ethyl 3-(1-{3-amino-4-[(2H3)methylamino]phenyl}-N-(pyridin-2-yl)formamido)propanoate

• ChemBase ID: 160109
• Molecular Formular: C18H22N4O3
• Molecular Mass: 342.39228
• Monoisotopic Mass: 342.16919058
• SMILES: c1cnc(cc1)N(CCC(=O)OCC)C(=O)c1ccc(c(c1)N)NC
• Canonical SMILES: CCOC(=O)CCN(C(=O)c1ccc(c(c1)N)NC)c1ccccn1
• InChI: InChI=1S/C18H22N4O3/c1-3-25-17(23)9-11-22(16-6-4-5-10-21-16)18(24)13-7-8-15(20-2)14(19)12-13/h4-8,10,12,20H,3,9,11,19H2,1-2H3
• InChIKey: PCPATNZTKBOKOY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl 3-(1-{3-amino-4-[(^2H₃)methylamino]phenyl}-N-(pyridin-2-yl)formamido)propanoate
• IUPAC Traditional name: ethyl 3-(1-{3-amino-4-[(^2H₃)methylamino]phenyl}-N-(pyridin-2-yl)formamido)propanoate
• Synonyms: N-[3-Amino-4-(methylamino)benzoyl]-N-2-pyridinyl-β-alanine-d3 Ethyl Ester

Database IDs

• PubChem SID: 162254244
• PubChem CID: 71313232

CALCULATED PROPERTIES

• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 1.1626132
• LogD (pH = 7.4): 1.1674697
• Log P: 1.167532
• Molar Refractivity: 98.0599 cm^3
• Polarizability: 36.148277 Å^3
• Polar Surface Area: 97.55 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate; Methanol
• Apperance: Dark Orange Solid

DETAILS

Toronto Research Chemicals - A611992

Used in the preparation of thrombin inhibitors.

REFERENCES

• Hauel, N. et al.: J. Med. Chem. 45, 1757 (2002)