(2S,3S)-3-{[(1S)-1-[(4-carbamimidamidobutyl)carbamoyl]-3-methylbutyl]carbamoyl}oxirane-2-carboxylic acid

• ChemBase ID: 127202
• Molecular Formular: C15H27N5O5
• Molecular Mass: 357.40538
• Monoisotopic Mass: 357.20121899
• SMILES: OC(=O)[C@@H]1[C@@H](C(=O)N[C@@H](CC(C)C)C(=O)NCCCCNC(=N)N)O1
• Canonical SMILES: CC(C[C@@H](C(=O)NCCCCNC(=N)N)NC(=O)[C@H]1O[C@@H]1C(=O)O)C
• InChI: InChI=1S/C15H27N5O5/c1-8(2)7-9(20-13(22)10-11(25-10)14(23)24)12(21)18-5-3-4-6-19-15(16)17/h8-11H,3-7H2,1-2H3,(H,18,21)(H,20,22)(H,23,24)(H4,16,17,19)/t9-,10-,11-/m0/s1
• InChIKey: LTLYEAJONXGNFG-DCAQKATOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S)-3-{[(1S)-1-[(4-carbamimidamidobutyl)carbamoyl]-3-methylbutyl]carbamoyl}oxirane-2-carboxylic acid
• IUPAC Traditional name: (2S,3S)-3-{[(1S)-1-[(4-carbamimidamidobutyl)carbamoyl]-3-methylbutyl]carbamoyl}oxirane-2-carboxylic acid
• Synonyms: E 64; Proteinase Inhibitor E 64; N-[N-(L-3-trans-carboxyirane-2-carbonyl)-L-leucyl]-agmatine; [1-[N-[(L-3-trans-carboxyoxirane-2-carbonyl)-L-leucyl]amino]-4-guanidinobutane]; E-64

Database IDs

• CAS Number: 66701-25-5
• PubChem SID: 162221524
• PubChem CID: 123985
• Wikipedia Title: E-64

CALCULATED PROPERTIES

• Acid pKa: 3.3650656
• H Acceptors: 8
• H Donor: 6
• LogD (pH = 5.5): -2.7337623
• LogD (pH = 7.4): -2.7311778
• Log P: -2.7311957
• Molar Refractivity: 98.5676 cm^3
• Polarizability: 34.432243 Å^3
• Polar Surface Area: 169.93 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false