(4S)-4-[(2S)-2-[(2S)-6-amino-2-[(2S)-2-aminopropanamido]hexanamido]-5-carbamimidamidopentanamido]-4-{[(1S)-1-{[(1S)-1-{[(1S)-1-carboxyethyl]carbamoyl}ethyl]carbamoyl}-2-hydroxyethyl]carbamoyl}butanoic acid

• ChemBase ID: 132088
• Molecular Formular: C29H53N11O11
• Molecular Mass: 731.79822
• Monoisotopic Mass: 731.39260157
• SMILES: C[C@@H](C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](CO)C(=O)N[C@@H](C)C(=O)N[C@@H](C)C(=O)O)N
• Canonical SMILES: NCCCC[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)O)C)C)CO)CCC(=O)O)CCCNC(=N)N)NC(=O)[C@@H](N)C
• InChI: InChI=1S/C29H53N11O11/c1-14(31)22(44)37-17(7-4-5-11-30)24(46)38-18(8-6-12-34-29(32)33)25(47)39-19(9-10-21(42)43)26(48)40-20(13-41)27(49)35-15(2)23(45)36-16(3)28(50)51/h14-20,41H,4-13,30-31H2,1-3H3,(H,35,49)(H,36,45)(H,37,44)(H,38,46)(H,39,47)(H,40,48)(H,42,43)(H,50,51)(H4,32,33,34)/t14-,15-,16-,17-,18-,19-,20-/m0/s1
• InChIKey: FRXKWWJTESTLJR-RBZZARIASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4S)-4-[(2S)-2-[(2S)-6-amino-2-[(2S)-2-aminopropanamido]hexanamido]-5-carbamimidamidopentanamido]-4-{[(1S)-1-{[(1S)-1-{[(1S)-1-carboxyethyl]carbamoyl}ethyl]carbamoyl}-2-hydroxyethyl]carbamoyl}butanoic acid
• IUPAC Traditional name: (4S)-4-[(2S)-2-[(2S)-6-amino-2-[(2S)-2-aminopropanamido]hexanamido]-5-carbamimidamidopentanamido]-4-{[(1S)-1-{[(1S)-1-{[(1S)-1-carboxyethyl]carbamoyl}ethyl]carbamoyl}-2-hydroxyethyl]carbamoyl}butanoic acid
• Synonyms: AKRESAA; Ala-Lys-Arg-Glu-Ser-Ala-Ala; PAK I Peptide Substrate

Database IDs

• PubChem SID: 162226365
• PubChem CID: 10169206

CALCULATED PROPERTIES

• Acid pKa: 3.0832422
• H Acceptors: 16
• H Donor: 14
• LogD (pH = 5.5): -12.606911
• LogD (pH = 7.4): -10.911826
• Log P: -10.220088
• Molar Refractivity: 187.3538 cm^3
• Polarizability: 69.525635 Å^3
• Polar Surface Area: 383.37 Å^2
• Rotatable Bonds: 25
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: white

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

DETAILS

Sigma Aldrich - A284

Substrates
Peptide substrate for γ-PAK (PAK I).