(2S)-2-{1-[(2S)-1-[(2S)-2-[(2S)-2-(5-aminopentanamido)-3-phenylpropanamido]-3-phenylpropanoyl]pyrrolidin-2-yl]-N-methylformamido}-N-[(1S)-1-carbamoyl-3-(methylsulfanyl)propyl]-4-methylpentanamide

• ChemBase ID: 134219
• Molecular Formular: C40H59N7O6S
• Molecular Mass: 766.00476
• Monoisotopic Mass: 765.42475364
• SMILES: CC(C)C[C@@H](C(=O)N[C@@H](CCSC)C(=O)N)N(C)C(=O)[C@@H]1CCCN1C(=O)[C@H](Cc1ccccc1)NC(=O)[C@H](Cc1ccccc1)NC(=O)CCCCN
• Canonical SMILES: CSCC[C@@H](C(=O)N)NC(=O)[C@@H](N(C(=O)[C@@H]1CCCN1C(=O)[C@H](Cc1ccccc1)NC(=O)[C@H](Cc1ccccc1)NC(=O)CCCCN)C)CC(C)C
• InChI: InChI=1S/C40H59N7O6S/c1-27(2)24-34(38(51)44-30(36(42)49)20-23-54-4)46(3)40(53)33-18-13-22-47(33)39(52)32(26-29-16-9-6-10-17-29)45-37(50)31(25-28-14-7-5-8-15-28)43-35(48)19-11-12-21-41/h5-10,14-17,27,30-34H,11-13,18-26,41H2,1-4H3,(H2,42,49)(H,43,48)(H,44,51)(H,45,50)/t30-,31-,32-,33-,34-/m0/s1
• InChIKey: HQKPTSSZOJLFBZ-LJADHVKFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{1-[(2S)-1-[(2S)-2-[(2S)-2-(5-aminopentanamido)-3-phenylpropanamido]-3-phenylpropanoyl]pyrrolidin-2-yl]-N-methylformamido}-N-[(1S)-1-carbamoyl-3-(methylsulfanyl)propyl]-4-methylpentanamide
• IUPAC Traditional name: (2S)-2-{1-[(2S)-1-[(2S)-2-[(2S)-2-(5-aminopentanamido)-3-phenylpropanamido]-3-phenylpropanoyl]pyrrolidin-2-yl]-N-methylformamido}-N-[(1S)-1-carbamoyl-3-(methylsulfanyl)propyl]-4-methylpentanamide
• Synonyms: GR 73632; δ-Aminovaleryl-[Pro9, Leu(N-Me)10]-Substance P Fragment 7-11

Database IDs

• CAS Number: 133156-06-6
• MDL Number: MFCD00144411
• PubChem SID: 162228496
• PubChem CID: 119599

CALCULATED PROPERTIES

• Acid pKa: 12.073357
• H Acceptors: 7
• H Donor: 5
• LogD (pH = 5.5): -0.96729064
• LogD (pH = 7.4): -0.34554744
• Log P: 2.0477624
• Molar Refractivity: 210.9541 cm^3
• Polarizability: 82.61691 Å^3
• Polar Surface Area: 197.03 Å^2
• Rotatable Bonds: 22
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: solid

Safety Information

• German water hazard class: 3
• Safety Statements: 22-24/25
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Pharmacology Properties

• Gene Information: human ... TAC1(6863), TACR1(6869)mouse ... TAC1(21333), TACR1(21336)rat ... TAC1(24806), TACR1(24807)

Product Information

• Purity: >97%; >99% (HPLC)
• Empirical Formula (Hill Notation): C40H59N7O6S

DETAILS

Sigma Aldrich - S2314

Amino Acid Sequence
δ-Ava-Phe-Phe-Pro-N-Me-Leu-Met-NH2
Biochem/physiol Actions
Selective receptor agonist for NK1.

Sigma Aldrich - G114

Amino Acid Sequence
H2N-(CH2)4-CO-Phe-Pro-NMe-Leu-Met-NH2
Biochem/physiol Actions
Potent and specific agonist at the NK-1 tachykinin receptor.