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

• ChemBase ID: 4506
• Molecular Formular: C21H31N5O2
• Molecular Mass: 385.50314
• Monoisotopic Mass: 385.24777526
• SMILES: N1(C(=O)CNC2CCCCC2)CCC[C@H]1C(=O)NCc1ccc(C(=N)N)cc1
• Canonical SMILES: O=C([C@@H]1CCCN1C(=O)CNC1CCCCC1)NCc1ccc(cc1)C(=N)N
• InChI: InChI=1S/C21H31N5O2/c22-20(23)16-10-8-15(9-11-16)13-25-21(28)18-7-4-12-26(18)19(27)14-24-17-5-2-1-3-6-17/h8-11,17-18,24H,1-7,12-14H2,(H3,22,23)(H,25,28)/t18-/m0/s1
• InChIKey: RYKFVFFOIYLADT-SFHVURJKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-N-[(4-carbamimidoylphenyl)methyl]-1-[2-(cyclohexylamino)acetyl]pyrrolidine-2-carboxamide
• IUPAC Traditional name: (2S)-N-[(4-carbamimidoylphenyl)methyl]-1-[2-(cyclohexylamino)acetyl]pyrrolidine-2-carboxamide
• Synonyms: (S)-N-(4-carbamimidoylbenzyl)-1-(2-(cyclohexylamino)ethanoyl)pyrrolidine-2-carboxamide

Database IDs

• PubChem SID: 99443321; 160967938
• PubChem CID: 44141860

CALCULATED PROPERTIES

JChem

• Acid pKa: 15.264029
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -4.5722666
• LogD (pH = 7.4): -3.0933604
• Log P: 0.88219696
• Molar Refractivity: 119.7827 cm^3
• Polarizability: 42.28662 Å^3
• Polar Surface Area: 111.31 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.85
• LOG S: -3.45
• Solubility (Water): 1.37e-01 g/l

DETAILS

DrugBank - DB06850

Drug information: experimental