N-[3-carbamoyl-1-({1-[(1-{[1-({1-[(1-carbamoylpentyl)carbamoyl]-3-methylbutyl}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: 131153
• Molecular Formular: C58H77N13O10
• Molecular Mass: 1116.31308
• Monoisotopic Mass: 1115.59163573
• SMILES: CCCCC(C(=O)N)NC(=O)C(CC(C)C)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: CCCCC(C(=O)N)NC(=O)C(NC(=O)C(Cc1c[nH]c2c1cccc2)NC(=O)C(NC(=O)C(Cc1c[nH]c2c1cccc2)NC(=O)C(NC(=O)C(NC(=O)C1CCCN1)CCC(=O)N)CCC(=O)N)Cc1ccccc1)CC(C)C
• InChI: InChI=1S/C58H77N13O10/c1-4-5-18-41(51(61)74)65-55(78)45(27-33(2)3)68-57(80)48(30-36-32-64-40-20-12-10-17-38(36)40)71-56(79)46(28-34-14-7-6-8-15-34)69-58(81)47(29-35-31-63-39-19-11-9-16-37(35)39)70-54(77)44(23-25-50(60)73)67-53(76)43(22-24-49(59)72)66-52(75)42-21-13-26-62-42/h6-12,14-17,19-20,31-33,41-48,62-64H,4-5,13,18,21-30H2,1-3H3,(H2,59,72)(H2,60,73)(H2,61,74)(H,65,78)(H,66,75)(H,67,76)(H,68,80)(H,69,81)(H,70,77)(H,71,79)
• InChIKey: OFDJVNRFKDPBKR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[3-carbamoyl-1-({1-[(1-{[1-({1-[(1-carbamoylpentyl)carbamoyl]-3-methylbutyl}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-carbamoylpentyl)carbamoyl]-3-methylbutyl}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-Leu-Nle-NH2; [D-Pro4, D-Trp7,9, Nle11]-Substance P Fragment 4-11

Database IDs

• CAS Number: 89430-34-2
• MDL Number: MFCD00133834
• PubChem SID: 162225431; 24899718
• PubChem CID: 4334799

CALCULATED PROPERTIES

• Acid pKa: 11.57
• H Acceptors: 11
• H Donor: 13
• LogD (pH = 5.5): -2.3206272
• LogD (pH = 7.4): -1.225985
• Log P: 0.8523693
• Molar Refractivity: 299.6231 cm^3
• Polarizability: 119.13383 Å^3
• Polar Surface Area: 376.58 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)

Product Information

• Purity: ≥95% (HPLC)

DETAILS

Sigma Aldrich - S6647

Biochem/physiol Actions
A potent substance P antagonist