N-{[(2S)-1-[(3R)-3-amino-4-(2-fluorophenyl)butanoyl]pyrrolidin-2-yl]methyl}benzamide

• ChemBase ID: 5414
• Molecular Formular: C22H26FN3O2
• Molecular Mass: 383.4591432
• Monoisotopic Mass: 383.20090531
• SMILES: O=C(C[C@H](N)Cc1c(F)cccc1)N1[C@@H](CCC1)CNC(=O)c1ccccc1
• Canonical SMILES: N[C@H](Cc1ccccc1F)CC(=O)N1CCC[C@H]1CNC(=O)c1ccccc1
• InChI: InChI=1S/C22H26FN3O2/c23-20-11-5-4-9-17(20)13-18(24)14-21(27)26-12-6-10-19(26)15-25-22(28)16-7-2-1-3-8-16/h1-5,7-9,11,18-19H,6,10,12-15,24H2,(H,25,28)/t18-,19+/m1/s1
• InChIKey: ANQHSFFUNMTTRS-MOPGFXCFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-{[(2S)-1-[(3R)-3-amino-4-(2-fluorophenyl)butanoyl]pyrrolidin-2-yl]methyl}benzamide
• IUPAC Traditional name: N-{[(2S)-1-[(3R)-3-amino-4-(2-fluorophenyl)butanoyl]pyrrolidin-2-yl]methyl}benzamide
• Synonyms: N-({(2S)-1-[(3R)-3-AMINO-4-(2-FLUOROPHENYL)BUTANOYL]PYRROLIDIN-2-YL}METHYL)BENZAMIDE

Database IDs

• PubChem SID: 99444250; 160968842
• PubChem CID: 5494422

CALCULATED PROPERTIES

JChem

• Acid pKa: 14.987205
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -0.56318456
• LogD (pH = 7.4): 0.8672617
• Log P: 2.2871518
• Molar Refractivity: 106.8479 cm^3
• Polarizability: 40.99058 Å^3
• Polar Surface Area: 75.43 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.05
• LOG S: -4.2
• Solubility (Water): 2.41e-02 g/l

DETAILS

DrugBank - DB07779

Drug information: experimental