Cefalonium

Details

• Internal ID: 50fd1a23-e907-4910-8904-5a85a8d52e48
• Taxonomy: Organoheterocyclic compounds > Lactams > Beta lactams > Cephalosporins
• IUPAC Name: (6R,7R)-3-[(4-carbamoylpyridin-1-ium-1-yl)methyl]-8-oxo-7-[(2-thiophen-2-ylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
• SMILES (Canonical): C1C(=C(N2C(S1)C(C2=O)NC(=O)CC3=CC=CS3)C(=O)[O-])C[N+]4=CC=C(C=C4)C(=O)N
• SMILES (Isomeric): C1C(=C(N2[C@H](S1)[C@@H](C2=O)NC(=O)CC3=CC=CS3)C(=O)[O-])C[N+]4=CC=C(C=C4)C(=O)N
• InChI: InChI=1S/C20H18N4O5S2/c21-17(26)11-3-5-23(6-4-11)9-12-10-31-19-15(18(27)24(19)16(12)20(28)29)22-14(25)8-13-2-1-7-30-13/h1-7,15,19H,8-10H2,(H3-,21,22,25,26,28,29)/t15-,19-/m1/s1
• InChI Key: FMZXNVLFJHCSAF-DNVCBOLYSA-N
• Popularity: 46 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₈N₄O₅S₂
• Molecular Weight: 458.50 g/mol
• Exact Mass: 458.07186203 g/mol
• Topological Polar Surface Area (TPSA): 190.00 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): -1.22
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

• Cephalonium
• 5575-21-3
• Cefalonum
• Cefalonium [INN]
• Cefalonio
• Cefalonium hydrate
• Cefalonium [INN-Latin]
• Cefalonio [INN-Spanish]
• Lilly 41071
• Cefalonium [INN:BAN]
• EINECS 226-948-7
• NSC-759292
• BRN 4169337
• DTXSID5045388
• UNII-K2P920217W
• K2P920217W
• (6R,7R)-3-[(4-carbamoylpyridin-1-ium-1-yl)methyl]-8-oxo-7-[(2-thiophen-2-ylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
• 7-(alpha-Thienylacetamido)-3-(4-carbamoylpyridinomethyl)-3-cephem-4-carboxylic acid
• (6R,7R)-3-(4-(4-Carbamoyl-1-pyridiniomethyl)-8-oxo-7-(2-(2-thienyl)acetamido)-5-thia-1-azabicyclo(4.2.0)oct-2-en-2-carboxylat
• 3-(4-Carbamoylpyridylmethyl)-8-oxo-7-(alpha-(thien-2-yl)acetamido)-5-thia-1-azabicyclo(4.2.0)oct-2-en-2carbonsaeure
• DTXCID3025388
• (6R,7R)-3-((4-Carbamoylpyridin-1-ium-1-yl)methyl)-8-oxo-7-(2-(thiophen-2-yl)acetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
• Pyridinium, 4-carbamoyl-1-((2-carboxy-8-oxo-7-(2-(2-thienyl)acetamido)-5-thia-1-aza-bicyclo(4.2.0)oct-2-en-3-yl)methyl)- hydroxide, inner salt
• C20H18N4O5S2
• NCGC00016657-01
• Cefalonium (BAN)
• CAS-5575-21-3
• Cepravin dry cow (TN)
• CEFALONIUM [JAN]
• CEPHALONIUM [MI]
• CEFALONIUM [MART.]
• SCHEMBL125252
• CEPHALONIUM [GREEN BOOK]
• CHEMBL2105567
• CHEBI:95345
• HMS1571G13
• HMS2098G13
• Pharmakon1600-01505997
• Methyl3-isocyano-3-phenylpropionate
• Tox21_110548
• NSC759292
• AKOS026749802
• Tox21_110548_1
• C20-H18-N4-O5-S2
• CCG-213999
• DB11385
• NSC 759292
• NCGC00179310-01
• NCGC00179310-03
• LS-132299
• AB00513991
• D07634
• AB00513991_02
• A830789
• Q5057218
• 3-(4-Carbamoylpyridylmethyl)-8-oxo-7-(a-(thien-2-yl)acetamido)-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid
• 3-[(4-carbamoylpyridin-1-ium-1-yl)methyl]-8-oxo-7-[[2-(2-thienyl)acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
• Pyridinium, 4-(aminocarbonyl)-1-[[(6R,7R)-2-carboxy-8-oxo-7-[(2-thienylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]methyl]-, inner salt
• Pyridinium, 4-(aminocarbonyl)-1-[[2-carboxy-8-oxo-7-[(2-thienylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]methyl]-, hydroxide, inner salt, (6R-trans)-
• Pyridinium, 4-carbamoyl-1-[[2-carboxy-8-oxo-7-[2-(2-thienyl)acetamido]-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]methyl]-, hydroxide, inner salt

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6200	62.00%
Caco-2	-	0.9081	90.81%
Blood Brain Barrier	-	0.9500	95.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.3326	33.26%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	-	0.5604	56.04%
OATP1B3 inhibitior	-	0.3796	37.96%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8067	80.67%
BSEP inhibitior	-	0.5394	53.94%
P-glycoprotein inhibitior	-	0.5653	56.53%
P-glycoprotein substrate	-	0.5579	55.79%
CYP3A4 substrate	+	0.6047	60.47%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8752	87.52%
CYP3A4 inhibition	-	0.9414	94.14%
CYP2C9 inhibition	-	0.9071	90.71%
CYP2C19 inhibition	-	0.9026	90.26%
CYP2D6 inhibition	-	0.9230	92.30%
CYP1A2 inhibition	-	0.9046	90.46%
CYP2C8 inhibition	-	0.6237	62.37%
CYP inhibitory promiscuity	-	0.5722	57.22%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.4903	49.03%
Eye corrosion	-	0.9868	98.68%
Eye irritation	-	0.9631	96.31%
Skin irritation	-	0.7583	75.83%
Skin corrosion	-	0.9240	92.40%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6459	64.59%
Micronuclear	+	0.9400	94.00%
Hepatotoxicity	+	0.8011	80.11%
skin sensitisation	-	0.8380	83.80%
Respiratory toxicity	+	0.9333	93.33%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	+	0.6609	66.09%
Acute Oral Toxicity (c)	III	0.7255	72.55%
Estrogen receptor binding	+	0.7632	76.32%
Androgen receptor binding	-	0.8512	85.12%
Thyroid receptor binding	-	0.6427	64.27%
Glucocorticoid receptor binding	+	0.6445	64.45%
Aromatase binding	+	0.5482	54.82%
PPAR gamma	+	0.5582	55.82%
Honey bee toxicity	-	0.8724	87.24%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9144	91.44%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.03%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.48%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.60%	95.56%
CHEMBL4578	Q14680	Maternal embryonic leucine zipper kinase	91.10%	81.58%
CHEMBL2581	P07339	Cathepsin D	87.76%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	87.67%	91.19%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.29%	99.23%
CHEMBL221	P23219	Cyclooxygenase-1	86.77%	90.17%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	86.51%	95.83%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.11%	97.09%
CHEMBL3384	Q16512	Protein kinase N1	85.08%	80.71%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.98%	93.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.86%	96.95%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.65%	90.71%
CHEMBL4101	P17612	cAMP-dependent protein kinase alpha-catalytic subunit	81.85%	82.86%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.63%	86.33%
CHEMBL3891	P07384	Calpain 1	81.53%	93.04%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.47%	99.17%

Plants that contains it

• Sargentodoxa cuneata

Cross-Links

• PubChem: 21743
• NPASS: NPC143325