78-61(93)49-24-15-32-81(49)62(94)41(66)21-14-31-72-64(70)71/h6-11,17-20,38,41-50H,4-5,12-16,21-37,65-66H2,1-3H3,(H2,67,83)(H2,68,84)(H2,69,86)(H,73,87)(H,74,85)(H,75,90)(H,76,88)(H,77,92)(H,78,93)(H,79,91)(H,80,89)(H4,70,71,72)
• InChIKey: ZEPTUBCWHRSMIP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{[1-(6-amino-2-{[1-(2-amino-5-carbamimidamidopentanoyl)pyrrolidin-2-yl]formamido}hexanoyl)pyrrolidin-2-yl]formamido}-N-[3-carbamoyl-1-({1-[(1-{[({1-[(1-carbamoylpentyl)carbamoyl]-3-methylbutyl}carbamoyl)methyl]carbamoyl}-2-phenylethyl)carbamoyl]-2-phenylethyl}carbamoyl)propyl]pentanediamide
• IUPAC Traditional name: 2-{[1-(6-amino-2-{[1-(2-amino-5-carbamimidamidopentanoyl)pyrrolidin-2-yl]formamido}hexanoyl)pyrrolidin-2-yl]formamido}-N-[3-carbamoyl-1-({1-[(1-{[({1-[(1-carbamoylpentyl)carbamoyl]-3-methylbutyl}carbamoyl)methyl]carbamoyl}-2-phenylethyl)carbamoyl]-2-phenylethyl}carbamoyl)propyl]pentanediamide
• Synonyms: Arg-Pro-Lys-Pro-Gln-Gln-Phe-Phe-Gly-Leu-Nle-NH2; [Nle11]-Substance P; Arg-Pro-Lys-Pro-Gln-Gln-Phe-Phe-Gly-Leu-Nle-NH₂; [Nle^11]-SUBSTANCE P

Database IDs

• CAS Number: 57462-42-7
• MDL Number: MFCD00076785
• PubChem SID: 24899461; 162102937
• PubChem CID: 4319539

CALCULATED PROPERTIES

• Acid pKa: 11.489009
• H Acceptors: 18
• H Donor: 16
• LogD (pH = 5.5): -11.79516
• LogD (pH = 7.4): -9.690098
• Log P: -4.992354
• Molar Refractivity: 358.7786 cm^3
• Polarizability: 136.22545 Å^3
• Polar Surface Area: 516.63 Å^2
• Rotatable Bonds: 42
• 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

MP Biomedicals - 02153006

A substance P analog that avoids methionine oxidation problems and that has high biological activity.

Sigma Aldrich - S1136

Biochem/physiol Actions
Substance P analog that avoids methionine oxidation problems

REFERENCES

• Chipkin, R.E., et al., Arch. Int. Pharmacodyn., 240: 193, (1979).
• Escher, E., et al., J. Med. Chem., 25: 470, (1982).