(2S)-1-[(2S)-2-(2-aminoacetamido)propanoyl]-N-(naphthalen-2-yl)pyrrolidine-2-carboxamide

• ChemBase ID: 5447
• Molecular Formular: C20H24N4O3
• Molecular Mass: 368.42956
• Monoisotopic Mass: 368.18484065
• SMILES: NCC(=O)N[C@@H](C)C(=O)N1CCC[C@H]1C(=O)Nc1cc2c(cccc2)cc1
• Canonical SMILES: NCC(=O)N[C@H](C(=O)N1CCC[C@H]1C(=O)Nc1ccc2c(c1)cccc2)C
• InChI: InChI=1S/C20H24N4O3/c1-13(22-18(25)12-21)20(27)24-10-4-7-17(24)19(26)23-16-9-8-14-5-2-3-6-15(14)11-16/h2-3,5-6,8-9,11,13,17H,4,7,10,12,21H2,1H3,(H,22,25)(H,23,26)/t13-,17-/m0/s1
• InChIKey: KCELZXZDIUJGNM-GUYCJALGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-1-[(2S)-2-(2-aminoacetamido)propanoyl]-N-(naphthalen-2-yl)pyrrolidine-2-carboxamide
• IUPAC Traditional name: (2S)-1-[(2S)-2-(2-aminoacetamido)propanoyl]-N-(naphthalen-2-yl)pyrrolidine-2-carboxamide
• Synonyms: GLYCYLALANYL-N-2-NAPHTHYL-L-PROLINEAMIDE

Database IDs

• PubChem SID: 160968875; 99444284
• PubChem CID: 46937094

CALCULATED PROPERTIES

JChem

• Acid pKa: 12.486844
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -1.784796
• LogD (pH = 7.4): -0.09652844
• Log P: 0.4759307
• Molar Refractivity: 103.0148 cm^3
• Polarizability: 40.653828 Å^3
• Polar Surface Area: 104.53 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.12
• LOG S: -3.59
• Solubility (Water): 9.42e-02 g/l

DETAILS

DrugBank - DB07813

Drug information: experimental