N-[(1R)-2-[4-(1-methylpiperidin-4-yl)(2H8)piperazin-1-yl]-2-oxo-1-phenylethyl]-1H-indole-6-carboxamide

• ChemBase ID: 172443
• Molecular Formular: C27H33N5O2
• Molecular Mass: 459.58322
• Monoisotopic Mass: 459.26342532
• SMILES: N1(C(=O)[C@H](NC(=O)c2ccc3c(c2)[nH]cc3)c2ccccc2)CCN(CC1)C1CCN(CC1)C
• Canonical SMILES: CN1CCC(CC1)N1CCN(CC1)C(=O)[C@@H](c1ccccc1)NC(=O)c1ccc2c(c1)[nH]cc2
• InChI: InChI=1S/C27H33N5O2/c1-30-13-10-23(11-14-30)31-15-17-32(18-16-31)27(34)25(21-5-3-2-4-6-21)29-26(33)22-8-7-20-9-12-28-24(20)19-22/h2-9,12,19,23,25,28H,10-11,13-18H2,1H3,(H,29,33)/t25-/m1/s1
• InChIKey: VYNKVNDKAOGAAQ-RUZDIDTESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(1R)-2-[4-(1-methylpiperidin-4-yl)(^2H₈)piperazin-1-yl]-2-oxo-1-phenylethyl]-1H-indole-6-carboxamide
• IUPAC Traditional name: N-[(1R)-2-[4-(1-methylpiperidin-4-yl)(^2H₈)piperazin-1-yl]-2-oxo-1-phenylethyl]-1H-indole-6-carboxamide
• Synonyms: N-[(1R)-2-[4-(1-Methyl-4-piperidinyl)-1-(piperazinyl-d8)]-2-oxo-1-phenylethyl]-1H-indole-6-carboxamide; LY 517717-d8

Database IDs

• PubChem SID: 164228353
• PubChem CID: 71749864

CALCULATED PROPERTIES

• Acid pKa: 12.753612
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -1.8178725
• LogD (pH = 7.4): 0.3447085
• Log P: 2.075072
• Molar Refractivity: 134.6789 cm^3
• Polarizability: 52.877842 Å^3
• Polar Surface Area: 71.68 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - L486752

A labelled orally active factor Xa inhibitor; an anticoagulant. It is a candidate for use in venous thromboembolism prevention in major orthopedic surgery.

REFERENCES

• Imberti, D. et al.: Pathophysiol. Haemost. Thromb., 36, 217 (2008)
• Agnelli, G. et al.: J. Thromb. Haemest., 5, 746 (2008)