(2S)-2-[(2S)-2-[2-(2-{[(2S)-1-[(2S,3R)-2-[(2S)-2-{[(2S)-1-[(2S)-2-aminopropanoyl]pyrrolidin-2-yl]formamido}-5-carbamimidamidopentanamido]-3-hydroxybutanoyl]pyrrolidin-2-yl]formamido}acetamido)acetamido]-5-carbamimidamidopentanamido]-5-carbamimidamidopentanoic acid

• ChemBase ID: 133720
• Molecular Formular: C39H70N18O11
• Molecular Mass: 967.0871
• Monoisotopic Mass: 966.54714515
• SMILES: C[C@H]([C@@H](C(=O)N1CCC[C@H]1C(=O)NCC(=O)NCC(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CCCNC(=N)N)C(=O)O)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@@H]1CCCN1C(=O)[C@H](C)N)O
• Canonical SMILES: O=C(CNC(=O)[C@@H]1CCCN1C(=O)[C@H]([C@H](O)C)NC(=O)[C@@H](NC(=O)[C@@H]1CCCN1C(=O)[C@@H](N)C)CCCNC(=N)N)NCC(=O)N[C@H](C(=O)N[C@H](C(=O)O)CCCNC(=N)N)CCCNC(=N)N
• InChI: InChI=1S/C39H70N18O11/c1-20(40)34(65)56-16-7-12-26(56)33(64)53-23(9-4-14-48-38(43)44)31(62)55-29(21(2)58)35(66)57-17-6-11-25(57)32(63)51-18-27(59)50-19-28(60)52-22(8-3-13-47-37(41)42)30(61)54-24(36(67)68)10-5-15-49-39(45)46/h20-26,29,58H,3-19,40H2,1-2H3,(H,50,59)(H,51,63)(H,52,60)(H,53,64)(H,54,61)(H,55,62)(H,67,68)(H4,41,42,47)(H4,43,44,48)(H4,45,46,49)/t20-,21+,22-,23-,24-,25-,26-,29-/m0/s1
• InChIKey: UAPJQIXAXHXPGL-XACXWONYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[(2S)-2-[2-(2-{[(2S)-1-[(2S,3R)-2-[(2S)-2-{[(2S)-1-[(2S)-2-aminopropanoyl]pyrrolidin-2-yl]formamido}-5-carbamimidamidopentanamido]-3-hydroxybutanoyl]pyrrolidin-2-yl]formamido}acetamido)acetamido]-5-carbamimidamidopentanamido]-5-carbamimidamidopentanoic acid
• IUPAC Traditional name: (2S)-2-[(2S)-2-[2-(2-{[(2S)-1-[(2S,3R)-2-[(2S)-2-{[(2S)-1-[(2S)-2-aminopropanoyl]pyrrolidin-2-yl]formamido}-5-carbamimidamidopentanamido]-3-hydroxybutanoyl]pyrrolidin-2-yl]formamido}acetamido)acetamido]-5-carbamimidamidopentanamido]-5-carbamimidamidopentanoic acid
• Synonyms: S5; Ala-Pro-Arg-Thr-Pro-Gly-Gly-Arg-Arg

Database IDs

• MDL Number: MFCD00270887
• PubChem SID: 162227997
• PubChem CID: 71308708

CALCULATED PROPERTIES

• Acid pKa: 3.5069418
• H Acceptors: 21
• H Donor: 18
• LogD (pH = 5.5): -17.753939
• LogD (pH = 7.4): -16.051306
• Log P: -10.867678
• Molar Refractivity: 271.5068 cm^3
• Polarizability: 92.925644 Å^3
• Polar Surface Area: 484.47 Å^2
• Rotatable Bonds: 28
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: lyophilized powder

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 ... EDN1(1906)

Product Information

• Biological Source: synthetic

DETAILS

Sigma Aldrich - A6583

Biochem/physiol Actions
Substrate for meiosis-activated myelin basic protein kinase (p44mpk)