2-amino-3-hydroxy-N-[2-(4-hydroxyphenyl)-1-[(naphthalen-2-yl)carbamoyl]ethyl]propanamide

• ChemBase ID: 133203
• Molecular Formular: C22H23N3O4
• Molecular Mass: 393.43572
• Monoisotopic Mass: 393.16885623
• SMILES: c1ccc2cc(ccc2c1)NC(=O)C(Cc1ccc(cc1)O)NC(=O)C(CO)N
• Canonical SMILES: OCC(C(=O)NC(C(=O)Nc1ccc2c(c1)cccc2)Cc1ccc(cc1)O)N
• InChI: InChI=1S/C22H23N3O4/c23-19(13-26)21(28)25-20(11-14-5-9-18(27)10-6-14)22(29)24-17-8-7-15-3-1-2-4-16(15)12-17/h1-10,12,19-20,26-27H,11,13,23H2,(H,24,29)(H,25,28)
• InChIKey: MAQKGNBGUVFWNR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-3-hydroxy-N-[2-(4-hydroxyphenyl)-1-[(naphthalen-2-yl)carbamoyl]ethyl]propanamide
• IUPAC Traditional name: 2-amino-3-hydroxy-N-[2-(4-hydroxyphenyl)-1-[(naphthalen-2-yl)carbamoyl]ethyl]propanamide
• Synonyms: Ser-Tyr β-naphthylamide

Database IDs

• CAS Number: 24008-82-0
• MDL Number: MFCD00055915
• PubChem SID: 162227480; 24899659
• PubChem CID: 3632877

CALCULATED PROPERTIES

• Acid pKa: 9.508045
• H Acceptors: 5
• H Donor: 5
• LogD (pH = 5.5): -0.39468697
• LogD (pH = 7.4): 1.2305145
• Log P: 1.4820509
• Molar Refractivity: 110.6658 cm^3
• Polarizability: 43.626675 Å^3
• Polar Surface Area: 124.68 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: off-white powder

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 40
• Safety Statements: 22-36
• GHS Pictograms: GHS08
• GHS Signal Word: Warning
• GHS Hazard statements: H351
• GHS Precautionary statements: P281
• Personal Protective Equipment: Eyeshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• Storage Temperature: -20°C

DETAILS

Sigma Aldrich - S5628

Substrates
Substrate for cathepsin C