General Information
Drug ID
DR00692
Drug Name
Cefdinir
Synonyms
(-)-(6R,7R)-7-(2-(2-Amino-4-thiazolyl)glyoxylamido)-8-oxo-3-vinyl-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 7(sup 2)-(Z)-oxime; (6R,7R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-hydroxyiminoacetyl]amino]-3-ethenyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid; (6R,7R)-7-{[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(hydroxyimino)acetyl]amino}-3-ethenyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid; 7-(2 (2-aminothiazol-4-yl)-2-hydroxyiminoacetamido)-3-vinyl-3-cephem-4-carboxylic acid; 7beta-[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(hydroxyimino)acetamido]-3-ethenyl-3,4-didehydrocepham-4-carboxylic acid; BMY 28488; CFDN; Cefdinir (JP15/USAN/INN); Cefdinir [USAN:INN]; Cefdinirum; Cefdinirum [INN-Latin]; Cefdinyl; Cefdirnir; Cefzon; Cefzon (TN); FK 482; FK-482; FR-80482; KS-1038; Omnicef; Omnicef (TN); Omnicef, FK-482, BMY-28488, PD 134393, CI-983, Cefdinir; PD 134393; PD-134393
Drug Type
Small molecular drug
Indication Bacterial infections [ICD11:1A00-1H0Z] Approved [1]
Therapeutic Class
Antibiotics
Structure
3D MOL 2D MOL
Formula
C14H13N5O5S2
Canonical SMILES
C=CC1=C(N2C(C(C2=O)NC(=O)C(=NO)C3=CSC(=N3)N)SC1)C(=O)O
InChI
InChI=1S/C14H13N5O5S2/c1-2-5-3-25-12-8(11(21)19(12)9(5)13(22)23)17-10(20)7(18-24)6-4-26-14(15)16-6/h2,4,8,12,24H,1,3H2,(H2,15,16)(H,17,20)(H,22,23)/b18-7-/t8-,12-/m1/s1
InChIKey
RTXOFQZKPXMALH-GHXIOONMSA-N
CAS Number
CAS 91832-40-5
Pharmaceutical Properties Molecular Weight 395.4 Topological Polar Surface Area 212
Heavy Atom Count 26 Rotatable Bond Count 5
Hydrogen Bond Donor Count 4 Hydrogen Bond Acceptor Count 10
XLogP
0
PubChem CID
6915944
PubChem SID
10310 ,103241607 ,104253245 ,114784936 ,12013492 ,124637292 ,124757367 ,124766167 ,125164171 ,125311797 ,126592899 ,126670303 ,131330280 ,134222573 ,134337732 ,135013391 ,135693788 ,136368001 ,137003422 ,143493270 ,144075787 ,144089123 ,144115805 ,144240157 ,14805465 ,14927923 ,152090681 ,152242898 ,152344175 ,160963880 ,17193404 ,25819898 ,26612828 ,26680572 ,43527984 ,46386833 ,46505573 ,47943747 ,48169352 ,49679095 ,50050916 ,50123150 ,52583972 ,56422579 ,57371624 ,7847980 ,92124803 ,92308050 ,92729947 ,93166985
ChEBI ID
CHEBI:3485
TTD Drug ID
D0WS1X
DT(s) Transporting This Drug OAT3 Transporter Info Organic anion transporter 3 Substrate [2]
PEPT1 Transporter Info Peptide transporter 1 Substrate [3]
References
1 Cefdinir was approved by FDA. The official website of the U.S. Food and Drug Administration. (2019)
2 Human organic anion transporter hOAT3 is a potent transporter of cephalosporin antibiotics, in comparison with hOAT1. Biochem Pharmacol. 2005 Oct 1;70(7):1104-13.
3 Transporter-mediated drug delivery: recent progress and experimental approaches. Drug Discov Today. 2004 Aug 15;9(16):712-20.

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