1-[3-hydroxy(2H6)propyl]-5-[(2R)-2-({2-[2-(2,2,2-trifluoroethoxy)phenoxy]ethyl}amino)propyl]-2,3-dihydro-1H-indole-7-carboxamide

• ChemBase ID: 177763
• Molecular Formular: C25H32F3N3O4
• Molecular Mass: 495.5344896
• Monoisotopic Mass: 495.23449118
• SMILES: c1cc(c(cc1)OCCN[C@@H](Cc1cc(c2c(c1)CCN2CCCO)C(=O)N)C)OCC(F)(F)F
• Canonical SMILES: OCCCN1CCc2c1c(cc(c2)C[C@H](NCCOc1ccccc1OCC(F)(F)F)C)C(=O)N
• InChI: InChI=1S/C25H32F3N3O4/c1-17(30-8-12-34-21-5-2-3-6-22(21)35-16-25(26,27)28)13-18-14-19-7-10-31(9-4-11-32)23(19)20(15-18)24(29)33/h2-3,5-6,14-15,17,30,32H,4,7-13,16H2,1H3,(H2,29,33)/t17-/m1/s1
• InChIKey: PNCPYILNMDWPEY-QGZVFWFLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[3-hydroxy(^2H₆)propyl]-5-[(2R)-2-({2-[2-(2,2,2-trifluoroethoxy)phenoxy]ethyl}amino)propyl]-2,3-dihydro-1H-indole-7-carboxamide
• IUPAC Traditional name: 1-[3-hydroxy(^2H₆)propyl]-5-[(2R)-2-({2-[2-(2,2,2-trifluoroethoxy)phenoxy]ethyl}amino)propyl]-2,3-dihydroindole-7-carboxamide
• Synonyms: 2,3-Dihydro-1-(3-hydroxypropyl-d6)-5-[(2R)-2-[[2-[2-(2,2,2-trifluoroethoxy)phenoxy]ethyl]amino]propyl]-1H-indole-7-carboxamide; (R)-1-(3-Hydroxypropyl-d6)-5-[2-[[2-[2-(2,2,2-trifluoroethoxy)phenoxy]ethyl]amino]propyl]indoline-7-carboxamide; KAD 3213-d6; KMD 3213-d6; Urief-d6; Silodosin-d6

Database IDs

• CAS Number: 1051374-52-7
• PubChem SID: 164233673
• PubChem CID: 49849881

CALCULATED PROPERTIES

• Acid pKa: 14.865219
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): -0.1458398
• LogD (pH = 7.4): 0.82869637
• Log P: 3.0467358
• Molar Refractivity: 128.9196 cm^3
• Polarizability: 47.85807 Å^3
• Polar Surface Area: 97.05 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - S465002

Labelled Silodosin. An α1a-adrenoceptor antagonist. It is used in treatment of benign prostatic hypertophy.

REFERENCES

• Shibata, K., et al.: Mol. Pharmacol., 48, 250 (1995)
• Murata, S., et al.: J. Urol., 164, 578 (1995)