(2S)-N-[(1S)-3-carbamoyl-1-{[(1R)-1-{[(1S)-1-{[(1R)-1-{[(1R)-1-{[(1S)-1-carbamoyl-3-(methylsulfanyl)propyl]carbamoyl}-2-(1H-indol-3-yl)ethyl]carbamoyl}-2-(1H-indol-3-yl)ethyl]carbamoyl}-2-phenylethyl]carbamoyl}-2-(1H-indol-3-yl)ethyl]carbamoyl}propyl]-2-[(2R)-pyrrolidin-2-ylformamido]pentanediamide

• ChemBase ID: 131266
• Molecular Formular: C62H74N14O10S
• Molecular Mass: 1207.40376
• Monoisotopic Mass: 1206.54330564
• SMILES: CSCC[C@@H](C(=O)N)NC(=O)[C@@H](Cc1c[nH]c2c1cccc2)NC(=O)[C@@H](Cc1c[nH]c2c1cccc2)NC(=O)[C@H](Cc1ccccc1)NC(=O)[C@@H](Cc1c[nH]c2c1cccc2)NC(=O)[C@H](CCC(=O)N)NC(=O)[C@H](CCC(=O)N)NC(=O)[C@H]1CCCN1
• Canonical SMILES: CSCC[C@@H](C(=O)N)NC(=O)[C@@H](Cc1c[nH]c2c1cccc2)NC(=O)[C@@H](Cc1c[nH]c2c1cccc2)NC(=O)[C@@H](NC(=O)[C@@H](Cc1c[nH]c2c1cccc2)NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H]1CCCN1)CCC(=O)N)CCC(=O)N)Cc1ccccc1
• InChI: InChI=1S/C62H74N14O10S/c1-87-27-25-45(55(65)79)70-60(84)50(29-36-32-67-42-17-8-5-14-39(36)42)76-62(86)52(31-38-34-69-44-19-10-7-16-41(38)44)75-59(83)49(28-35-12-3-2-4-13-35)73-61(85)51(30-37-33-68-43-18-9-6-15-40(37)43)74-58(82)48(22-24-54(64)78)72-57(81)47(21-23-53(63)77)71-56(80)46-20-11-26-66-46/h2-10,12-19,32-34,45-52,66-69H,11,20-31H2,1H3,(H2,63,77)(H2,64,78)(H2,65,79)(H,70,84)(H,71,80)(H,72,81)(H,73,85)(H,74,82)(H,75,83)(H,76,86)/t45-,46+,47-,48-,49-,50+,51+,52+/m0/s1
• InChIKey: SFUBGXWEUDKBIR-XWYQIVALSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-N-[(1S)-3-carbamoyl-1-{[(1R)-1-{[(1S)-1-{[(1R)-1-{[(1R)-1-{[(1S)-1-carbamoyl-3-(methylsulfanyl)propyl]carbamoyl}-2-(1H-indol-3-yl)ethyl]carbamoyl}-2-(1H-indol-3-yl)ethyl]carbamoyl}-2-phenylethyl]carbamoyl}-2-(1H-indol-3-yl)ethyl]carbamoyl}propyl]-2-[(2R)-pyrrolidin-2-ylformamido]pentanediamide
• IUPAC Traditional name: (2S)-N-[(1S)-3-carbamoyl-1-{[(1R)-1-{[(1S)-1-{[(1R)-1-{[(1R)-1-{[(1S)-1-carbamoyl-3-(methylsulfanyl)propyl]carbamoyl}-2-(1H-indol-3-yl)ethyl]carbamoyl}-2-(1H-indol-3-yl)ethyl]carbamoyl}-2-phenylethyl]carbamoyl}-2-(1H-indol-3-yl)ethyl]carbamoyl}propyl]-2-[(2R)-pyrrolidin-2-ylformamido]pentanediamide
• Synonyms: [D-Pro4, D-Trp7,9,10]-Substance P fragment 4-11

Database IDs

• CAS Number: 86917-57-9
• MDL Number: MFCD00076811
• PubChem SID: 162225544
• PubChem CID: 16131288

CALCULATED PROPERTIES

• Acid pKa: 11.556141
• H Acceptors: 11
• H Donor: 14
• LogD (pH = 5.5): -2.5798788
• LogD (pH = 7.4): -1.4852297
• Log P: 0.59311616
• Molar Refractivity: 325.0177 cm^3
• Polarizability: 129.60152 Å^3
• Polar Surface Area: 392.37 Å^2
• Rotatable Bonds: 32
• 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 ... TAC1(6863)

DETAILS

Sigma Aldrich - S6397

Amino Acid Sequence
D-Pro-Gln-Gln-D-Trp-Phe-D-Trp-D-Trp-Met-NH2
Biochem/physiol Actions
Competitive antagonist of substance P, bombesin, and cholecystokinin