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

• ChemBase ID: 4741
• Molecular Formular: C20H28N4O3
• Molecular Mass: 372.46132
• Monoisotopic Mass: 372.21614078
• SMILES: O=C(COC1CCCC1)N1[C@@H](CCC1)C(=O)NCc1ccc(C(=N)N)cc1
• Canonical SMILES: O=C([C@@H]1CCCN1C(=O)COC1CCCC1)NCc1ccc(cc1)C(=N)N
• InChI: InChI=1S/C20H28N4O3/c21-19(22)15-9-7-14(8-10-15)12-23-20(26)17-6-3-11-24(17)18(25)13-27-16-4-1-2-5-16/h7-10,16-17H,1-6,11-13H2,(H3,21,22)(H,23,26)/t17-/m0/s1
• InChIKey: ZWXWAYUCJVQHOR-KRWDZBQOSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 160968173; 99443559
• PubChem CID: 24963035

CALCULATED PROPERTIES

JChem

• Acid pKa: 15.212157
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -1.6602858
• LogD (pH = 7.4): -1.6512231
• Log P: 0.75505626
• Molar Refractivity: 113.5008 cm^3
• Polarizability: 39.62543 Å^3
• Polar Surface Area: 108.51 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.02
• LOG S: -3.32
• Solubility (Water): 1.80e-01 g/l

DETAILS

DrugBank - DB07088

Drug information: experimental