(2S)-N-[(4-carbamimidoylphenyl)methyl]-1-(3-cyclopentylpropanoyl)pyrrolidine-2-carboxamide

• ChemBase ID: 4748
• Molecular Formular: C21H30N4O2
• Molecular Mass: 370.4885
• Monoisotopic Mass: 370.23687622
• SMILES: O=C(NCc1ccc(C(=N)N)cc1)[C@@H]1CCCN1C(=O)CCC1CCCC1
• Canonical SMILES: O=C([C@@H]1CCCN1C(=O)CCC1CCCC1)NCc1ccc(cc1)C(=N)N
• InChI: InChI=1S/C21H30N4O2/c22-20(23)17-10-7-16(8-11-17)14-24-21(27)18-6-3-13-25(18)19(26)12-9-15-4-1-2-5-15/h7-8,10-11,15,18H,1-6,9,12-14H2,(H3,22,23)(H,24,27)/t18-/m0/s1
• InChIKey: BNCHHUFGEOJCNH-SFHVURJKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-N-[(4-carbamimidoylphenyl)methyl]-1-(3-cyclopentylpropanoyl)pyrrolidine-2-carboxamide
• IUPAC Traditional name: (2S)-N-[(4-carbamimidoylphenyl)methyl]-1-(3-cyclopentylpropanoyl)pyrrolidine-2-carboxamide
• Synonyms: (S)-N-(4-carbamimidoylbenzyl)-1-(3-cyclopentylpropanoyl)pyrrolidine-2-carboxamide

Database IDs

• PubChem SID: 160968180; 99443566
• PubChem CID: 24963037

CALCULATED PROPERTIES

JChem

• Acid pKa: 15.346034
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -0.5387635
• LogD (pH = 7.4): -0.5296999
• Log P: 1.8765796
• Molar Refractivity: 116.4115 cm^3
• Polarizability: 40.758667 Å^3
• Polar Surface Area: 99.28 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.28
• LOG S: -3.75
• Solubility (Water): 6.65e-02 g/l

DETAILS

DrugBank - DB07095

Drug information: experimental