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

• ChemBase ID: 4501
• Molecular Formular: C20H29N5O2
• Molecular Mass: 371.47656
• Monoisotopic Mass: 371.23212519
• SMILES: N1(C(=O)CNC2CCCC2)CCC[C@H]1C(=O)NCc1ccc(C(=N)N)cc1
• Canonical SMILES: O=C([C@@H]1CCCN1C(=O)CNC1CCCC1)NCc1ccc(cc1)C(=N)N
• InChI: InChI=1S/C20H29N5O2/c21-19(22)15-9-7-14(8-10-15)12-24-20(27)17-6-3-11-25(17)18(26)13-23-16-4-1-2-5-16/h7-10,16-17,23H,1-6,11-13H2,(H3,21,22)(H,24,27)/t17-/m0/s1
• InChIKey: WXYKSWZWRHMJTE-KRWDZBQOSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 99443316; 160967933
• PubChem CID: 23629654

CALCULATED PROPERTIES

JChem

• Acid pKa: 15.309191
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -4.9841933
• LogD (pH = 7.4): -3.4593728
• Log P: 0.43762833
• Molar Refractivity: 115.1817 cm^3
• Polarizability: 40.446873 Å^3
• Polar Surface Area: 111.31 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.57
• LOG S: -3.3
• Solubility (Water): 1.85e-01 g/l

DETAILS

DrugBank - DB06845

Drug information: experimental