(2S)-1-[(2S)-2,6-diaminohexanoyl]-N-(4-methoxynaphthalen-2-yl)pyrrolidine-2-carboxamide

• ChemBase ID: 106547
• Molecular Formular: C22H30N4O3
• Molecular Mass: 398.4986
• Monoisotopic Mass: 398.23179084
• SMILES: COc1cc(NC(=O)[C@@H]2CCCN2C(=O)[C@@H](N)CCCCN)cc2c1cccc2
• Canonical SMILES: NCCCC[C@@H](C(=O)N1CCC[C@H]1C(=O)Nc1cc(OC)c2c(c1)cccc2)N
• InChI: InChI=1S/C22H30N4O3/c1-29-20-14-16(13-15-7-2-3-8-17(15)20)25-21(27)19-10-6-12-26(19)22(28)18(24)9-4-5-11-23/h2-3,7-8,13-14,18-19H,4-6,9-12,23-24H2,1H3,(H,25,27)/t18-,19-/m0/s1
• InChIKey: IGXPCCSAEJUZSY-OALUTQOASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-1-[(2S)-2,6-diaminohexanoyl]-N-(4-methoxynaphthalen-2-yl)pyrrolidine-2-carboxamide
• IUPAC Traditional name: (2S)-1-[(2S)-2,6-diaminohexanoyl]-N-(4-methoxynaphthalen-2-yl)pyrrolidine-2-carboxamide
• Synonyms: Lys-Pro-MNA; LP-MNA; Lys-Pro-4-Methoxy-2-Naphthylamine

Database IDs

• CAS Number: 76122-98-0
• PubChem SID: 162087212
• PubChem CID: 7408152

CALCULATED PROPERTIES

• Acid pKa: 12.870352
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -4.2200613
• LogD (pH = 7.4): -2.1161118
• Log P: 1.291642
• Molar Refractivity: 113.9867 cm^3
• Polarizability: 45.34138 Å^3
• Polar Surface Area: 110.68 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true