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

• ChemBase ID: 4744
• Molecular Formular: C21H30N4O3
• Molecular Mass: 386.4879
• Monoisotopic Mass: 386.23179084
• SMILES: O=C(COC1CCCCC1)N1[C@@H](CCC1)C(=O)NCc1ccc(C(=N)N)cc1
• Canonical SMILES: O=C([C@@H]1CCCN1C(=O)COC1CCCCC1)NCc1ccc(cc1)C(=N)N
• InChI: InChI=1S/C21H30N4O3/c22-20(23)16-10-8-15(9-11-16)13-24-21(27)18-7-4-12-25(18)19(26)14-28-17-5-2-1-3-6-17/h8-11,17-18H,1-7,12-14H2,(H3,22,23)(H,24,27)/t18-/m0/s1
• InChIKey: IWPMQJKXKKKSEY-SFHVURJKSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 99443562; 160968176
• PubChem CID: 24963036

CALCULATED PROPERTIES

JChem

• Acid pKa: 15.170701
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -1.2157171
• LogD (pH = 7.4): -1.2066543
• Log P: 1.1996249
• Molar Refractivity: 118.1018 cm^3
• Polarizability: 41.46284 Å^3
• Polar Surface Area: 108.51 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.24
• LOG S: -3.53
• Solubility (Water): 1.14e-01 g/l

DETAILS

DrugBank - DB07091

Drug information: experimental