(2S)-6-amino-2-(2-{2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-{2-[(2S)-6-amino-2-[(2S)-2-acetamido-3-hydroxypropanamido]hexanamido]acetamido}-3-(pyren-4-yl)propanamido]-3-phenylpropanamido]-3-(1H-indol-3-yl)propanamido]-3-(4-nitrophenyl)propanamido]acetamido}acetamido)hexanamide; trifluoroacetic acid

• ChemBase ID: 155022
• Molecular Formular: C73H84F3N15O16
• Molecular Mass: 1484.5341696
• Monoisotopic Mass: 1483.61725634
• SMILES: CC(=O)N[C@@H](CO)C(=O)N[C@@H](CCCCN)C(=O)NCC(=O)N[C@@H](Cc1cc2cccc3c2c2c1cccc2cc3)C(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@@H](Cc1c[nH]c2c1cccc2)C(=O)N[C@@H](Cc1ccc(cc1)[N+](=O)[O-])C(=O)NCC(=O)NCC(=O)N[C@@H](CCCCN)C(=O)N.C(=O)(C(F)(F)F)O
• Canonical SMILES: OC(=O)C(F)(F)F.NCCCC[C@@H](C(=O)NCC(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)NCC(=O)NCC(=O)N[C@H](C(=O)N)CCCCN)Cc1ccc(cc1)[N+](=O)[O-])Cc1c[nH]c2c1cccc2)Cc1ccccc1)Cc1cc2cccc3c2c2c1cccc2cc3)NC(=O)[C@@H](NC(=O)C)CO
• InChI: InChI=1S/C71H83N15O14.C2HF3O2/c1-41(88)79-59(40-87)71(98)82-54(22-8-10-30-73)66(93)78-39-62(91)81-57(34-47-33-46-17-11-15-44-25-26-45-16-12-19-51(47)64(45)63(44)46)69(96)84-56(31-42-13-3-2-4-14-42)68(95)85-58(35-48-36-75-52-20-6-5-18-50(48)52)70(97)83-55(32-43-23-27-49(28-24-43)86(99)100)67(94)77-37-60(89)76-38-61(90)80-53(65(74)92)21-7-9-29-72;3-2(4,5)1(6)7/h2-6,11-20,23-28,33,36,53-59,75,87H,7-10,21-22,29-32,34-35,37-40,72-73H2,1H3,(H2,74,92)(H,76,89)(H,77,94)(H,78,93)(H,79,88)(H,80,90)(H,81,91)(H,82,98)(H,83,97)(H,84,96)(H,85,95);(H,6,7)/t53-,54-,55-,56-,57-,58-,59-;/m0./s1
• InChIKey: NVRXYBFFJSLZOM-DMJUDXNFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-6-amino-2-(2-{2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-{2-[(2S)-6-amino-2-[(2S)-2-acetamido-3-hydroxypropanamido]hexanamido]acetamido}-3-(pyren-4-yl)propanamido]-3-phenylpropanamido]-3-(1H-indol-3-yl)propanamido]-3-(4-nitrophenyl)propanamido]acetamido}acetamido)hexanamide; trifluoroacetic acid
• IUPAC Traditional name: (2S)-6-amino-2-(2-{2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-{2-[(2S)-6-amino-2-[(2S)-2-acetamido-3-hydroxypropanamido]hexanamido]acetamido}-3-(pyren-4-yl)propanamido]-3-phenylpropanamido]-3-(1H-indol-3-yl)propanamido]-3-(4-nitrophenyl)propanamido]acetamido}acetamido)hexanamide; trifluoroacetic acid
• Synonyms: AcSKGPya-F-W-Nop-GGKNH2 trifluoroacetate salt; PL405 trifluoroacetate salt

Database IDs

• MDL Number: MFCD20036265
• PubChem SID: 162249160
• PubChem CID: 71312055

CALCULATED PROPERTIES

• H Donor: 15
• LogD (pH = 5.5): -6.485638
• LogD (pH = 7.4): -5.6423435
• Acid pKa: 11.485519
• H Acceptors: 16
• Log P: -0.69410443
• Molar Refractivity: 367.6781 cm^3
• Polarizability: 146.67393 Å^3
• Polar Surface Area: 467.97 Å^2
• Rotatable Bonds: 39
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: acetonitrile: water (1:1): ≥10 mg/mL
• Apperance: white to off-white powder

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Storage Temperature: -20°C

Product Information

• Purity: ≥98% (HPLC)
• Shipped in: wet ice
• Empirical Formula (Hill Notation): C71H83N15O14 · xC2HF3O2

DETAILS

Sigma Aldrich - L7670

Biochem/physiol Actions
PL405 is a specific and high affinity endothelin converting enzyme-2 (ECE-2) fluorigenic substrate. PL405 is cleaved by ECE-2 at the Pya-F amide bond to yield the highly fluorigenic Ac-SKG-Pya.