2-chloro-N-[(1R,2R)-1-hydroxy-7-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl]acetamide

• ChemBase ID: 178352
• Molecular Formular: C13H16ClNO3
• Molecular Mass: 269.72404
• Monoisotopic Mass: 269.08187106
• SMILES: C1c2c([C@H]([C@@H](C1)NC(=O)CCl)O)cc(cc2)OC
• Canonical SMILES: COc1cc2[C@@H](O)[C@@H](CCc2cc1)NC(=O)CCl
• InChI: InChI=1S/C13H16ClNO3/c1-18-9-4-2-8-3-5-11(15-12(16)7-14)13(17)10(8)6-9/h2,4,6,11,13,17H,3,5,7H2,1H3,(H,15,16)/t11-,13-/m1/s1
• InChIKey: KSFNBSBMXHMADM-DGCLKSJQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-chloro-N-[(1R,2R)-1-hydroxy-7-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl]acetamide
• IUPAC Traditional name: 2-chloro-N-[(1R,2R)-1-hydroxy-7-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl]acetamide
• Synonyms: (1R-trans)-2-Chloro-N-(1,2,3,4-tetrahydro-1-hydroxy-7-methoxy-2-naphthalenyl)acetamide; N-[(1R,2R)-1,2,3,4-Tetrahydro-1-hydroxy-7-methoxy-2-naphthalenyl]chloroacetamide

Database IDs

• CAS Number: 153153-59-4
• PubChem SID: 164234262
• PubChem CID: 13432826

CALCULATED PROPERTIES

• Acid pKa: 11.443319
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.2114222
• LogD (pH = 7.4): 1.2113879
• Log P: 1.2114227
• Molar Refractivity: 68.7349 cm^3
• Polarizability: 26.856436 Å^3
• Polar Surface Area: 58.56 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate; Methanol
• Apperance: White Powder

REFERENCES

• Dijkstra, D., et al.: J. Med. Chem., 45, 3022 (2002)