tert-butyl N-[(2S)-1-[(2R,3S)-3-methanesulfonamido-2-[(2S)-1-oxobutan-2-yl]pyrrolidin-1-yl]-3-methyl-1-oxobutan-2-yl]carbamate

• ChemBase ID: 6248
• Molecular Formular: C19H35N3O6S
• Molecular Mass: 433.5627
• Monoisotopic Mass: 433.22465686
• SMILES: O=C[C@@H](CC)[C@H]1N(CC[C@@H]1NS(=O)(=O)C)C(=O)[C@H](C(C)C)NC(=O)OC(C)(C)C
• Canonical SMILES: CC[C@@H]([C@@H]1[C@H](CCN1C(=O)[C@H](C(C)C)NC(=O)OC(C)(C)C)NS(=O)(=O)C)C=O
• InChI: InChI=1S/C19H35N3O6S/c1-8-13(11-23)16-14(21-29(7,26)27)9-10-22(16)17(24)15(12(2)3)20-18(25)28-19(4,5)6/h11-16,21H,8-10H2,1-7H3,(H,20,25)/t13-,14+,15+,16-/m1/s1
• InChIKey: NOWIRVOXJOWTSQ-FXUDXRNXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl N-[(2S)-1-[(2R,3S)-3-methanesulfonamido-2-[(2S)-1-oxobutan-2-yl]pyrrolidin-1-yl]-3-methyl-1-oxobutan-2-yl]carbamate
• IUPAC Traditional name: tert-butyl N-[(2S)-1-[(2R,3S)-3-methanesulfonamido-2-[(2S)-1-oxobutan-2-yl]pyrrolidin-1-yl]-3-methyl-1-oxobutan-2-yl]carbamate
• Synonyms: {1-[2-(1-FORMYL-PROPYL)-3-METHANESULFONYLAMINO-PYRROLIDINE-1-CARBONYL]-2-METHYL-PROPYL}-CARBAMIC ACID TERT-BUTYL ESTER

Database IDs

• PubChem SID: 160969673; 99445115
• PubChem CID: 6323528

CALCULATED PROPERTIES

JChem

• Acid pKa: 10.360694
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 0.51009077
• LogD (pH = 7.4): 0.50967515
• Log P: 0.5100961
• Molar Refractivity: 108.247 cm^3
• Polarizability: 43.60783 Å^3
• Polar Surface Area: 121.88 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.11
• LOG S: -2.72
• Solubility (Water): 8.26e-01 g/l

DETAILS

DrugBank - DB08644

Drug information: experimental