tert-butyl (2S)-2-[(2S)-4-(benzyloxy)-2-{[(tert-butoxy)carbonyl]amino}-4-oxobutanamido]-6-{[(benzyloxy)carbonyl]amino}hexanoate

• ChemBase ID: 134104
• Molecular Formular: C34H47N3O9
• Molecular Mass: 641.75168
• Monoisotopic Mass: 641.3312301
• SMILES: CC(C)(C)OC(=O)[C@H](CCCCNC(=O)OCc1ccccc1)NC(=O)[C@H](CC(=O)OCc1ccccc1)NC(=O)OC(C)(C)C
• Canonical SMILES: O=C(OCc1ccccc1)NCCCC[C@@H](C(=O)OC(C)(C)C)NC(=O)[C@@H](NC(=O)OC(C)(C)C)CC(=O)OCc1ccccc1
• InChI: InChI=1S/C34H47N3O9/c1-33(2,3)45-30(40)26(19-13-14-20-35-31(41)44-23-25-17-11-8-12-18-25)36-29(39)27(37-32(42)46-34(4,5)6)21-28(38)43-22-24-15-9-7-10-16-24/h7-12,15-18,26-27H,13-14,19-23H2,1-6H3,(H,35,41)(H,36,39)(H,37,42)/t26-,27-/m0/s1
• InChIKey: SVNKEDMVAQBLLN-SVBPBHIXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl (2S)-2-[(2S)-4-(benzyloxy)-2-{[(tert-butoxy)carbonyl]amino}-4-oxobutanamido]-6-{[(benzyloxy)carbonyl]amino}hexanoate
• IUPAC Traditional name: tert-butyl (2S)-2-[(2S)-4-(benzyloxy)-2-[(tert-butoxycarbonyl)amino]-4-oxobutanamido]-6-{[(benzyloxy)carbonyl]amino}hexanoate
• Synonyms: Boc-Asp(Obzl)-Lys(Z)-OtBu; Reversin 121

Database IDs

• MDL Number: MFCD03788012
• PubChem SID: 162228381
• PubChem CID: 9939298

CALCULATED PROPERTIES

• Acid pKa: 12.163118
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 4.835986
• LogD (pH = 7.4): 4.8359795
• Log P: 4.835986
• Molar Refractivity: 169.6517 cm^3
• Polarizability: 67.029465 Å^3
• Polar Surface Area: 158.36 Å^2
• Rotatable Bonds: 21
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO or ethanol: soluble
• Apperance: white powder

Safety Information

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

Pharmacology Properties

• Gene Information: human ... GRIN2A(2903)mouse ... GRIN2A(14811)rat ... GRIN2A(24409)

Product Information

• Purity: ≥97% (HPLC)

DETAILS

Sigma Aldrich - R1276

Biochem/physiol Actions
Peptide chemosensitizer, inhibitor of P-glycoprotein.