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

• ChemBase ID: 4509
• Molecular Formular: C22H33N5O2
• Molecular Mass: 399.52972
• Monoisotopic Mass: 399.26342532
• SMILES: O=C(NCc1ccc(C(=N)N)cc1)[C@@H]1CCCN1C(=O)CNC1CCCCCC1
• Canonical SMILES: O=C([C@@H]1CCCN1C(=O)CNC1CCCCCC1)NCc1ccc(cc1)C(=N)N
• InChI: InChI=1S/C22H33N5O2/c23-21(24)17-11-9-16(10-12-17)14-26-22(29)19-8-5-13-27(19)20(28)15-25-18-6-3-1-2-4-7-18/h9-12,18-19,25H,1-8,13-15H2,(H3,23,24)(H,26,29)/t19-/m0/s1
• InChIKey: BYTJPDBCLWUEBU-IBGZPJMESA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 99443324; 160967941
• PubChem CID: 25113614

CALCULATED PROPERTIES

JChem

• Acid pKa: 15.222108
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -4.158574
• LogD (pH = 7.4): -2.732924
• Log P: 1.3267657
• Molar Refractivity: 124.3837 cm^3
• Polarizability: 44.126907 Å^3
• Polar Surface Area: 111.31 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.26
• LOG S: -3.7
• Solubility (Water): 7.93e-02 g/l

DETAILS

DrugBank - DB06853

Drug information: experimental