(2S)-5-carbamimidamido-N-(4-methoxynaphthalen-2-yl)-2-(2-{[(2S)-5-oxopyrrolidin-2-yl]formamido}acetamido)pentanamide

• ChemBase ID: 106586
• Molecular Formular: C24H31N7O5
• Molecular Mass: 497.54684
• Monoisotopic Mass: 497.23866713
• SMILES: COc1cc(NC(=O)[C@H](CCCNC(=N)N)NC(=O)CNC(=O)[C@@H]2CCC(=O)N2)cc2c1cccc2
• Canonical SMILES: COc1cc(NC(=O)[C@@H](NC(=O)CNC(=O)[C@@H]2CCC(=O)N2)CCCNC(=N)N)cc2c1cccc2
• InChI: InChI=1S/C24H31N7O5/c1-36-19-12-15(11-14-5-2-3-6-16(14)19)29-23(35)17(7-4-10-27-24(25)26)31-21(33)13-28-22(34)18-8-9-20(32)30-18/h2-3,5-6,11-12,17-18H,4,7-10,13H2,1H3,(H,28,34)(H,29,35)(H,30,32)(H,31,33)(H4,25,26,27)/t17-,18-/m0/s1
• InChIKey: IIOLCHVFXQJFBU-ROUUACIJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-5-carbamimidamido-N-(4-methoxynaphthalen-2-yl)-2-(2-{[(2S)-5-oxopyrrolidin-2-yl]formamido}acetamido)pentanamide
• IUPAC Traditional name: (2S)-5-carbamimidamido-N-(4-methoxynaphthalen-2-yl)-2-(2-{[(2S)-5-oxopyrrolidin-2-yl]formamido}acetamido)pentanamide
• Synonyms: pGlu-Gly-Arg-MNA; pGlu-GR-MNA; pGlu-Gly-Arg-4-Methoxy-2-Naphthylamine

Database IDs

• PubChem SID: 162105537
• PubChem CID: 25108739

CALCULATED PROPERTIES

• Acid pKa: 11.027248
• H Acceptors: 8
• H Donor: 7
• LogD (pH = 5.5): -3.5908647
• LogD (pH = 7.4): -3.5755496
• Log P: -1.737753
• Molar Refractivity: 142.8052 cm^3
• Polarizability: 51.42777 Å^3
• Polar Surface Area: 187.53 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false