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

• ChemBase ID: 4583
• Molecular Formular: C17H24N4O2
• Molecular Mass: 316.39806
• Monoisotopic Mass: 316.18992603
• SMILES: N1([C@H](C(=O)NCc2ccc(C(=N)N)cc2)CCC1)C(=O)CCC
• Canonical SMILES: CCCC(=O)N1CCC[C@H]1C(=O)NCc1ccc(cc1)C(=N)N
• InChI: InChI=1S/C17H24N4O2/c1-2-4-15(22)21-10-3-5-14(21)17(23)20-11-12-6-8-13(9-7-12)16(18)19/h6-9,14H,2-5,10-11H2,1H3,(H3,18,19)(H,20,23)/t14-/m0/s1
• InChIKey: RYAZZWWVNUWKNB-AWEZNQCLSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 99443400; 160968015
• PubChem CID: 25113616

CALCULATED PROPERTIES

JChem

• Acid pKa: 15.27138
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -1.6957619
• LogD (pH = 7.4): -1.686699
• Log P: 0.7195804
• Molar Refractivity: 99.8621 cm^3
• Polarizability: 34.125908 Å^3
• Polar Surface Area: 99.28 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.65
• LOG S: -3.22
• Solubility (Water): 1.91e-01 g/l

DETAILS

DrugBank - DB06929

Drug information: experimental