N-{1-[2-(1H-indol-3-yl)ethyl]piperidin-4-yl}(2H5)benzamide hydrochloride

• ChemBase ID: 171633
• Molecular Formular: C22H26ClN3O
• Molecular Mass: 383.91434
• Monoisotopic Mass: 383.17644015
• SMILES: Cl.c1ccc2c(c1)c(c[nH]2)CCN1CCC(CC1)NC(=O)c1ccccc1
• Canonical SMILES: O=C(c1ccccc1)NC1CCN(CC1)CCc1c[nH]c2c1cccc2.Cl
• InChI: InChI=1S/C22H25N3O.ClH/c26-22(17-6-2-1-3-7-17)24-19-11-14-25(15-12-19)13-10-18-16-23-21-9-5-4-8-20(18)21;/h1-9,16,19,23H,10-15H2,(H,24,26);1H
• InChIKey: AFJSFHAKSSWOKG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-{1-[2-(1H-indol-3-yl)ethyl]piperidin-4-yl}(^2H₅)benzamide hydrochloride
• IUPAC Traditional name: N-{1-[2-(1H-indol-3-yl)ethyl]piperidin-4-yl}(^2H₅)benzamide hydrochloride
• Synonyms: N-[1-[2-(1H-Indol-3-yl)ethyl]-4-piperidinyl]benzamide-d5 Hydrochloride; N-[1-[2-(1H-Indol-3-yl)ethyl]-4-piperidinyl]benzamide-d5 Monohydrochloride; Baratol-d5; Doralese-d5; Vidora-d5; Wy 21901 HCl-d5; Wydora-d5; Wypres-d5; Wypresin; Indoramin-d5 Hydrochloride

Database IDs

• PubChem SID: 164227543
• PubChem CID: 71749492

CALCULATED PROPERTIES

• Acid pKa: 15.0932455
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): -0.012710317
• LogD (pH = 7.4): 1.582501
• Log P: 3.1862645
• Molar Refractivity: 105.9383 cm^3
• Polarizability: 41.653145 Å^3
• Polar Surface Area: 48.13 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - I646502

Labelled Indoramin (I646500). Indoramin is an α1-adrenergic blocking agent with antihypertensive and bronchodilating activity.

REFERENCES

• Archibald, J.L., et al.: J. Med. Chem., 14, 1054 (1971)
• Royds, R.B., et al.: Clin. Pharmacol. Ther., 13, 380 (1971)
• Draffan, G.H., et al.: Br. J. Clin.Pharmacol., 3, 489 (1971)