(6R,7R)-7-[(5-carboxy-5-oxopentanoyl)amino]-3-(hydroxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Details

• Internal ID: c7db585d-e1c3-4fe1-be99-2fb8d902aa02
• Taxonomy: Organoheterocyclic compounds > Lactams > Beta lactams > Cephalosporins
• IUPAC Name: (6R,7R)-7-[(5-carboxy-5-oxopentanoyl)amino]-3-(hydroxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
• SMILES (Canonical): C1C(=C(N2C(S1)C(C2=O)NC(=O)CCCC(=O)C(=O)O)C(=O)O)CO
• SMILES (Isomeric): C1C(=C(N2[C@H](S1)[C@@H](C2=O)NC(=O)CCCC(=O)C(=O)O)C(=O)O)CO
• InChI: InChI=1S/C14H16N2O8S/c17-4-6-5-25-12-9(11(20)16(12)10(6)14(23)24)15-8(19)3-1-2-7(18)13(21)22/h9,12,17H,1-5H2,(H,15,19)(H,21,22)(H,23,24)/t9-,12-/m1/s1
• InChI Key: XVIKCSXFXGSKIU-BXKDBHETSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₆N₂O₈S
• Molecular Weight: 372.35 g/mol
• Exact Mass: 372.06273665 g/mol
• Topological Polar Surface Area (TPSA): 187.00 Ų
• XlogP: -2.40
• Atomic LogP (AlogP): -1.46
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5126	51.26%
Caco-2	-	0.9212	92.12%
Blood Brain Barrier	-	0.9750	97.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5408	54.08%
OATP2B1 inhibitior	-	0.8608	86.08%
OATP1B1 inhibitior	+	0.8875	88.75%
OATP1B3 inhibitior	+	0.9321	93.21%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8345	83.45%
P-glycoprotein inhibitior	-	0.8542	85.42%
P-glycoprotein substrate	-	0.6644	66.44%
CYP3A4 substrate	+	0.5255	52.55%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8676	86.76%
CYP3A4 inhibition	-	0.9187	91.87%
CYP2C9 inhibition	-	0.8253	82.53%
CYP2C19 inhibition	-	0.8027	80.27%
CYP2D6 inhibition	-	0.9029	90.29%
CYP1A2 inhibition	-	0.8088	80.88%
CYP2C8 inhibition	-	0.8794	87.94%
CYP inhibitory promiscuity	-	0.8593	85.93%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5722	57.22%
Eye corrosion	-	0.9846	98.46%
Eye irritation	-	0.9040	90.40%
Skin irritation	-	0.7481	74.81%
Skin corrosion	-	0.9181	91.81%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5519	55.19%
Micronuclear	+	0.8500	85.00%
Hepatotoxicity	+	0.8002	80.02%
skin sensitisation	-	0.8449	84.49%
Respiratory toxicity	+	0.9111	91.11%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.9875	98.75%
Nephrotoxicity	+	0.8535	85.35%
Acute Oral Toxicity (c)	III	0.5350	53.50%
Estrogen receptor binding	+	0.5452	54.52%
Androgen receptor binding	-	0.8334	83.34%
Thyroid receptor binding	-	0.6265	62.65%
Glucocorticoid receptor binding	-	0.5185	51.85%
Aromatase binding	-	0.6176	61.76%
PPAR gamma	+	0.6660	66.60%
Honey bee toxicity	-	0.9250	92.50%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	-	0.7743	77.43%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	92.96%	93.00%
CHEMBL2581	P07339	Cathepsin D	92.43%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.99%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.32%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.50%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.43%	99.23%
CHEMBL340	P08684	Cytochrome P450 3A4	85.09%	91.19%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.85%	90.71%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.60%	96.90%

Plants that contains it

• Inula helenium
• Pinellia pedatisecta

Cross-Links

• PubChem: 6326769
• NPASS: NPC289632