(2S)-N-[(4-carbamimidoylphenyl)methyl]-1-(4-methylpentanoyl)pyrrolidine-2-carboxamide

• ChemBase ID: 4590
• Molecular Formular: C19H28N4O2
• Molecular Mass: 344.45122
• Monoisotopic Mass: 344.22122616
• SMILES: N1([C@H](C(=O)NCc2ccc(C(=N)N)cc2)CCC1)C(=O)CCC(C)C
• Canonical SMILES: CC(CCC(=O)N1CCC[C@H]1C(=O)NCc1ccc(cc1)C(=N)N)C
• InChI: InChI=1S/C19H28N4O2/c1-13(2)5-10-17(24)23-11-3-4-16(23)19(25)22-12-14-6-8-15(9-7-14)18(20)21/h6-9,13,16H,3-5,10-12H2,1-2H3,(H3,20,21)(H,22,25)/t16-/m0/s1
• InChIKey: AEKJCSNKYXWOAQ-INIZCTEOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-N-[(4-carbamimidoylphenyl)methyl]-1-(4-methylpentanoyl)pyrrolidine-2-carboxamide
• IUPAC Traditional name: (2S)-N-[(4-carbamimidoylphenyl)methyl]-1-(4-methylpentanoyl)pyrrolidine-2-carboxamide
• Synonyms: N-(4-carbamimidoylbenzyl)-1-(4-methylpentanoyl)-L-prolinamide

Database IDs

• PubChem SID: 160968022; 99443407
• PubChem CID: 25113617

CALCULATED PROPERTIES

JChem

• Acid pKa: 15.358097
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -0.964175
• LogD (pH = 7.4): -0.9551114
• Log P: 1.4511682
• Molar Refractivity: 109.0117 cm^3
• Polarizability: 37.804585 Å^3
• Polar Surface Area: 99.28 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.42
• LOG S: -3.32
• Solubility (Water): 1.63e-01 g/l

DETAILS

DrugBank - DB06936

Drug information: experimental