(2S)-2-{2-[(2S)-6-amino-2-[(2S)-2-acetamido-3-hydroxypropanamido]hexanamido]acetamido}-3-(pyren-2-yl)propanoic acid trifluoroacetic acid hydrate

• ChemBase ID: 153272
• Molecular Formular: C34H40F3N5O10
• Molecular Mass: 735.7041096
• Monoisotopic Mass: 735.27272717
• SMILES: CC(=O)N[C@@H](CO)C(=O)N[C@@H](CCCCN)C(=O)NCC(=O)N[C@@H](Cc1cc2ccc3cccc4c3c2c(c1)cc4)C(=O)O.C(=O)(C(F)(F)F)O.O
• Canonical SMILES: OC(=O)C(F)(F)F.NCCCC[C@@H](C(=O)NCC(=O)N[C@H](C(=O)O)Cc1cc2ccc3c4c2c(c1)ccc4ccc3)NC(=O)[C@@H](NC(=O)C)CO.O
• InChI: InChI=1S/C32H37N5O7.C2HF3O2.H2O/c1-18(39)35-26(17-38)31(42)37-24(7-2-3-12-33)30(41)34-16-27(40)36-25(32(43)44)15-19-13-22-10-8-20-5-4-6-21-9-11-23(14-19)29(22)28(20)21;3-2(4,5)1(6)7;/h4-6,8-11,13-14,24-26,38H,2-3,7,12,15-17,33H2,1H3,(H,34,41)(H,35,39)(H,36,40)(H,37,42)(H,43,44);(H,6,7);1H2/t24-,25-,26-;;/m0../s1
• InChIKey: WRNVFQUPGFIUCI-YYBKPHAQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{2-[(2S)-6-amino-2-[(2S)-2-acetamido-3-hydroxypropanamido]hexanamido]acetamido}-3-(pyren-2-yl)propanoic acid trifluoroacetic acid hydrate
• IUPAC Traditional name: (2S)-2-{2-[(2S)-6-amino-2-[(2S)-2-acetamido-3-hydroxypropanamido]hexanamido]acetamido}-3-(pyren-2-yl)propanoic acid trifluoroacetic acid hydrate
• Synonyms: Ac-Ser-Lys-Gly-Pya trifluoroacetate salt hydrate; AcSKGPya trifluoroacetate salt hydrate; PL415 trifluoroacetate salt hydrate

Database IDs

• MDL Number: MFCD20527314
• PubChem SID: 162247411
• PubChem CID: 71311631

CALCULATED PROPERTIES

• Acid pKa: 3.7581372
• H Acceptors: 8
• H Donor: 7
• LogD (pH = 5.5): -2.4190192
• LogD (pH = 7.4): -2.4132898
• Log P: -2.4130154
• Molar Refractivity: 161.4789 cm^3
• Polarizability: 66.34571 Å^3
• Polar Surface Area: 199.95 Å^2
• Rotatable Bonds: 16
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: H2O: ≥10 mg/mL
• Apperance: white to tan powder

Safety Information

• Storage Temperature: -20°C

Product Information

• Purity: ≥98% (HPLC)
• Shipped in: wet ice
• Empirical Formula (Hill Notation): C32H37N5O7 · xC2HF3O2 · yH2O

DETAILS

Sigma Aldrich - SML0090

Biochem/physiol Actions
PL415 is fluorescent cleavage product of PL405, an endothelin converting enzyme-2 (ECE-2) fluorigenic substrate. PL415 UV maximum absorption (λ max) is 342 nm (ε= 24 940L. mol-1.cm-1). PL415 is used to obtain calibration curve for kinetic studies utilizing PL405.