bis((2S)-N-[(1S)-1-{[(2S)-5-carbamimidamido-1-oxopentan-2-yl]carbamoyl}-3-methylbutyl]-4-methyl-2-propanamidopentanamide); sulfuric acid

• ChemBase ID: 132157
• Molecular Formular: C42H82N12O12S
• Molecular Mass: 979.23868
• Monoisotopic Mass: 978.58958712
• SMILES: CCC(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCCNC(=N)N)C=O.CCC(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCCNC(=N)N)C=O.OS(=O)(=O)O
• Canonical SMILES: OS(=O)(=O)O.O=C[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)CC)CC(C)C)CC(C)C)CCCNC(=N)N.O=C[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)CC)CC(C)C)CC(C)C)CCCNC(=N)N
• InChI: InChI=1S/2C21H40N6O4.H2O4S/c2*1-6-18(29)26-16(10-13(2)3)20(31)27-17(11-14(4)5)19(30)25-15(12-28)8-7-9-24-21(22)23;1-5(2,3)4/h2*12-17H,6-11H2,1-5H3,(H,25,30)(H,26,29)(H,27,31)(H4,22,23,24);(H2,1,2,3,4)/t2*15-,16-,17-;/m00./s1
• InChIKey: LKRQUQGVONEIAC-VFFZMTJFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: bis((2S)-N-[(1S)-1-{[(2S)-5-carbamimidamido-1-oxopentan-2-yl]carbamoyl}-3-methylbutyl]-4-methyl-2-propanamidopentanamide); sulfuric acid
• IUPAC Traditional name: bis((2S)-N-[(1S)-1-{[(2S)-5-carbamimidamido-1-oxopentan-2-yl]carbamoyl}-3-methylbutyl]-4-methyl-2-propanamidopentanamide); sulfuric acid
• Synonyms: Propionyl-Leu-Leu-Arg-al; Propionyl-leupeptin hemisulfate salt

Database IDs

• CAS Number: 24365-46-6
• MDL Number: MFCD00171338
• PubChem SID: 162226434
• PubChem CID: 71308526

CALCULATED PROPERTIES

• Acid pKa: 12.506987
• H Acceptors: 7
• H Donor: 6
• LogD (pH = 5.5): -2.1084242
• LogD (pH = 7.4): -2.105467
• Log P: -0.072022505
• Molar Refractivity: 129.0104 cm^3
• Polarizability: 46.165283 Å^3
• Polar Surface Area: 166.27 Å^2
• Rotatable Bonds: 30
• 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: ≥90% (HPLC)

DETAILS

Sigma Aldrich - L3402

Biochem/physiol Actions
Serine and cysteine protease inhibitor.. Estrogen receptors are cleaved by endogenous proteases during isolation, but progressively larger complexes are obtained with increasing concentrations of acetyl- and propionyl-leupeptin.1