(3S)-3-amino-3-{[(1S)-1-{[(1S)-1-{[(1S)-1-[(2-{[(1S)-1-{[(1S)-1-carbamoyl-3-(methylsulfanyl)propyl]carbamoyl}-3-methylbutyl]carbamoyl}ethyl)carbamoyl]-2-methylpropyl]carbamoyl}-2-phenylethyl]carbamoyl}-2-hydroxyethyl]carbamoyl}propanoic acid

• ChemBase ID: 133005
• Molecular Formular: C35H56N8O10S
• Molecular Mass: 780.93174
• Monoisotopic Mass: 780.38401103
• SMILES: CC(C)C[C@@H](C(=O)N[C@@H](CCSC)C(=O)N)NC(=O)CCNC(=O)[C@H](C(C)C)NC(=O)[C@H](Cc1ccccc1)NC(=O)[C@H](CO)NC(=O)[C@H](CC(=O)O)N
• Canonical SMILES: CSCC[C@@H](C(=O)N)NC(=O)[C@@H](NC(=O)CCNC(=O)[C@H](C(C)C)NC(=O)[C@H](Cc1ccccc1)NC(=O)[C@@H](NC(=O)[C@H](CC(=O)O)N)CO)CC(C)C
• InChI: InChI=1S/C35H56N8O10S/c1-19(2)15-24(32(50)40-23(30(37)48)12-14-54-5)39-27(45)11-13-38-35(53)29(20(3)4)43-33(51)25(16-21-9-7-6-8-10-21)41-34(52)26(18-44)42-31(49)22(36)17-28(46)47/h6-10,19-20,22-26,29,44H,11-18,36H2,1-5H3,(H2,37,48)(H,38,53)(H,39,45)(H,40,50)(H,41,52)(H,42,49)(H,43,51)(H,46,47)/t22-,23-,24-,25-,26-,29-/m0/s1
• InChIKey: CKNPSJOMUQBPLA-WTWMNNMUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S)-3-amino-3-{[(1S)-1-{[(1S)-1-{[(1S)-1-[(2-{[(1S)-1-{[(1S)-1-carbamoyl-3-(methylsulfanyl)propyl]carbamoyl}-3-methylbutyl]carbamoyl}ethyl)carbamoyl]-2-methylpropyl]carbamoyl}-2-phenylethyl]carbamoyl}-2-hydroxyethyl]carbamoyl}propanoic acid
• IUPAC Traditional name: (3S)-3-amino-3-{[(1S)-1-{[(1S)-1-{[(1S)-1-[(2-{[(1S)-1-{[(1S)-1-carbamoyl-3-(methylsulfanyl)propyl]carbamoyl}-3-methylbutyl]carbamoyl}ethyl)carbamoyl]-2-methylpropyl]carbamoyl}-2-phenylethyl]carbamoyl}-2-hydroxyethyl]carbamoyl}propanoic acid
• Synonyms: [β-Ala8]-Neurokinin A Fragment 4-10

Database IDs

• CAS Number: 122063-01-8
• MDL Number: MFCD00143686
• PubChem SID: 162227282
• PubChem CID: 9987795

CALCULATED PROPERTIES

• Acid pKa: 3.37129
• H Acceptors: 11
• H Donor: 10
• LogD (pH = 5.5): -4.4396358
• LogD (pH = 7.4): -4.493263
• Log P: -4.4394765
• Molar Refractivity: 198.2654 cm^3
• Polarizability: 78.12093 Å^3
• Polar Surface Area: 301.24 Å^2
• Rotatable Bonds: 25
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: white powder

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 ... TAC1(6863)

Product Information

• Purity: ≥97% (HPLC)
• Compostion: Peptide content, ≥60%

DETAILS

Sigma Aldrich - N147

Amino Acid Sequence
Asp-Ser-Phe-Val-β-Ala-Leu-Met-NH2
Biochem/physiol Actions
Potent and selective NK-2 tachykinin receptor agonist.