2-[(2S)-2-(2-{2-[(2S)-2-[(2S)-2-[(2S)-2-{2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-{2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-6-amino-2-[(2S)-2-[(2S)-3-carbamoyl-2-[(2S,3R)-2-[(2S)-2,6-diaminohexanamido]-3-hydroxybutanamido]propanamido]-4-(methylsulfanyl)butanamido]hexanamido]-3-(1H-imidazol-4-yl)propanamido]-4-(methylsulfanyl)butanamido]propanamido]acetamido}propanamido]propanamido]propanamido]propanamido]acetamido}propanamido]-3-methylbutanamido]-3-methylbutanamido]acetamido}acetamido)-4-methylpentanamido]acetic acid

• ChemBase ID: 155693
• Molecular Formular: C80H138N26O24S2
• Molecular Mass: 1912.24152
• Monoisotopic Mass: 1910.98187143
• SMILES: C[C@H]([C@@H](C(=O)N[C@@H](CC(=O)N)C(=O)N[C@@H](CCSC)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](Cc1c[nH]cn1)C(=O)N[C@@H](CCSC)C(=O)N[C@@H](C)C(=O)NCC(=O)N[C@@H](C)C(=O)N[C@@H](C)C(=O)N[C@@H](C)C(=O)N[C@@H](C)C(=O)NCC(=O)N[C@@H](C)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](C(C)C)C(=O)NCC(=O)NCC(=O)N[C@@H](CC(C)C)C(=O)NCC(=O)O)NC(=O)[C@H](CCCCN)N)O
• Canonical SMILES: NCCCC[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)NCC(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)NCC(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)NCC(=O)NCC(=O)N[C@H](C(=O)NCC(=O)O)CC(C)C)C(C)C)C(C)C)C)C)C)C)C)C)CCSC)Cc1nc[nH]c1)NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H]([C@H](O)C)NC(=O)[C@H](CCCCN)N)CC(=O)N)CCSC
• InChI: InChI=1S/C80H138N26O24S2/c1-38(2)28-53(72(122)90-36-61(113)114)98-60(112)33-86-57(109)32-89-78(128)62(39(3)4)105-79(129)63(40(5)6)104-70(120)44(10)93-59(111)35-87-65(115)41(7)94-68(118)45(11)96-69(119)46(12)95-67(117)43(9)92-58(110)34-88-66(116)42(8)97-73(123)51(22-26-131-14)100-76(126)54(29-48-31-85-37-91-48)102-74(124)50(21-17-19-25-82)99-75(125)52(23-27-132-15)101-77(127)55(30-56(84)108)103-80(130)64(47(13)107)106-71(121)49(83)20-16-18-24-81/h31,37-47,49-55,62-64,107H,16-30,32-36,81-83H2,1-15H3,(H2,84,108)(H,85,91)(H,86,109)(H,87,115)(H,88,116)(H,89,128)(H,90,122)(H,92,110)(H,93,111)(H,94,118)(H,95,117)(H,96,119)(H,97,123)(H,98,112)(H,99,125)(H,100,126)(H,101,127)(H,102,124)(H,103,130)(H,104,120)(H,105,129)(H,106,121)(H,113,114)/t41-,42-,43-,44-,45-,46-,47+,49-,50-,51-,52-,53-,54-,55-,62-,63-,64-/m0/s1
• InChIKey: XPZWWTIIKSODDO-MBNDGZRNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(2S)-2-(2-{2-[(2S)-2-[(2S)-2-[(2S)-2-{2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-{2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-6-amino-2-[(2S)-2-[(2S)-3-carbamoyl-2-[(2S,3R)-2-[(2S)-2,6-diaminohexanamido]-3-hydroxybutanamido]propanamido]-4-(methylsulfanyl)butanamido]hexanamido]-3-(1H-imidazol-4-yl)propanamido]-4-(methylsulfanyl)butanamido]propanamido]acetamido}propanamido]propanamido]propanamido]propanamido]acetamido}propanamido]-3-methylbutanamido]-3-methylbutanamido]acetamido}acetamido)-4-methylpentanamido]acetic acid
• IUPAC Traditional name: [(2S)-2-(2-{2-[(2S)-2-[(2S)-2-[(2S)-2-{2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-{2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-6-amino-2-[(2S)-2-[(2S)-3-carbamoyl-2-[(2S,3R)-2-[(2S)-2,6-diaminohexanamido]-3-hydroxybutanamido]propanamido]-4-(methylsulfanyl)butanamido]hexanamido]-3-(1H-imidazol-4-yl)propanamido]-4-(methylsulfanyl)butanamido]propanamido]acetamido}propanamido]propanamido]propanamido]propanamido]acetamido}propanamido]-3-methylbutanamido]-3-methylbutanamido]acetamido}acetamido)-4-methylpentanamido]acetic acid
• Synonyms: PrP [106-126]; Prion Protein Fragment 106-126 Human

Database IDs

• CAS Number: 148439-49-0
• MDL Number: MFCD00237234
• PubChem SID: 162249831
• PubChem CID: 71312203

CALCULATED PROPERTIES

• Acid pKa: 3.5766945
• H Acceptors: 28
• H Donor: 27
• LogD (pH = 5.5): -21.153158
• LogD (pH = 7.4): -18.110167
• Log P: -15.190519
• Molar Refractivity: 475.2585 cm^3
• Polarizability: 186.93451 Å^3
• Polar Surface Area: 789.36 Å^2
• Rotatable Bonds: 64
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: solid

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 ... PRNP(5621)

Product Information

• Purity: ≥90% (HPLC)
• Empirical Formula (Hill Notation): C80H138N26O24S2

DETAILS

Sigma Aldrich - P3615

Amino Acid Sequence
Lys-Thr-Asn-Met-Lys-His-Met-Ala-Gly-Ala-Ala-Ala-Ala-Gly-Ala-Val-Val-Gly-Gly-Leu-Gly
Application
Used as a model to investigate neurodegeneration in prion diseases.