3-[(2-hydroxy-2,2-diphenylacetyl)oxy]-8$l^{5}-azaspiro[bicyclo[3.2.1]octane-8,1'-pyrrolidin]-8-ylium

• ChemBase ID: 94
• Molecular Formular: C25H30NO3+
• Molecular Mass: 392.5106
• Monoisotopic Mass: 392.22256883
• SMILES: O(C1CC2[N+]3(C(CC2)C1)CCCC3)C(=O)C(O)(c1ccccc1)c1ccccc1
• Canonical SMILES: O=C(C(c1ccccc1)(c1ccccc1)O)OC1CC2CCC(C1)[N+]12CCCC1
• InChI: InChI=1S/C25H30NO3/c27-24(25(28,19-9-3-1-4-10-19)20-11-5-2-6-12-20)29-23-17-21-13-14-22(18-23)26(21)15-7-8-16-26/h1-6,9-12,21-23,28H,7-8,13-18H2/q+1
• InChIKey: OYYDSUSKLWTMMQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[(2-hydroxy-2,2-diphenylacetyl)oxy]-8$l^{5}-azaspiro[bicyclo[3.2.1]octane-8,1'-pyrrolidin]-8-ylium
• IUPAC Traditional name: ceris
• Brand Name: Sanctura; Spasmex; Spasmoplex; Trosec
• Synonyms: Trospium; Trospium

Database IDs

• CAS Number: 10405-02-4
• PubChem SID: 160963557; 46506398
• PubChem CID: 5596

CALCULATED PROPERTIES

ALOGPS 2.1

• Log P: 2.86
• LOG S: -6.81
• Solubility (Water): 6.68e-05 g/l

JChem

• Log P: -0.5009603
• Molar Refractivity: 124.0383 cm^3
• Polarizability: 44.51387 Å^3
• Polar Surface Area: 46.53 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true
• Acid pKa: 11.049374
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -0.500937
• LogD (pH = 7.4): -0.49911553

DETAILS

DrugBank - DB00209

• Drug Groups: approved
• Description: Trospium is a urinary antispasmodic. It is sold under the brand name Sanctura in the US, and as Trosec in Canada. [Wikipedia]
• Indication: For the treatment of overactive bladder with symptoms of urge urinary incontinence, urgency, and urinary frequency, detrusor instability and frequency of micturition.
• Pharmacology: Trospium is an antispasmodic, antimuscarinic agent indicated for the treatment of overactive bladder with symptoms of urge urinary incontinence, urgency, and urinary frequency. Receptor assays showed that trospium has negligible affinity for nicotinic receptors as compared to muscarinic receptors at concentrations obtained from therapeutic doses.
• Affected Organisms: Humans and other mammals
• Biotransformation: Not fully defined
• Absorption: 9.6%
• Half Life: 20 hours
• Protein Binding: 50-85%
• Elimination: After administration of oral 14C-trospium chloride, the majority of the dose (85.2%) was recovered in feces and a smaller amount (5.8% of the dose) was recovered in urine; 60% of the radioactivity excreted in urine was unchanged trospium. The mean renal clearance for trospium (29.07 L/hour) is 4-fold higher than average glomerular filtration rate, indicating that active tubular secretion is a major route of elimination for trospium. SANCTURA ? is metabolized by ester hydrolysis and excreted by the kidneys by a combination of tubular secretion and glomerular filtration.
• Distribution: * 395 ± 140 L
• Clearance: * Renal cl=29.07 L/hour
• External Links: Wikipedia; RxList; Drugs.com