(2S)-6-amino-2-[(2S)-6-amino-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-{2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S,3S)-2-[(2S)-6-amino-2-[(2S)-2-[(2S)-2-aminopropanamido]propanamido]hexanamido]-3-methylpentanamido]-4-carbamoylbutanamido]propanamido]-3-hydroxypropanamido]-3-phenylpropanamido]-5-carbamimidamidopentanamido]acetamido}-3-(1H-imidazol-4-yl)propanamido]-4-(methylsulfanyl)butanamido]propanamido]-5-carbamimidamidopentanamido]hexanamido]hexanoic acid

• ChemBase ID: 132515
• Molecular Formular: C78H134N28O19S
• Molecular Mass: 1800.13976
• Monoisotopic Mass: 1799.01007521
• SMILES: CC[C@H](C)[C@@H](C(=O)N[C@@H](CCC(=O)N)C(=O)N[C@@H](C)C(=O)N[C@@H](CO)C(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@@H](CCCNC(=N)N)C(=O)NCC(=O)N[C@@H](Cc1c[nH]cn1)C(=O)N[C@@H](CCSC)C(=O)N[C@@H](C)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCCN)C(=O)O)NC(=O)[C@H](CCCCN)NC(=O)[C@H](C)NC(=O)[C@H](C)N
• Canonical SMILES: NCCCC[C@@H](C(=O)N[C@H](C(=O)O)CCCCN)NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H](Cc1nc[nH]c1)NC(=O)CNC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H]([C@H](CC)C)NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](N)C)C)CCCCN)CCC(=O)N)C)CO)Cc1ccccc1)CCCNC(=N)N)CCSC)C)CCCNC(=N)N
• InChI: InChI=1S/C78H134N28O19S/c1-8-42(2)61(106-71(119)51(23-13-16-31-80)97-63(111)44(4)93-62(110)43(3)82)75(123)102-53(27-28-59(83)108)67(115)94-46(6)65(113)105-58(40-107)74(122)104-56(36-47-20-10-9-11-21-47)72(120)99-49(25-18-33-89-77(84)85)66(114)91-39-60(109)96-57(37-48-38-88-41-92-48)73(121)101-54(29-35-126-7)68(116)95-45(5)64(112)98-52(26-19-34-90-78(86)87)69(117)100-50(22-12-15-30-79)70(118)103-55(76(124)125)24-14-17-32-81/h9-11,20-21,38,41-46,49-58,61,107H,8,12-19,22-37,39-40,79-82H2,1-7H3,(H2,83,108)(H,88,92)(H,91,114)(H,93,110)(H,94,115)(H,95,116)(H,96,109)(H,97,111)(H,98,112)(H,99,120)(H,100,117)(H,101,121)(H,102,123)(H,103,118)(H,104,122)(H,105,113)(H,106,119)(H,124,125)(H4,84,85,89)(H4,86,87,90)/t42-,43-,44-,45-,46-,49-,50-,51-,52-,53-,54-,55-,56-,57-,58-,61-/m0/s1
• InChIKey: XCHHSUKHZKSIGY-IUUWKTEVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-6-amino-2-[(2S)-6-amino-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-{2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S,3S)-2-[(2S)-6-amino-2-[(2S)-2-[(2S)-2-aminopropanamido]propanamido]hexanamido]-3-methylpentanamido]-4-carbamoylbutanamido]propanamido]-3-hydroxypropanamido]-3-phenylpropanamido]-5-carbamimidamidopentanamido]acetamido}-3-(1H-imidazol-4-yl)propanamido]-4-(methylsulfanyl)butanamido]propanamido]-5-carbamimidamidopentanamido]hexanamido]hexanoic acid
• IUPAC Traditional name: (2S)-6-amino-2-[(2S)-6-amino-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-{2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S,3S)-2-[(2S)-6-amino-2-[(2S)-2-[(2S)-2-aminopropanamido]propanamido]hexanamido]-3-methylpentanamido]-4-carbamoylbutanamido]propanamido]-3-hydroxypropanamido]-3-phenylpropanamido]-5-carbamimidamidopentanamido]acetamido}-3-(1H-imidazol-4-yl)propanamido]-4-(methylsulfanyl)butanamido]propanamido]-5-carbamimidamidopentanamido]hexanamido]hexanoic acid
• Synonyms: Neurogranin Fragment 28-43

Database IDs

• CAS Number: 146554-17-8
• MDL Number: MFCD00237239
• PubChem SID: 162226792
• PubChem CID: 71308572

CALCULATED PROPERTIES

• Acid pKa: 3.5910118
• H Acceptors: 30
• H Donor: 29
• LogD (pH = 5.5): -26.78572
• LogD (pH = 7.4): -23.094519
• Log P: -12.373365
• Molar Refractivity: 480.7092 cm^3
• Polarizability: 179.96132 Å^3
• Polar Surface Area: 793.68 Å^2
• Rotatable Bonds: 64
• 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 ... NRGN(4900)

Product Information

• Purity: ≥97% (HPLC)

DETAILS

Sigma Aldrich - N7279

Amino Acid Sequence
Ala-Ala-Lys-Ile-Gln-Ala-Ser-Phe-Arg-Gly-His-Met-Ala-Arg-Lys-Lys
Other Notes
Synthetic peptide corresponding to the phosphorylation domain of neurogranin.
Substrates
Protein kinase C (PKC) substrate with a Km = 150 nM.