4-({4-carbamimidamido-1-[(1-{[1-({[(1-{[1-carbamoyl-3-(methylsulfanyl)propyl]carbamoyl}-3-methylbutyl)carbamoyl]methyl}carbamoyl)-2-(4-hydroxyphenyl)ethyl]carbamoyl}-2-phenylethyl)carbamoyl]butyl}carbamoyl)-4-{[1-(3-carbamoyl-2-{[1-(2,6-diaminohexanoyl)pyrrolidin-2-yl]formamido}propanoyl)pyrrolidin-2-yl]formamido}butanoic acid

• ChemBase ID: 131376
• Molecular Formular: C62H95N17O15S
• Molecular Mass: 1350.5876
• Monoisotopic Mass: 1349.69142643
• SMILES: CC(C)CC(C(=O)NC(CCSC)C(=O)N)NC(=O)CNC(=O)C(Cc1ccc(cc1)O)NC(=O)C(Cc1ccccc1)NC(=O)C(CCCNC(=N)N)NC(=O)C(CCC(=O)O)NC(=O)C1CCCN1C(=O)C(CC(=O)N)NC(=O)C1CCCN1C(=O)C(CCCCN)N
• Canonical SMILES: NCCCCC(C(=O)N1CCCC1C(=O)NC(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)CCSC)CC(C)C)Cc1ccc(cc1)O)Cc1ccccc1)CCCNC(=N)N)CCC(=O)O)CC(=O)N)N
• InChI: InChI=1S/C62H95N17O15S/c1-35(2)30-43(56(89)72-40(52(66)85)24-29-95-3)71-50(82)34-70-53(86)44(32-37-18-20-38(80)21-19-37)75-57(90)45(31-36-12-5-4-6-13-36)76-54(87)41(15-9-26-69-62(67)68)73-55(88)42(22-23-51(83)84)74-58(91)48-17-11-28-79(48)61(94)46(33-49(65)81)77-59(92)47-16-10-27-78(47)60(93)39(64)14-7-8-25-63/h4-6,12-13,18-21,35,39-48,80H,7-11,14-17,22-34,63-64H2,1-3H3,(H2,65,81)(H2,66,85)(H,70,86)(H,71,82)(H,72,89)(H,73,88)(H,74,91)(H,75,90)(H,76,87)(H,77,92)(H,83,84)(H4,67,68,69)
• InChIKey: YTZYDDAKFLJJQR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-({4-carbamimidamido-1-[(1-{[1-({[(1-{[1-carbamoyl-3-(methylsulfanyl)propyl]carbamoyl}-3-methylbutyl)carbamoyl]methyl}carbamoyl)-2-(4-hydroxyphenyl)ethyl]carbamoyl}-2-phenylethyl)carbamoyl]butyl}carbamoyl)-4-{[1-(3-carbamoyl-2-{[1-(2,6-diaminohexanoyl)pyrrolidin-2-yl]formamido}propanoyl)pyrrolidin-2-yl]formamido}butanoic acid
• IUPAC Traditional name: 4-({4-carbamimidamido-1-[(1-{[1-({[(1-{[1-carbamoyl-3-(methylsulfanyl)propyl]carbamoyl}-3-methylbutyl)carbamoyl]methyl}carbamoyl)-2-(4-hydroxyphenyl)ethyl]carbamoyl}-2-phenylethyl)carbamoyl]butyl}carbamoyl)-4-{[1-(3-carbamoyl-2-{[1-(2,6-diaminohexanoyl)pyrrolidin-2-yl]formamido}propanoyl)pyrrolidin-2-yl]formamido}butanoic acid
• Synonyms: Lys-Pro-Asn-Pro-Glu-Arg-Phe-Tyr-Gly-Leu-Met-NH2; Ranakinin

Database IDs

• CAS Number: 139446-71-2
• MDL Number: MFCD00214390
• PubChem SID: 24899378; 162225654
• PubChem CID: 3570691

CALCULATED PROPERTIES

• Acid pKa: 3.639951
• H Acceptors: 20
• H Donor: 17
• LogD (pH = 5.5): -11.865253
• LogD (pH = 7.4): -9.758539
• Log P: -7.3860607
• Molar Refractivity: 357.545 cm^3
• Polarizability: 135.60667 Å^3
• Polar Surface Area: 531.07 Å^2
• Rotatable Bonds: 41
• 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 - R4892

Biochem/physiol Actions
NK1 tachykinin receptor agonist
Other Notes
Originally isolated from the brain of frog, Rana ridibunda