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

• ChemBase ID: 4514
• Molecular Formular: C23H35N5O2
• Molecular Mass: 413.5563
• Monoisotopic Mass: 413.27907539
• SMILES: O=C(NCc1ccc(C(=N)N)cc1)[C@@H]1CCCN1C(=O)CNC1CCCCCCC1
• Canonical SMILES: O=C([C@@H]1CCCN1C(=O)CNC1CCCCCCC1)NCc1ccc(cc1)C(=N)N
• InChI: InChI=1S/C23H35N5O2/c24-22(25)18-12-10-17(11-13-18)15-27-23(30)20-9-6-14-28(20)21(29)16-26-19-7-4-2-1-3-5-8-19/h10-13,19-20,26H,1-9,14-16H2,(H3,24,25)(H,27,30)/t20-/m0/s1
• InChIKey: MMLOIDMSBRJZAE-FQEVSTJZSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 160967946; 99443329
• PubChem CID: 46937030

CALCULATED PROPERTIES

JChem

• Acid pKa: 15.222108
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -3.7140055
• LogD (pH = 7.4): -2.2883554
• Log P: 1.7713343
• Molar Refractivity: 128.9847 cm^3
• Polarizability: 45.967678 Å^3
• Polar Surface Area: 111.31 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.62
• LOG S: -3.95
• Solubility (Water): 4.60e-02 g/l

DETAILS

DrugBank - DB06858

Drug information: experimental