Cefdinir

Details

• Internal ID: be97284d-3003-4b80-a0e5-556a505b51ae
• Taxonomy: Organoheterocyclic compounds > Lactams > Beta lactams > Cephalosporins
• IUPAC Name: (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
• 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
• InChI Key: RTXOFQZKPXMALH-GHXIOONMSA-N
• Popularity: 1,082 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₃N₅O₅S₂
• Molecular Weight: 395.40 g/mol
• Exact Mass: 395.03581088 g/mol
• Topological Polar Surface Area (TPSA): 212.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): -0.17
• H-Bond Acceptor: 9
• H-Bond Donor: 4
• Rotatable Bonds: 5

Synonyms

• 91832-40-5
• Omnicef
• Cefzon
• CFDN
• Cefdinirum
• Cefdinyl
• CI-983
• FK-482
• FK 482
• Ceftinex
• Cefdinir anhydrous
• Cefdinirum [INN-Latin]
• BMY 28488
• BMY-28488
• CHEBI:3485
• UNII-CI0FAO63WC
• CI0FAO63WC
• NSC-758926
• DTXSID8046084
• (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
• Cefdinir [USAN:USP:INN:BAN]
• DTXCID20820060
• NSC 758926
• (6R,7R)-7-[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(N-hydroxyimino)acetamido]-3-ethenyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
• PD 134393
• Cefdirnir
• Cefdinirum (INN-Latin)
• CEFDINIR (MART.)
• CEFDINIR [MART.]
• CEFDINIR (USP-RS)
• CEFDINIR [USP-RS]
• (6R,7R)-7-((Z)-2-(2-aminothiazol-4-yl)-2-(hydroxyimino)acetamido)-8-oxo-3-vinyl-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
• 5-Thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 7-(((2-amino-4-thiazolyl) (hydroxyimino)acetyl)amino)-3-ethenyl-8-oxo-, (6R-(6alpha,7beta(Z)))-
• 5-Thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 7-(((2-amino-4-thiazolyl)(hydroxyiminoacetyl)amino)-3-ethenyl-8-oxo-, (6R-(6-alpha,7-beta(Z)))-
• CEFDINIR (USP MONOGRAPH)
• CEFDINIR [USP MONOGRAPH]
• Cefdinir (USAN:USP:INN:BAN)
• (E)-Cefdinir
• CI 983
• (-)-(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, 72-(Z)-OXIME
• (6R,7R)-7-(((2Z)-(2-AMINO-4-THIAZOLYL)(HYDROXYIMINO)ACETYL)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
• (6R,7R)-7-{2-(2-Amino-thiazol-4-yl)-2-[(Z)-hydroxyimino]-acetylamino}-8-oxo-3-vinyl-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid
• (6R,7R,Z)-7-(2-(2-aminothiazol-4-yl)-2-(hydroxyimino)acetamido)-8-oxo-3-vinyl-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid
• 7beta-[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(hydroxyimino)acetamido]-3-ethenyl-3,4-didehydrocepham-4-carboxylic acid
• SYN-7-(2-(2-AMINO-4-THIAZOLYL)-2-HYDROXYIMINOACETAMIDO)-3-VINYL-3-CEPHEM-4-CARBOXYLIC ACID
• Omnicef (TN)
• CAS-91832-40-5
• Cefzon (TN)
• PD-134393
• SR-05000001991
• Cefdinir 100 microg/mL in Acetonitrile
• CI983
• FK482
• NCGC00095138-01
• (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
• (6R,7R)-7-(2-(2-Amino-thiazol-4-yl)-2-((Z)-hydroxyimino)-acetylamino)-8-oxo-3-vinyl-5-thia-1-aza-bicyclo(4.2.0)oct-2-ene-2-carboxylic acid
• (6R,7R,Z)-7-(2-(2-aminothiazol-4-yl)-2-(hydroxyimino)acetamido)-8-oxo-3-vinyl-5-thia-1-aza-bicyclo(4.2.0)oct-2-ene-2-carboxylic acid
• 7beta-((2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(hydroxyimino)acetamido)-3-ethenyl-3,4-didehydrocepham-4-carboxylic acid
• Cefdinir, 97%
• (-)-(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
• FR-80482
• CEFDINIR [USAN]
• CEFDINIR [INN]
• CEFDINIR [JAN]
• CEFDINIR [MI]
• CEFDINIR [VANDF]
• Spectrum5_001560
• CEFDINIR [WHO-DD]
• CHEMBL927
• SCHEMBL36995
• BSPBio_002735
• MLS001304703
• MLS001424233
• BIDD:GT0827
• SPECTRUM1505208
• Cefdinir (JP17/USP/INN)
• CEFDINIR [ORANGE BOOK]
• cid_6915944
• J01DA42
• BCPP000293
• HMS1922L19
• HMS2093K20
• HMS3715F07
• Pharmakon1600-01505208
• AMY22139
• HY-B0136
• Tox21_111730
• Tox21_113195
• BDBM50248190
• CCG-39455
• MFCD00865030
• NSC758926
• s1605
• AKOS015951262
• AKOS032960348
• BCP9000503
• CS-1925
• DB00535
• NCGC00178499-01
• NCGC00178499-02
• NCGC00178499-08
• 5-Thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 7-(((2Z)-2-(2-amino-4-thiazolyl)-2-(hydroxyimino)-1-oxoethyl)amino)-3-ethenyl-8-oxo-, (6R,7R)-
• 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid,7-[[(2Z)-(2-amino-4-thiazolyl)(hydroxyimino)acetyl]amino]-3-ethenyl-8-oxo-, (6R,7R)-
• AS-35316
• SBI-0206739.P001
• C3111
• C-2466
• C08110
• D00917
• AB01274720-01
• AB01274720_02
• AB01274720_03
• Cefdinir, Antibiotic for Culture Media Use Only
• A844075
• EN300-22411575
• SR-05000001991-1
• SR-05000001991-2
• BRD-K15766189-001-05-6
• Q27263344
• (6R,7R)-7-((Z)-2-(2-Aminothiazol-4-yl)-(2-hydroxyimino)acetylamino)-8-oxo-3-vinyl-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid
• (6R,7R)-7-[[(2Z)-2-(2-aminothiazol-4-yl)-2-hydroxyimino-acetyl]amino]-8-oxo-3-vinyl-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid;CEFDINIR
• 5-THIA-1-AZABICYCLO(4.2.0)OCT-2-ENE-2-CARBOXYLIC ACID, 7-(((2-AMINO-4-THIAZOLYL) (HYDROXYIMINO)ACETYL)AMINO)-3-ETHENYL-8-OXO-, (6R-(6.ALPHA.,7.BETA.(Z)))-
• 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[[(2Z)-2-(2-amino-4-thiazolyl)-2-(hydroxyimino)acetyl]amino]-3-ethenyl-8-oxo-, (6R,7R)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7909	79.09%
Caco-2	-	0.8548	85.48%
Blood Brain Barrier	-	1.0000	100.00%
Human oral bioavailability	-	0.9286	92.86%
Subcellular localzation	Mitochondria	0.3356	33.56%
OATP2B1 inhibitior	-	0.8589	85.89%
OATP1B1 inhibitior	+	0.9414	94.14%
OATP1B3 inhibitior	+	0.9479	94.79%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.8832	88.32%
P-glycoprotein inhibitior	-	0.7845	78.45%
P-glycoprotein substrate	-	0.6581	65.81%
CYP3A4 substrate	+	0.5632	56.32%
CYP2C9 substrate	-	0.6222	62.22%
CYP2D6 substrate	-	0.8810	88.10%
CYP3A4 inhibition	-	0.8436	84.36%
CYP2C9 inhibition	-	0.8303	83.03%
CYP2C19 inhibition	-	0.8044	80.44%
CYP2D6 inhibition	-	0.8940	89.40%
CYP1A2 inhibition	-	0.7603	76.03%
CYP2C8 inhibition	-	0.7660	76.60%
CYP inhibitory promiscuity	-	0.9530	95.30%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7900	79.00%
Carcinogenicity (trinary)	Non-required	0.5233	52.33%
Eye corrosion	-	0.9886	98.86%
Eye irritation	-	0.9542	95.42%
Skin irritation	-	0.7479	74.79%
Skin corrosion	-	0.9189	91.89%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7127	71.27%
Micronuclear	+	0.9500	95.00%
Hepatotoxicity	+	0.9338	93.38%
skin sensitisation	-	0.8335	83.35%
Respiratory toxicity	+	1.0000	100.00%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	1.0000	100.00%
Nephrotoxicity	+	0.8293	82.93%
Acute Oral Toxicity (c)	IV	0.6131	61.31%
Estrogen receptor binding	-	0.7199	71.99%
Androgen receptor binding	-	0.7558	75.58%
Thyroid receptor binding	-	0.6595	65.95%
Glucocorticoid receptor binding	+	0.5902	59.02%
Aromatase binding	+	0.5580	55.80%
PPAR gamma	+	0.6424	64.24%
Honey bee toxicity	-	0.8042	80.42%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9577	95.77%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293294	P51151	Ras-related protein Rab-9A	96.22%	87.67%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.02%	96.09%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	92.94%	93.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.52%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.39%	95.56%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	89.40%	93.03%
CHEMBL3384	Q16512	Protein kinase N1	88.41%	80.71%
CHEMBL340	P08684	Cytochrome P450 3A4	87.27%	91.19%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.15%	90.71%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	85.54%	89.34%
CHEMBL4246	P42680	Tyrosine-protein kinase TEC	84.75%	82.05%
CHEMBL1881	P43116	Prostanoid EP2 receptor	84.34%	93.00%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	83.29%	81.11%
CHEMBL261	P00915	Carbonic anhydrase I	81.39%	96.76%
CHEMBL5408	Q9UHD2	Serine/threonine-protein kinase TBK1	80.73%	90.48%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 6915944
• LOTUS: LTS0174332
• wikiData: Q1453445