pyridin-4-ylmethyl (2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-amino-3-phenylpropanamido]propanamido]propanamido]-3-(4-nitrophenyl)propanamido]-3-phenylpropanamido]-3-methylbutanamido]-4-methylpentanoate

• ChemBase ID: 131908
• Molecular Formular: C50H63N9O10
• Molecular Mass: 950.08952
• Monoisotopic Mass: 949.46978926
• SMILES: C[C@@H](C(=O)N[C@@H](Cc1ccc(cc1)[N+](=O)[O-])C(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CC(C)C)C(=O)OCc1ccncc1)NC(=O)[C@H](C)NC(=O)[C@H](Cc1ccccc1)N
• Canonical SMILES: CC(C[C@@H](C(=O)OCc1ccncc1)NC(=O)[C@H](C(C)C)NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H](Cc1ccccc1)N)C)C)Cc1ccc(cc1)[N+](=O)[O-])Cc1ccccc1)C
• InChI: InChI=1S/C50H63N9O10/c1-30(2)25-42(50(66)69-29-37-21-23-52-24-22-37)57-49(65)43(31(3)4)58-48(64)41(27-35-15-11-8-12-16-35)56-47(63)40(28-36-17-19-38(20-18-36)59(67)68)55-45(61)33(6)53-44(60)32(5)54-46(62)39(51)26-34-13-9-7-10-14-34/h7-24,30-33,39-43H,25-29,51H2,1-6H3,(H,53,60)(H,54,62)(H,55,61)(H,56,63)(H,57,65)(H,58,64)/t32-,33-,39-,40-,41-,42-,43-/m0/s1
• InChIKey: GHSCHCKVTVGANO-RQHOAPLWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: pyridin-4-ylmethyl (2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-amino-3-phenylpropanamido]propanamido]propanamido]-3-(4-nitrophenyl)propanamido]-3-phenylpropanamido]-3-methylbutanamido]-4-methylpentanoate
• IUPAC Traditional name: pyridin-4-ylmethyl (2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-amino-3-phenylpropanamido]propanamido]propanamido]-3-(4-nitrophenyl)propanamido]-3-phenylpropanamido]-3-methylbutanamido]-4-methylpentanoate
• Synonyms: Phe-Ala-Ala-Phe(4-NO2)-Phe-Val-Leu (4-pyridylmethyl) ester

Database IDs

• CAS Number: 115389-04-3
• MDL Number: MFCD00133756
• PubChem SID: 24887191; 162226185
• PubChem CID: 16218532

CALCULATED PROPERTIES

• Acid pKa: 11.364247
• H Acceptors: 11
• H Donor: 7
• LogD (pH = 5.5): 1.6503876
• LogD (pH = 7.4): 3.4223845
• Log P: 3.9054382
• Molar Refractivity: 255.3574 cm^3
• Polarizability: 99.39524 Å^3
• Polar Surface Area: 285.63 Å^2
• Rotatable Bonds: 26
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

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

Product Information

• Purity: ≥70% peptide basis; ≥94% (HPLC)
• Empirical Formula (Hill Notation): C50H63N9O10

DETAILS

Sigma Aldrich - P8168

Substrates
Substrate for cathepsin D.

Sigma Aldrich - 77431

Application
suitable as substrate for pepsin
Other Notes
Substrate for a fast continuous spectrophotometric assay of cathepsin D. Substrate for pepsin1