N-[1-({1-[(1-{[({1-[(1-{[1-carbamoyl-3-(methylsulfanyl)propyl]carbamoyl}-2-phenylethyl)carbamoyl]-2-(1H-imidazol-5-yl)ethyl}carbamoyl)methyl]carbamoyl}-2-methylpropyl)carbamoyl]ethyl}carbamoyl)-2-(1H-indol-3-yl)ethyl]-2-[(5-oxopyrrolidin-2-yl)formamido]pentanediamide

• ChemBase ID: 155495
• Molecular Formular: C51H68N14O11S
• Molecular Mass: 1085.23782
• Monoisotopic Mass: 1084.49127007
• SMILES: CC(C)C(C(=O)NCC(=O)NC(Cc1cnc[nH]1)C(=O)NC(Cc1ccccc1)C(=O)NC(CCSC)C(=O)N)NC(=O)C(C)NC(=O)C(Cc1c[nH]c2c1cccc2)NC(=O)C(CCC(=O)N)NC(=O)C1CCC(=O)N1
• Canonical SMILES: CSCCC(C(=O)N)NC(=O)C(NC(=O)C(Cc1[nH]cnc1)NC(=O)CNC(=O)C(C(C)C)NC(=O)C(NC(=O)C(Cc1c[nH]c2c1cccc2)NC(=O)C(NC(=O)C1CCC(=O)N1)CCC(=O)N)C)Cc1ccccc1
• InChI: InChI=1S/C51H68N14O11S/c1-27(2)43(51(76)56-25-42(68)60-39(22-31-24-54-26-57-31)50(75)63-37(20-29-10-6-5-7-11-29)49(74)61-34(44(53)69)18-19-77-4)65-45(70)28(3)58-48(73)38(21-30-23-55-33-13-9-8-12-32(30)33)64-47(72)36(14-16-40(52)66)62-46(71)35-15-17-41(67)59-35/h5-13,23-24,26-28,34-39,43,55H,14-22,25H2,1-4H3,(H2,52,66)(H2,53,69)(H,54,57)(H,56,76)(H,58,73)(H,59,67)(H,60,68)(H,61,74)(H,62,71)(H,63,75)(H,64,72)(H,65,70)
• InChIKey: OHCNRADJYUSTIV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[1-({1-[(1-{[({1-[(1-{[1-carbamoyl-3-(methylsulfanyl)propyl]carbamoyl}-2-phenylethyl)carbamoyl]-2-(1H-imidazol-5-yl)ethyl}carbamoyl)methyl]carbamoyl}-2-methylpropyl)carbamoyl]ethyl}carbamoyl)-2-(1H-indol-3-yl)ethyl]-2-[(5-oxopyrrolidin-2-yl)formamido]pentanediamide
• IUPAC Traditional name: N-[1-({1-[(1-{[({1-[(1-{[1-carbamoyl-3-(methylsulfanyl)propyl]carbamoyl}-2-phenylethyl)carbamoyl]-2-(3H-imidazol-4-yl)ethyl}carbamoyl)methyl]carbamoyl}-2-methylpropyl)carbamoyl]ethyl}carbamoyl)-2-(1H-indol-3-yl)ethyl]-2-[(5-oxopyrrolidin-2-yl)formamido]pentanediamide
• Synonyms: Pituitary adenylate cyclase activating fragment 21-38; pGlu-Gln-Trp-Ala-Val-Gly-His-Phe-Met-NH2; Litorin

Database IDs

• MDL Number: MFCD00167519
• PubChem SID: 162249633
• PubChem CID: 14235547

CALCULATED PROPERTIES

• Acid pKa: 11.0603485
• H Acceptors: 12
• H Donor: 13
• LogD (pH = 5.5): -4.0652943
• LogD (pH = 7.4): -3.6007738
• Log P: -3.5381274
• Molar Refractivity: 280.3784 cm^3
• Polarizability: 109.95418 Å^3
• Polar Surface Area: 392.55 Å^2
• Rotatable Bonds: 30
• 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

Product Information

• Purity: ≥97% (HPLC)

DETAILS

Sigma Aldrich - L2258

Amino Acid Sequence
Pyr-Gln-Trp-Ala-Val-Gly-His-Phe-Met-NH2