(2S)-5-carbamimidamido-N-(4-methoxynaphthalen-2-yl)-2-[(2S)-pyrrolidin-2-ylformamido]pentanamide

• ChemBase ID: 106545
• Molecular Formular: C22H30N6O3
• Molecular Mass: 426.512
• Monoisotopic Mass: 426.23793885
• SMILES: COc1cc(NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H]2NCCC2)cc2c1cccc2
• Canonical SMILES: COc1cc(NC(=O)[C@@H](NC(=O)[C@@H]2CCCN2)CCCNC(=N)N)cc2c1cccc2
• InChI: InChI=1S/C22H30N6O3/c1-31-19-13-15(12-14-6-2-3-7-16(14)19)27-21(30)18(9-5-11-26-22(23)24)28-20(29)17-8-4-10-25-17/h2-3,6-7,12-13,17-18,25H,4-5,8-11H2,1H3,(H,27,30)(H,28,29)(H4,23,24,26)/t17-,18-/m0/s1
• InChIKey: VCBSBIGZWZKYIY-ROUUACIJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-5-carbamimidamido-N-(4-methoxynaphthalen-2-yl)-2-[(2S)-pyrrolidin-2-ylformamido]pentanamide
• IUPAC Traditional name: (2S)-5-carbamimidamido-N-(4-methoxynaphthalen-2-yl)-2-[(2S)-pyrrolidin-2-ylformamido]pentanamide
• Synonyms: Pro-Arg-MNA; PR-MNA; Pro-Arg-4-Methoxy-2-Naphthylamine

Database IDs

• CAS Number: 42761-75-1
• PubChem SID: 162087301
• PubChem CID: 25108706

CALCULATED PROPERTIES

• Acid pKa: 12.492499
• H Acceptors: 7
• H Donor: 6
• LogD (pH = 5.5): -4.8620486
• LogD (pH = 7.4): -3.742403
• Log P: 0.3720128
• Molar Refractivity: 129.9782 cm^3
• Polarizability: 46.807667 Å^3
• Polar Surface Area: 141.36 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false