3-amino-3-({1-[(1-{[1-({1-[(1-{[1-({[(1-{[1-carbamoyl-3-(methylsulfanyl)propyl]carbamoyl}-3-methylbutyl)carbamoyl]methyl}carbamoyl)-2-methylpropyl]carbamoyl}-2-phenylethyl)carbamoyl]-2-phenylethyl}carbamoyl)-2-carboxyethyl]carbamoyl}-2-(1H-imidazol-4-yl)ethyl)carbamoyl]-3-(methylsulfanyl)propyl}carbamoyl)propanoic acid

• ChemBase ID: 103871
• Molecular Formular: C55H79N13O14S2
• Molecular Mass: 1210.42446
• Monoisotopic Mass: 1209.53108627
• SMILES: CSCCC(NC(=O)C(CC(C)C)NC(=O)CNC(=O)C(NC(=O)C(Cc1ccccc1)NC(=O)C(Cc1ccccc1)NC(=O)C(CC(=O)O)NC(=O)C(Cc1c[nH]cn1)NC(=O)C(CCSC)NC(=O)C(N)CC(=O)O)C(C)C)C(=O)N
• Canonical SMILES: CSCCC(C(=O)NC(C(=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)C(C)C)Cc1ccccc1)Cc1ccccc1)CC(=O)O)Cc1nc[nH]c1)NC(=O)C(CC(=O)O)N
• InChI: InChI=1S/C55H79N13O14S2/c1-30(2)21-38(50(77)62-36(47(57)74)17-19-83-5)61-43(69)28-59-55(82)46(31(3)4)68-54(81)40(23-33-15-11-8-12-16-33)65-51(78)39(22-32-13-9-7-10-14-32)64-53(80)42(26-45(72)73)67-52(79)41(24-34-27-58-29-60-34)66-49(76)37(18-20-84-6)63-48(75)35(56)25-44(70)71/h7-16,27,29-31,35-42,46H,17-26,28,56H2,1-6H3,(H2,57,74)(H,58,60)(H,59,82)(H,61,69)(H,62,77)(H,63,75)(H,64,80)(H,65,78)(H,66,76)(H,67,79)(H,68,81)(H,70,71)(H,72,73)
• InChIKey: NHXYSAFTNPANFK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-amino-3-({1-[(1-{[1-({1-[(1-{[1-({[(1-{[1-carbamoyl-3-(methylsulfanyl)propyl]carbamoyl}-3-methylbutyl)carbamoyl]methyl}carbamoyl)-2-methylpropyl]carbamoyl}-2-phenylethyl)carbamoyl]-2-phenylethyl}carbamoyl)-2-carboxyethyl]carbamoyl}-2-(1H-imidazol-4-yl)ethyl)carbamoyl]-3-(methylsulfanyl)propyl}carbamoyl)propanoic acid; 3-amino-3-({1-[(1-{[1-({1-[(1-{[1-({[(1-{[1-carbamoyl-3-(methylsulfanyl)propyl]carbamoyl}-3-methylbutyl)carbamoyl]methyl}carbamoyl)-2-methylpropyl]carbamoyl}-2-phenylethyl)carbamoyl]-2-phenylethyl}carbamoyl)-2-carboxyethyl]carbamoyl}-2-(1H-imidazol-5-yl)ethyl)carbamoyl]-3-(methylsulfanyl)propyl}carbamoyl)propanoic acid
• IUPAC Traditional name: 3-amino-3-({1-[(1-{[1-({1-[(1-{[1-({[(1-{[1-carbamoyl-3-(methylsulfanyl)propyl]carbamoyl}-3-methylbutyl)carbamoyl]methyl}carbamoyl)-2-methylpropyl]carbamoyl}-2-phenylethyl)carbamoyl]-2-phenylethyl}carbamoyl)-2-carboxyethyl]carbamoyl}-2-(1H-imidazol-4-yl)ethyl)carbamoyl]-3-(methylsulfanyl)propyl}carbamoyl)propanoic acid; neurokinin B
• Synonyms: β-Neurokinin; Asp-Met-His-Asp-Phe-Phe-Val-Gly-Leu-Met-NH₂; Neurokinin B; NEUROMEDIN K; β-Neurokinin; Neuromedin K; Neurokinin B

Database IDs

• CAS Number: 86933-75-7
• MDL Number: MFCD00133665
• PubChem SID: 162090916; 24897694
• PubChem CID: 55583

CALCULATED PROPERTIES

• Acid pKa: 3.195817
• H Acceptors: 16
• H Donor: 14
• LogD (pH = 5.5): -6.469717
• LogD (pH = 7.4): -7.4118547
• Log P: -6.0895176
• Molar Refractivity: 309.2193 cm^3
• Polarizability: 121.03932 Å^3
• Polar Surface Area: 434.29 Å^2
• Rotatable Bonds: 38
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• Storage Condition: 0°C
• 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 ... TAC3(6866)

Product Information

• Purity: ≥95% (HPLC)

DETAILS

Sigma Aldrich - N4143

Amino Acid Sequence
Asp-Met-His-Asp-Phe-Phe-Val-Gly-Leu-Met-NH2
Biochem/physiol Actions
Endogenous tachykinin agonist with preference for the NK-3 receptor. Potent bronchoconstrictor; may have neuromodulatory role in brain.