(4S)-4-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-3-carbamoyl-2-[(2S)-2-[(4-{2-[4-(dimethylamino)phenyl]diazen-1-yl}phenyl)formamido]-3-methylbutanamido]propanamido]-4-methylpentanamido]-3-carboxypropanamido]propanamido]-4-({2-[(5-sulfonaphthalen-1-yl)amino]ethyl}carbamoyl)butanoic acid

• ChemBase ID: 155703
• Molecular Formular: C54H70N12O15S
• Molecular Mass: 1159.27
• Monoisotopic Mass: 1158.4804306
• SMILES: C[C@@H](C(=O)N[C@@H](CCC(=O)O)C(=O)NCCNc1cccc2c1cccc2S(=O)(=O)O)NC(=O)[C@H](CC(=O)O)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC(=O)N)NC(=O)[C@H](C(C)C)NC(=O)c1ccc(cc1)/N=N/c1ccc(cc1)N(C)C
• Canonical SMILES: CC(C[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)NCCNc1cccc2c1cccc2S(=O)(=O)O)CCC(=O)O)C)CC(=O)O)NC(=O)[C@@H](NC(=O)[C@H](C(C)C)NC(=O)c1ccc(cc1)/N=N/c1ccc(cc1)N(C)C)CC(=O)N)C
• InChI: InChI=1S/C54H70N12O15S/c1-29(2)26-40(60-53(77)41(27-44(55)67)62-54(78)47(30(3)4)63-49(73)32-14-16-33(17-15-32)64-65-34-18-20-35(21-19-34)66(6)7)52(76)61-42(28-46(70)71)51(75)58-31(5)48(72)59-39(22-23-45(68)69)50(74)57-25-24-56-38-12-8-11-37-36(38)10-9-13-43(37)82(79,80)81/h8-21,29-31,39-42,47,56H,22-28H2,1-7H3,(H2,55,67)(H,57,74)(H,58,75)(H,59,72)(H,60,77)(H,61,76)(H,62,78)(H,63,73)(H,68,69)(H,70,71)(H,79,80,81)/t31-,39-,40-,41-,42-,47-/m0/s1
• InChIKey: YBRHPEQUVXBMEG-NQSBLRTJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4S)-4-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-3-carbamoyl-2-[(2S)-2-[(4-{2-[4-(dimethylamino)phenyl]diazen-1-yl}phenyl)formamido]-3-methylbutanamido]propanamido]-4-methylpentanamido]-3-carboxypropanamido]propanamido]-4-({2-[(5-sulfonaphthalen-1-yl)amino]ethyl}carbamoyl)butanoic acid
• IUPAC Traditional name: (4S)-4-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-3-carbamoyl-2-[(2S)-2-[(4-{2-[4-(dimethylamino)phenyl]diazen-1-yl}phenyl)formamido]-3-methylbutanamido]propanamido]-4-methylpentanamido]-3-carboxypropanamido]propanamido]-4-({2-[(5-sulfonaphthalen-1-yl)amino]ethyl}carbamoyl)butanoic acid
• Synonyms: DABCYL-[Asn670, Leu671]-Amyloid β/A4 Precursor Protein 770 Fragment 669-674-EDANS ammonium salt

Database IDs

• MDL Number: MFCD03093392
• PubChem SID: 162249841
• PubChem CID: 71312207

CALCULATED PROPERTIES

• Acid pKa: -1.6425753
• H Acceptors: 19
• H Donor: 12
• LogD (pH = 5.5): -3.277121
• LogD (pH = 7.4): -7.0632234
• Log P: 0.19167244
• Molar Refractivity: 301.2732 cm^3
• Polarizability: 115.199295 Å^3
• Polar Surface Area: 415.75 Å^2
• Rotatable Bonds: 31
• 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 ... APP(351)

Product Information

• Purity: ≥95% (HPLC)
• Empirical Formula (Hill Notation): C54H70N12O15S

DETAILS

Sigma Aldrich - A5097

Amino Acid Sequence
DABCYL-Val-Asn-Leu-Asp-Ala-Glu-EDANS
Biochem/physiol Actions
β-Secretase substrate.