1-(3-{3-[4-(5-methoxypyrimidin-4-yl)piperazin-1-yl]propyl}-1H-indol-5-yl)-N-methylmethanesulfonamide

• ChemBase ID: 125985
• Molecular Formular: C22H30N6O3S
• Molecular Mass: 458.577
• Monoisotopic Mass: 458.21000985
• SMILES: O=S(=O)(NC)Cc1ccc2c(c1)c(c[nH]2)CCCN1CCN(c2ncncc2OC)CC1
• Canonical SMILES: COc1cncnc1N1CCN(CC1)CCCc1c[nH]c2c1cc(cc2)CS(=O)(=O)NC
• InChI: InChI=1S/C22H30N6O3S/c1-23-32(29,30)15-17-5-6-20-19(12-17)18(13-25-20)4-3-7-27-8-10-28(11-9-27)22-21(31-2)14-24-16-26-22/h5-6,12-14,16,23,25H,3-4,7-11,15H2,1-2H3
• InChIKey: WRZVGHXUPBWIOO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(3-{3-[4-(5-methoxypyrimidin-4-yl)piperazin-1-yl]propyl}-1H-indol-5-yl)-N-methylmethanesulfonamide
• IUPAC Traditional name: avitriptan
• Synonyms: Avitriptan

Database IDs

• CAS Number: 151140-96-4
• PubChem SID: 162220328
• PubChem CID: 133081
• Chemspider ID: 117442
• Unique Ingredient Identifier: 6RS056L04P
• Wikipedia Title: Avitriptan

CALCULATED PROPERTIES

• Acid pKa: 11.236587
• H Acceptors: 7
• H Donor: 2
• LogD (pH = 5.5): -0.8569115
• LogD (pH = 7.4): 0.94701934
• Log P: 1.5899932
• Molar Refractivity: 126.6748 cm^3
• Polarizability: 49.591633 Å^3
• Polar Surface Area: 103.45 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true