General Information
Drug ID
DR00285
Drug Name
Silodosin
Synonyms
(R)-1-(3-hydroxypropyl)-5-(2-((2-(2-(2,2,2-trifluoroethoxy)phenoxy)ethyl)amino)propyl)indoline-7-carboxamide; 1-(3-hydroxypropyl)-5-[(2R)-2-[2-[2-(2,2,2-trifluoroethoxy)phenoxy]ethylamino]propyl]-2,3-dihydroindole-7-carboxamide; 160970-64-9; CHEMBL24778; CUZ39LUY82; KAD 3213; KAD-3213; KMD 3213; KMD-3213; Q-102517; Rapaflo; Rapflo; Silodosin-d6; Silodyx; UNII-CUZ39LUY82; Urief; Urorec
Drug Type
Small molecular drug
Indication Benign prostatic hyperplasia [ICD11:GA90] Approved [1]
Structure
3D MOL 2D MOL
Formula
C25H32F3N3O4
Canonical SMILES
CC(CC1=CC2=C(C(=C1)C(=O)N)N(CC2)CCCO)NCCOC3=CC=CC=C3OCC(F)(F)F
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
CAS Number
CAS 160970-54-7
Pharmaceutical Properties Molecular Weight 495.5 Topological Polar Surface Area 97
Heavy Atom Count 35 Rotatable Bond Count 13
Hydrogen Bond Donor Count 3 Hydrogen Bond Acceptor Count 9
XLogP
3.6
PubChem CID
5312125
PubChem SID
103194366 ,104046714 ,109693099 ,11056891 ,114157936 ,12014894 ,126623000 ,126665711 ,128939931 ,131300819 ,134339064 ,134340151 ,134342132 ,135252710 ,135368407 ,135650458 ,135916576 ,137248544 ,142093997 ,14810706 ,14835413 ,152258092 ,152344280 ,160646931 ,162011672 ,162172235 ,162223757 ,163884568 ,164765008 ,164777753 ,172085148 ,174527805 ,175266679 ,175427058 ,175612190 ,179150028 ,184816547 ,187071911 ,198991703 ,202821102 ,211536181 ,223392962 ,223484371 ,39341745 ,57359519 ,7849027 ,7979683 ,80176928 ,92098546 ,99299508
ChEBI ID
CHEBI:135929
TTD Drug ID
D0U0VU
DT(s) Transporting This Drug MDR3 Transporter Info Multidrug resistance protein 3 Substrate [2]
P-GP Transporter Info P-glycoprotein 1 Substrate [3]
References
1 Silodosin was approved by FDA. The official website of the U.S. Food and Drug Administration. (2019)
2 Pharmacokinetics and disposition of silodosin (KMD-3213)]. Yakugaku Zasshi. 2006 Mar;126 Spec no.:237-45.
3 The influence of UGT2B7, UGT1A8, MDR1, ALDH, ADH, CYP3A4 and CYP3A5 genetic polymorphisms on the pharmacokinetics of silodosin in healthy Chinese volunteers. Drug Metab Pharmacokinet. 2013;28(3):239-43.

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