(2S)-2-(2-aminoacetamido)-5-carbamimidamido-N-(4-methoxynaphthalen-2-yl)pentanamide

• ChemBase ID: 106544
• Molecular Formular: C19H26N6O3
• Molecular Mass: 386.44814
• Monoisotopic Mass: 386.20663872
• SMILES: COc1cc(NC(=O)[C@H](CCCNC(=N)N)NC(=O)CN)cc2c1cccc2
• Canonical SMILES: NCC(=O)N[C@H](C(=O)Nc1cc(OC)c2c(c1)cccc2)CCCNC(=N)N
• InChI: InChI=1S/C19H26N6O3/c1-28-16-10-13(9-12-5-2-3-6-14(12)16)24-18(27)15(25-17(26)11-20)7-4-8-23-19(21)22/h2-3,5-6,9-10,15H,4,7-8,11,20H2,1H3,(H,24,27)(H,25,26)(H4,21,22,23)/t15-/m0/s1
• InChIKey: CMXOJPNFUOTQBY-HNNXBMFYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-(2-aminoacetamido)-5-carbamimidamido-N-(4-methoxynaphthalen-2-yl)pentanamide
• IUPAC Traditional name: (2S)-2-(2-aminoacetamido)-5-carbamimidamido-N-(4-methoxynaphthalen-2-yl)pentanamide
• Synonyms: Gly-Arg-MNA; GR-MNA; Gly-Arg-4-Methoxy-2-Naphthylamine

Database IDs

• PubChem SID: 162105588
• PubChem CID: 7020041

CALCULATED PROPERTIES

• Acid pKa: 12.511681
• H Acceptors: 7
• H Donor: 6
• LogD (pH = 5.5): -4.978373
• LogD (pH = 7.4): -3.2903433
• Log P: -0.70168686
• Molar Refractivity: 117.9173 cm^3
• Polarizability: 42.012608 Å^3
• Polar Surface Area: 155.35 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false