(2S)-2-[(2S)-2-amino-3-hydroxypropanamido]-3-(4-hydroxyphenyl)-N-(4-methoxynaphthalen-2-yl)propanamide

• ChemBase ID: 106550
• Molecular Formular: C23H25N3O5
• Molecular Mass: 423.4617
• Monoisotopic Mass: 423.17942092
• SMILES: COc1cc(NC(=O)[C@H](Cc2ccc(O)cc2)NC(=O)[C@@H](N)CO)cc2c1cccc2
• Canonical SMILES: OC[C@@H](C(=O)N[C@H](C(=O)Nc1cc(OC)c2c(c1)cccc2)Cc1ccc(cc1)O)N
• InChI: InChI=1S/C23H25N3O5/c1-31-21-12-16(11-15-4-2-3-5-18(15)21)25-23(30)20(26-22(29)19(24)13-27)10-14-6-8-17(28)9-7-14/h2-9,11-12,19-20,27-28H,10,13,24H2,1H3,(H,25,30)(H,26,29)/t19-,20-/m0/s1
• InChIKey: IDWIBBRJRMJAIU-PMACEKPBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[(2S)-2-amino-3-hydroxypropanamido]-3-(4-hydroxyphenyl)-N-(4-methoxynaphthalen-2-yl)propanamide
• IUPAC Traditional name: (2S)-2-[(2S)-2-amino-3-hydroxypropanamido]-3-(4-hydroxyphenyl)-N-(4-methoxynaphthalen-2-yl)propanamide
• Synonyms: Ser-Tyr-MNA; SY-MNA; Ser-Tyr-4-Methoxy-2-Naphthylamine

Database IDs

• PubChem SID: 162105518
• PubChem CID: 25108709

CALCULATED PROPERTIES

• Acid pKa: 9.507754
• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): -0.55235744
• LogD (pH = 7.4): 1.0728402
• Log P: 1.3242977
• Molar Refractivity: 117.129 cm^3
• Polarizability: 46.14544 Å^3
• Polar Surface Area: 133.91 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true