Adipyl-7-aminocephalosporanic acid

Details

• Internal ID: 9a7b16be-c273-485e-8292-324bd9ec2e9e
• Taxonomy: Organoheterocyclic compounds > Lactams > Beta lactams > Cephalosporins > Cephalosporin 3-esters
• IUPAC Name: (6R,7R)-3-(acetyloxymethyl)-7-(5-carboxypentanoylamino)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
• SMILES (Canonical): CC(=O)OCC1=C(N2C(C(C2=O)NC(=O)CCCCC(=O)O)SC1)C(=O)O
• SMILES (Isomeric): CC(=O)OCC1=C(N2[C@@H]([C@@H](C2=O)NC(=O)CCCCC(=O)O)SC1)C(=O)O
• InChI: InChI=1S/C16H20N2O8S/c1-8(19)26-6-9-7-27-15-12(14(23)18(15)13(9)16(24)25)17-10(20)4-2-3-5-11(21)22/h12,15H,2-7H2,1H3,(H,17,20)(H,21,22)(H,24,25)/t12-,15-/m1/s1
• InChI Key: SDDISZQGGKXBSJ-IUODEOHRSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₀N₂O₈S
• Molecular Weight: 400.40 g/mol
• Exact Mass: 400.09403677 g/mol
• Topological Polar Surface Area (TPSA): 176.00 Ų
• XlogP: -1.30
• Atomic LogP (AlogP): -0.07
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5979	59.79%
Caco-2	-	0.8711	87.11%
Blood Brain Barrier	-	1.0000	100.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6387	63.87%
OATP2B1 inhibitior	-	0.8612	86.12%
OATP1B1 inhibitior	+	0.8690	86.90%
OATP1B3 inhibitior	+	0.9378	93.78%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.6115	61.15%
P-glycoprotein inhibitior	-	0.8149	81.49%
P-glycoprotein substrate	-	0.7142	71.42%
CYP3A4 substrate	+	0.5843	58.43%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8871	88.71%
CYP3A4 inhibition	-	0.8594	85.94%
CYP2C9 inhibition	-	0.8311	83.11%
CYP2C19 inhibition	-	0.7784	77.84%
CYP2D6 inhibition	-	0.9160	91.60%
CYP1A2 inhibition	-	0.7719	77.19%
CYP2C8 inhibition	-	0.8360	83.60%
CYP inhibitory promiscuity	-	0.8023	80.23%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5897	58.97%
Eye corrosion	-	0.9859	98.59%
Eye irritation	-	0.9056	90.56%
Skin irritation	-	0.7485	74.85%
Skin corrosion	-	0.9225	92.25%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7259	72.59%
Micronuclear	+	0.8500	85.00%
Hepatotoxicity	+	0.8307	83.07%
skin sensitisation	-	0.8432	84.32%
Respiratory toxicity	+	0.9333	93.33%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.9875	98.75%
Nephrotoxicity	+	0.9353	93.53%
Acute Oral Toxicity (c)	III	0.4832	48.32%
Estrogen receptor binding	+	0.6548	65.48%
Androgen receptor binding	-	0.8434	84.34%
Thyroid receptor binding	-	0.6131	61.31%
Glucocorticoid receptor binding	-	0.4822	48.22%
Aromatase binding	-	0.6797	67.97%
PPAR gamma	+	0.5186	51.86%
Honey bee toxicity	-	0.8969	89.69%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.8382	83.82%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.21%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.68%	98.95%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	95.86%	93.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.54%	99.17%
CHEMBL340	P08684	Cytochrome P450 3A4	90.64%	91.19%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.65%	99.23%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.18%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.63%	85.14%
CHEMBL5255	O00206	Toll-like receptor 4	83.46%	92.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.31%	94.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.94%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 9887215
• LOTUS: LTS0240196
• wikiData: Q75064329