General Information
Drug ID
DR00446
Drug Name
Repaglinide
Synonyms
(+)-2-Ethoxy-alpha-(((S)-alpha-isobutyl-o-piperidinobenzyl)carbamoyl)-p-toluic acid; (S)-(+)-2-Ethoxy-4-[N-[1-(2-piperidinophenyl)-3-methyl-1-butyl]aminocarbonylmethyl]benzoic acid; (S)-2-Ethoxy-4-(2-((methyl-1-(2-(1-piperidinyl)phenyl)butyl)amino)-2-oxoethyl)-benzoic acid; (S)-2-ethoxy-4-(2-((3-methyl-1-(2-(1-piperidinyl)-phenyl)butyl)amino)-2-oxoethyl)-benzoic acid; 111GE012; 2-ethoxy-4-(2-((3-methyl-1-(2-(1-piperidinyl)phenyl)butyl)amino)-2-oxoethyl)benzoic acid; 2-ethoxy-4-(2-{[(1S)-3-methyl-1-(2-piperidin-1-ylphenyl)butyl]amino}-2-oxoethyl)benzoic acid; 2-ethoxy-4-[2-({(1S)-3-methyl-1-[2-(piperidin-1-yl)phenyl]butyl}amino)-2-oxoethyl]benzoic acid; 2-ethoxy-4-[2-[[(1S)-3-methyl-1-(2-piperidin-1-ylphenyl)butyl]amino]-2-oxoethyl]benzoic acid; 2-ethoxy-N-(alpha-(2-methyl-1-propyl)-2-piperidinobenzyl)-4-carbamoylmethylbenzoic acid; AG-EE 388; AG-EE 388 ZW; AG-EE 623 ZW; AG-EE-388; AG-EE-623 ZW; AGEE-623ZW; Actulin; Glaxo Wellcome brand of replaginide; GlucoNorm; GlucoNorm (TN); NN-623; Novo Nordisk brand 2 of repaglinide; Novo Nordisk brand of repaglinide; NovoNorm; NovoNorm (TN); Prandin; Prandin (TN); Prandin, GlucoNorm, NovoNorm, Repaglinide; Repa-glinide; Repaglinida; Repaglinida [INN-Spanish]; Repaglinide (JAN/USP/INN); Repaglinide [USAN]; Repaglinide, (+-)-isomer; Repaglinidum; Repaglinidum [INN-Latin]; SMP-508
Drug Type
Small molecular drug
Indication Type 2 diabetes [ICD11:5A11] Approved [1]
Therapeutic Class
Hypoglycemic Agents
Structure
3D MOL 2D MOL
Formula
C27H36N2O4
Canonical SMILES
CCOC1=C(C=CC(=C1)CC(=O)NC(CC(C)C)C2=CC=CC=C2N3CCCCC3)C(=O)O
InChI
InChI=1S/C27H36N2O4/c1-4-33-25-17-20(12-13-22(25)27(31)32)18-26(30)28-23(16-19(2)3)21-10-6-7-11-24(21)29-14-8-5-9-15-29/h6-7,10-13,17,19,23H,4-5,8-9,14-16,18H2,1-3H3,(H,28,30)(H,31,32)/t23-/m0/s1
InChIKey
FAEKWTJYAYMJKF-QHCPKHFHSA-N
CAS Number
CAS 135062-02-1
Pharmaceutical Properties Molecular Weight 452.6 Topological Polar Surface Area 78.9
Heavy Atom Count 33 Rotatable Bond Count 10
Hydrogen Bond Donor Count 2 Hydrogen Bond Acceptor Count 5
XLogP
5.2
PubChem CID
65981
PubChem SID
103394824 ,103914669 ,104041348 ,104179029 ,104335174 ,11112894 ,11467074 ,11468194 ,11486642 ,117545849 ,117873275 ,12014667 ,121363609 ,124659000 ,124757239 ,124799919 ,125164043 ,14808699 ,14833410 ,24724596 ,26719812 ,43122707 ,46386564 ,46508150 ,47425572 ,48244693 ,48319772 ,48395177 ,48416511 ,49648522 ,49699266 ,49888451 ,50100536 ,52108264 ,53789672 ,57315871 ,7847660 ,7980507 ,81092844 ,8190080 ,85788088 ,92125938 ,92308165 ,92308498 ,92719265 ,93166496 ,9872 ,99218180 ,99431925 ,99437146
ChEBI ID
CHEBI:8805
TTD Drug ID
D0N5YA
DT(s) Transporting This Drug OATP1B1 Transporter Info Organic anion transporting polypeptide 1B1 Substrate [2]
References
1 Repaglinide was approved by FDA. The official website of the U.S. Food and Drug Administration. (2019)
2 Disease-Associated Changes in Drug Transporters May Impact the Pharmacokinetics and/or Toxicity of Drugs: A White Paper From the International Transporter Consortium. Clin Pharmacol Ther. 2018 Nov;104(5):900-915.

If you find any error in data or bug in web service, please kindly report it to Dr. Li and Dr. Fu.