N-[3-carbamoyl-1-({1-[(1-{[1-({1-[(1-carbamoyl-2-phenylethyl)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-(pyrrolidin-2-ylformamido)pentanediamide

• ChemBase ID: 132272
• Molecular Formular: C66H74N14O10
• Molecular Mass: 1223.38156
• Monoisotopic Mass: 1222.57123464
• SMILES: c1ccc(cc1)CC(C(=O)N)NC(=O)C(Cc1c[nH]c2c1cccc2)NC(=O)C(Cc1c[nH]c2c1cccc2)NC(=O)C(Cc1ccccc1)NC(=O)C(Cc1c[nH]c2c1cccc2)NC(=O)C(CCC(=O)N)NC(=O)C(CCC(=O)N)NC(=O)C1CCCN1
• Canonical SMILES: NC(=O)CCC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N)Cc1ccccc1)Cc1c[nH]c2c1cccc2)Cc1c[nH]c2c1cccc2)Cc1ccccc1)Cc1c[nH]c2c1cccc2)NC(=O)C(NC(=O)C1CCCN1)CCC(=O)N
• InChI: InChI=1S/C66H74N14O10/c67-57(81)27-25-50(74-60(84)49-24-13-29-70-49)61(85)75-51(26-28-58(68)82)62(86)78-55(33-41-36-72-47-22-11-8-19-44(41)47)65(89)77-53(31-39-16-5-2-6-17-39)63(87)79-56(34-42-37-73-48-23-12-9-20-45(42)48)66(90)80-54(32-40-35-71-46-21-10-7-18-43(40)46)64(88)76-52(59(69)83)30-38-14-3-1-4-15-38/h1-12,14-23,35-37,49-56,70-73H,13,24-34H2,(H2,67,81)(H2,68,82)(H2,69,83)(H,74,84)(H,75,85)(H,76,88)(H,77,89)(H,78,86)(H,79,87)(H,80,90)
• InChIKey: PCTUFZLKLAATGW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[3-carbamoyl-1-({1-[(1-{[1-({1-[(1-carbamoyl-2-phenylethyl)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-(pyrrolidin-2-ylformamido)pentanediamide
• IUPAC Traditional name: N-[3-carbamoyl-1-({1-[(1-{[1-({1-[(1-carbamoyl-2-phenylethyl)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-(pyrrolidin-2-ylformamido)pentanediamide
• Synonyms: D-Pro-Gln-Gln-D-Trp-Phe-D-Trp-D-Trp-Phe-NH2; [D-Pro4, D-Trp7,9,10, Phe11]-Substance P fragment 4-11

Database IDs

• CAS Number: 89457-20-5
• MDL Number: MFCD00153588
• PubChem SID: 162226549
• PubChem CID: 16132571

CALCULATED PROPERTIES

• Acid pKa: 11.550043
• H Acceptors: 11
• H Donor: 14
• LogD (pH = 5.5): -1.5749803
• LogD (pH = 7.4): -0.48032787
• Log P: 1.5980142
• Molar Refractivity: 332.548 cm^3
• Polarizability: 132.4426 Å^3
• Polar Surface Area: 392.37 Å^2
• Rotatable Bonds: 31
• 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 - S6522

Biochem/physiol Actions
Potent competitive substance P antagonist