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-carbamoyl-3-methanesulfonylpropyl)carbamoyl]-3-methylbutyl}carbamoyl)methyl](methyl)carbamoyl}-2-phenylethyl)carbamoyl]-2-phenylethyl}carbamoyl)propyl]pentanediamide

• ChemBase ID: 105089
• Molecular Formular: C64H100N18O15S
• Molecular Mass: 1393.6554
• Monoisotopic Mass: 1392.73362559
• SMILES: CC(C)CC(NC(=O)CN(C)C(=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)NC(CCS(=O)(=O)C)C(=O)N
• Canonical SMILES: NCCCCC(C(=O)N1CCCC1C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N(CC(=O)NC(C(=O)NC(C(=O)N)CCS(=O)(=O)C)CC(C)C)C)Cc1ccccc1)Cc1ccccc1)CCC(=O)N)CCC(=O)N)NC(=O)C1CCCN1C(=O)C(CCCNC(=N)N)N
• InChI: InChI=1S/C64H100N18O15S/c1-38(2)34-46(57(89)74-42(54(69)86)28-33-98(4,96)97)73-53(85)37-80(3)62(94)48(36-40-18-9-6-10-19-40)79-58(90)47(35-39-16-7-5-8-17-39)78-56(88)43(24-26-51(67)83)75-55(87)44(25-27-52(68)84)76-59(91)50-23-15-32-82(50)63(95)45(21-11-12-29-65)77-60(92)49-22-14-31-81(49)61(93)41(66)20-13-30-72-64(70)71/h5-10,16-19,38,41-50H,11-15,20-37,65-66H2,1-4H3,(H2,67,83)(H2,68,84)(H2,69,86)(H,73,85)(H,74,89)(H,75,87)(H,76,91)(H,77,92)(H,78,88)(H,79,90)(H4,70,71,72)
• InChIKey: OUPXSLGGCPUZJJ-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-carbamoyl-3-methanesulfonylpropyl)carbamoyl]-3-methylbutyl}carbamoyl)methyl](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-carbamoyl-3-methanesulfonylpropyl)carbamoyl]-3-methylbutyl}carbamoyl)methyl](methyl)carbamoyl}-2-phenylethyl)carbamoyl]-2-phenylethyl}carbamoyl)propyl]pentanediamide
• Synonyms: Arg-Pro-Lys-Pro-Gln-Gln-Phe-Phe-Sar-Leu-Met[O2]-NH2; [Sar9, Met(O2)11]-Substance P; [Sar^9,Met(O₂)^11]-SUBSTANCE P

Database IDs

• CAS Number: 110880-55-2
• MDL Number: MFCD00076787
• PubChem SID: 24899567; 162091972
• PubChem CID: 16219961

CALCULATED PROPERTIES

• Acid pKa: 11.482994
• H Acceptors: 20
• H Donor: 15
• LogD (pH = 5.5): -14.600299
• LogD (pH = 7.4): -12.495167
• Log P: -7.794906
• Molar Refractivity: 368.5471 cm^3
• Polarizability: 140.49042 Å^3
• Polar Surface Area: 541.98 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

Pharmacology Properties

• Gene Information: human ... TACR1(6869)mouse ... TACR1(21336)rat ... TACR1(24807)

Product Information

• Purity: >97%; ≥95% (HPLC)

DETAILS

MP Biomedicals - 02158739

Arg-Pro-Lys-Pro-Gln-Gln-Phe-Phe-Sar-Leu-Met(O₂)-NH₂
Purity: >97%
Highly specific neurokinin NK₁ receptor agonist

Sigma Aldrich - S3672

Amino Acid Sequence
Arg-Pro-Lys-Pro-Gln-Gln-Phe-Phe-Sar-Leu-Met[O]2-NH2
Biochem/physiol Actions
Highly selective NK-1 receptor agonist.

REFERENCES

• Quirion, R. and Dam, T.V., Regulatory Peptides, 22: 18, (1988).