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

• ChemBase ID: 4784
• Molecular Formular: C22H32N4O2
• Molecular Mass: 384.51508
• Monoisotopic Mass: 384.25252628
• SMILES: N1([C@H](C(=O)NCc2ccc(C(=N)N)cc2)CCC1)C(=O)CCC1CCCCC1
• Canonical SMILES: O=C([C@@H]1CCCN1C(=O)CCC1CCCCC1)NCc1ccc(cc1)C(=N)N
• InChI: InChI=1S/C22H32N4O2/c23-21(24)18-11-8-17(9-12-18)15-25-22(28)19-7-4-14-26(19)20(27)13-10-16-5-2-1-3-6-16/h8-9,11-12,16,19H,1-7,10,13-15H2,(H3,23,24)(H,25,28)/t19-/m0/s1
• InChIKey: DOTBZTLJSXFKCP-IBGZPJMESA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 99443602; 160968216
• PubChem CID: 25134248

CALCULATED PROPERTIES

JChem

• Acid pKa: 15.299458
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -0.09419486
• LogD (pH = 7.4): -0.085131206
• Log P: 2.3211482
• Molar Refractivity: 121.0125 cm^3
• Polarizability: 42.599213 Å^3
• Polar Surface Area: 99.28 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.87
• LOG S: -4.09
• Solubility (Water): 3.10e-02 g/l

DETAILS

DrugBank - DB07131

Drug information: experimental