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

• ChemBase ID: 4601
• Molecular Formular: C17H25N5O2
• Molecular Mass: 331.4127
• Monoisotopic Mass: 331.20082507
• SMILES: N1([C@H](C(=O)NCc2ccc(C(=N)N)cc2)CCC1)C(=O)[C@H](N)CC
• Canonical SMILES: CC[C@H](C(=O)N1CCC[C@H]1C(=O)NCc1ccc(cc1)C(=N)N)N
• InChI: InChI=1S/C17H25N5O2/c1-2-13(18)17(24)22-9-3-4-14(22)16(23)21-10-11-5-7-12(8-6-11)15(19)20/h5-8,13-14H,2-4,9-10,18H2,1H3,(H3,19,20)(H,21,23)/t13-,14+/m1/s1
• InChIKey: YHAMQFKGUUSJMU-KGLIPLIRSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 160968033; 99443418
• PubChem CID: 25113128

CALCULATED PROPERTIES

JChem

• Acid pKa: 15.275106
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -5.1673064
• LogD (pH = 7.4): -3.4751835
• Log P: -0.2583673
• Molar Refractivity: 103.0118 cm^3
• Polarizability: 35.65452 Å^3
• Polar Surface Area: 125.3 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.06
• LOG S: -3.46
• Solubility (Water): 1.14e-01 g/l

DETAILS

DrugBank - DB06947

Drug information: experimental