[(2S)-1-(2-{[(tert-butoxy)carbonyl]amino}acetyl)pyrrolidin-2-yl]methyl 2-(3-chlorophenyl)acetate

• ChemBase ID: 5779
• Molecular Formular: C20H27ClN2O5
• Molecular Mass: 410.89178
• Monoisotopic Mass: 410.16084965
• SMILES: C(C(=O)OC[C@@H]1CCCN1C(=O)CNC(=O)OC(C)(C)C)c1cc(Cl)ccc1
• Canonical SMILES: O=C(Cc1cccc(c1)Cl)OC[C@@H]1CCCN1C(=O)CNC(=O)OC(C)(C)C
• InChI: InChI=1S/C20H27ClN2O5/c1-20(2,3)28-19(26)22-12-17(24)23-9-5-8-16(23)13-27-18(25)11-14-6-4-7-15(21)10-14/h4,6-7,10,16H,5,8-9,11-13H2,1-3H3,(H,22,26)/t16-/m0/s1
• InChIKey: ONXGIEJBNQLITK-INIZCTEOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2S)-1-(2-{[(tert-butoxy)carbonyl]amino}acetyl)pyrrolidin-2-yl]methyl 2-(3-chlorophenyl)acetate
• IUPAC Traditional name: [(2S)-1-{2-[(tert-butoxycarbonyl)amino]acetyl}pyrrolidin-2-yl]methyl 2-(3-chlorophenyl)acetate
• Synonyms: {(2S)-1-[N-(tert-butoxycarbonyl)glycyl]pyrrolidin-2-yl}methyl (3-chlorophenyl)acetate

Database IDs

• PubChem SID: 99444623; 160969206
• PubChem CID: 24754814

CALCULATED PROPERTIES

JChem

• Acid pKa: 13.457539
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 2.6400037
• LogD (pH = 7.4): 2.6400034
• Log P: 2.6400037
• Molar Refractivity: 104.6737 cm^3
• Polarizability: 41.19977 Å^3
• Polar Surface Area: 84.94 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.74
• LOG S: -4.15
• Solubility (Water): 2.90e-02 g/l

DETAILS

DrugBank - DB08152

Drug information: experimental