(2S)-2-{[(tert-butoxy)carbonyl]amino}-4-{[(3S)-3-{[(tert-butoxy)carbonyl]amino}-3-carboxypropyl]disulfanyl}butanoic acid

• ChemBase ID: 38883
• Molecular Formular: C18H32N2O8S2
• Molecular Mass: 468.58528
• Monoisotopic Mass: 468.16000799
• SMILES: [C@H](CCSSCC[C@@H](C(=O)O)NC(=O)OC(C)(C)C)(C(=O)O)NC(=O)OC(C)(C)C
• Canonical SMILES: OC(=O)[C@@H](NC(=O)OC(C)(C)C)CCSSCC[C@@H](C(=O)O)NC(=O)OC(C)(C)C
• InChI: InChI=1S/C18H32N2O8S2/c1-17(2,3)27-15(25)19-11(13(21)22)7-9-29-30-10-8-12(14(23)24)20-16(26)28-18(4,5)6/h11-12H,7-10H2,1-6H3,(H,19,25)(H,20,26)(H,21,22)(H,23,24)/t11-,12-/m0/s1
• InChIKey: JXQOESIPFURHKL-RYUDHWBXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{[(tert-butoxy)carbonyl]amino}-4-{[(3S)-3-{[(tert-butoxy)carbonyl]amino}-3-carboxypropyl]disulfanyl}butanoic acid
• IUPAC Traditional name: (2S)-2-[(tert-butoxycarbonyl)amino]-4-{[(3S)-3-[(tert-butoxycarbonyl)amino]-3-carboxypropyl]disulfanyl}butanoic acid
• Synonyms: Di-Boc-L-homocystine

Database IDs

• MDL Number: MFCD02682546
• PubChem SID: 161002190
• PubChem CID: 11754395

CALCULATED PROPERTIES

• Acid pKa: 3.538966
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -1.1384996
• LogD (pH = 7.4): -4.2984657
• Log P: 2.188633
• Molar Refractivity: 114.1278 cm^3
• Polarizability: 45.09329 Å^3
• Polar Surface Area: 151.26 Å^2
• Rotatable Bonds: 15
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Warning: IRRITANT
• TSCA Listed: false