(2S)-1-[(2S)-2-{[(benzyloxy)carbonyl]amino}-4-(tert-butoxy)-4-oxobutanoyl]pyrrolidine-2-carboxylic acid

• ChemBase ID: 163231
• Molecular Formular: C21H28N2O7
• Molecular Mass: 420.45622
• Monoisotopic Mass: 420.18965125
• SMILES: [C@@H]1(N(CCC1)C(=O)[C@H](CC(=O)OC(C)(C)C)NC(=O)OCc1ccccc1)C(=O)O
• Canonical SMILES: O=C(N[C@H](C(=O)N1CCC[C@H]1C(=O)O)CC(=O)OC(C)(C)C)OCc1ccccc1
• InChI: InChI=1S/C21H28N2O7/c1-21(2,3)30-17(24)12-15(18(25)23-11-7-10-16(23)19(26)27)22-20(28)29-13-14-8-5-4-6-9-14/h4-6,8-9,15-16H,7,10-13H2,1-3H3,(H,22,28)(H,26,27)/t15-,16-/m0/s1
• InChIKey: IRBCKSXDSIRJNG-HOTGVXAUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-1-[(2S)-2-{[(benzyloxy)carbonyl]amino}-4-(tert-butoxy)-4-oxobutanoyl]pyrrolidine-2-carboxylic acid
• IUPAC Traditional name: (2S)-1-[(2S)-2-{[(benzyloxy)carbonyl]amino}-4-(tert-butoxy)-4-oxobutanoyl]pyrrolidine-2-carboxylic acid
• Synonyms: N-[(Phenylmethoxy)carbonyl]-L-α-aspartyl-L-proline 1-(1,1-Dimethylethyl) Ester; L-1-(N-Carboxy-L-α-aspartyl)proline N-Benzyl tert-Butyl Ester; t-Butyl-N-carbobenzyloxy-L-aspartyl-L-proline

Database IDs

• CAS Number: 4583-13-5
• PubChem SID: 162257366
• PubChem CID: 29975253

CALCULATED PROPERTIES

• Acid pKa: 3.273879
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -0.3295265
• LogD (pH = 7.4): -1.5534159
• Log P: 1.8780879
• Molar Refractivity: 105.7739 cm^3
• Polarizability: 41.721325 Å^3
• Polar Surface Area: 122.24 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; DMF; Ethanol; Methanol
• Apperance: Colourless Gel