(3S)-3-{[(1S)-1-{[(1S)-1-{[(1S)-1-{[(3S)-1-[(1S)-1-{[(1S)-1-carbamoyl-3-(methylsulfanyl)propyl]carbamoyl}-3-methylbutyl]-2-oxopyrrolidin-3-yl]carbamoyl}-2-methylpropyl]carbamoyl}-2-phenylethyl]carbamoyl}-2-hydroxyethyl]carbamoyl}-3-[(2S)-2,6-diaminohexanamido]propanoic acid

• ChemBase ID: 155283
• Molecular Formular: C42H68N10O11S
• Molecular Mass: 921.11472
• Monoisotopic Mass: 920.47897405
• SMILES: CC(C)C[C@@H](C(=O)N[C@@H](CCSC)C(=O)N)N1CC[C@@H](C1=O)NC(=O)[C@H](C(C)C)NC(=O)[C@H](Cc1ccccc1)NC(=O)[C@H](CO)NC(=O)[C@H](CC(=O)O)NC(=O)[C@H](CCCCN)N
• Canonical SMILES: NCCCC[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H]1CCN(C1=O)[C@H](C(=O)N[C@H](C(=O)N)CCSC)CC(C)C)C(C)C)Cc1ccccc1)CO)CC(=O)O)N
• InChI: InChI=1S/C42H68N10O11S/c1-23(2)19-32(40(61)46-27(35(45)56)15-18-64-5)52-17-14-28(42(52)63)47-41(62)34(24(3)4)51-38(59)29(20-25-11-7-6-8-12-25)49-39(60)31(22-53)50-37(58)30(21-33(54)55)48-36(57)26(44)13-9-10-16-43/h6-8,11-12,23-24,26-32,34,53H,9-10,13-22,43-44H2,1-5H3,(H2,45,56)(H,46,61)(H,47,62)(H,48,57)(H,49,60)(H,50,58)(H,51,59)(H,54,55)/t26-,27-,28-,29-,30-,31-,32-,34-/m0/s1
• InChIKey: HVUNRXRFMQDMBO-NOJSRKIXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S)-3-{[(1S)-1-{[(1S)-1-{[(1S)-1-{[(3S)-1-[(1S)-1-{[(1S)-1-carbamoyl-3-(methylsulfanyl)propyl]carbamoyl}-3-methylbutyl]-2-oxopyrrolidin-3-yl]carbamoyl}-2-methylpropyl]carbamoyl}-2-phenylethyl]carbamoyl}-2-hydroxyethyl]carbamoyl}-3-[(2S)-2,6-diaminohexanamido]propanoic acid
• IUPAC Traditional name: (3S)-3-{[(1S)-1-{[(1S)-1-{[(1S)-1-{[(3S)-1-[(1S)-1-{[(1S)-1-carbamoyl-3-(methylsulfanyl)propyl]carbamoyl}-3-methylbutyl]-2-oxopyrrolidin-3-yl]carbamoyl}-2-methylpropyl]carbamoyl}-2-phenylethyl]carbamoyl}-2-hydroxyethyl]carbamoyl}-3-[(2S)-2,6-diaminohexanamido]propanoic acid
• Synonyms: GR 64349

Database IDs

• CAS Number: 137593-52-3
• PubChem SID: 162249421
• PubChem CID: 71312115

CALCULATED PROPERTIES

• Acid pKa: 3.6949136
• H Acceptors: 13
• H Donor: 11
• LogD (pH = 5.5): -7.5156484
• LogD (pH = 7.4): -5.8265696
• Log P: -5.0983877
• Molar Refractivity: 235.714 cm^3
• Polarizability: 93.0233 Å^3
• Polar Surface Area: 347.57 Å^2
• Rotatable Bonds: 29
• 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 ... TACR2(6865)mouse ... TACR2(21337)rat ... TACR2(25007)

Product Information

• Purity: >96%
• Empirical Formula (Hill Notation): C42H68N10O11S

DETAILS

Sigma Aldrich - G113

Amino Acid Sequence
Lys-Asp-Ser-Phe-Val-Gly-R-γ-lactam-Leu-Met-NH2
Biochem/physiol Actions
Potent and selective agonist at the NK-2 tachykinin receptor.