(2R)-2-amino-3-({2-[(2S,5S)-5-(2-{[(2R)-2-amino-2-carboxyethyl]sulfanyl}ethyl)-3,6-dioxopiperazin-2-yl]ethyl}sulfanyl)propanoic acid

• ChemBase ID: 162156
• Molecular Formular: C14H24N4O6S2
• Molecular Mass: 408.49356
• Monoisotopic Mass: 408.11372651
• SMILES: [C@H]1(NC(=O)[C@@H](NC1=O)CCSC[C@H](N)C(=O)O)CCSC[C@H](N)C(=O)O
• Canonical SMILES: N[C@H](C(=O)O)CSCC[C@@H]1NC(=O)[C@@H](NC1=O)CCSC[C@@H](C(=O)O)N
• InChI: InChI=1S/C14H24N4O6S2/c15-7(13(21)22)5-25-3-1-9-11(19)18-10(12(20)17-9)2-4-26-6-8(16)14(23)24/h7-10H,1-6,15-16H2,(H,17,20)(H,18,19)(H,21,22)(H,23,24)/t7-,8-,9-,10-/m0/s1
• InChIKey: UOYAHDLVIBDYQT-XKNYDFJKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-amino-3-({2-[(2S,5S)-5-(2-{[(2R)-2-amino-2-carboxyethyl]sulfanyl}ethyl)-3,6-dioxopiperazin-2-yl]ethyl}sulfanyl)propanoic acid
• IUPAC Traditional name: (2R)-2-amino-3-({2-[(2S,5S)-5-(2-{[(2R)-2-amino-2-carboxyethyl]sulfanyl}ethyl)-3,6-dioxopiperazin-2-yl]ethyl}sulfanyl)propanoic acid
• Synonyms: L-3,6-Bis(5-(β-amino-β-carboxyethyl)ethyl)-2,5-diketopiperazine

Database IDs

• CAS Number: 1356350-62-3
• PubChem SID: 162256291
• PubChem CID: 57369966

CALCULATED PROPERTIES

• Acid pKa: 1.577013
• H Acceptors: 8
• H Donor: 6
• LogD (pH = 5.5): -7.0284066
• LogD (pH = 7.4): -7.043125
• Log P: -7.028703
• Molar Refractivity: 96.738 cm^3
• Polarizability: 38.619904 Å^3
• Polar Surface Area: 184.84 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO; Water + Hydrochloric Acid
• Apperance: White Solid
• Melting Point: 260-263°C dec.