(5R,6R)-3-[(E)-2-acetamidoethenyl]sulfinyl-6-(2-hydroxypropan-2-yl)-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid

Details

• Internal ID: 5e0e7fe6-805a-4fe1-b94a-86c80853d9ac
• Taxonomy: Organoheterocyclic compounds > Lactams > Beta lactams > Carbapenems
• IUPAC Name: (5R,6R)-3-[(E)-2-acetamidoethenyl]sulfinyl-6-(2-hydroxypropan-2-yl)-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid
• SMILES (Canonical): CC(=O)NC=CS(=O)C1=C(N2C(C1)C(C2=O)C(C)(C)O)C(=O)O
• SMILES (Isomeric): CC(=O)N/C=C/S(=O)C1=C(N2[C@H](C1)[C@@H](C2=O)C(C)(C)O)C(=O)O
• InChI: InChI=1S/C14H18N2O6S/c1-7(17)15-4-5-23(22)9-6-8-10(14(2,3)21)12(18)16(8)11(9)13(19)20/h4-5,8,10,21H,6H2,1-3H3,(H,15,17)(H,19,20)/b5-4+/t8-,10+,23?/m1/s1
• InChI Key: FWWJFXYMDLTDNO-QELQWMBQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₈N₂O₆S
• Molecular Weight: 342.37 g/mol
• Exact Mass: 342.08855747 g/mol
• Topological Polar Surface Area (TPSA): 143.00 Ų
• XlogP: -1.00
• Atomic LogP (AlogP): -0.36
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

• CHEMBL1206955

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7834	78.34%
Caco-2	-	0.6591	65.91%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Lysosomes	0.4188	41.88%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8983	89.83%
OATP1B3 inhibitior	+	0.9368	93.68%
MATE1 inhibitior	-	0.9446	94.46%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.6923	69.23%
P-glycoprotein inhibitior	-	0.9361	93.61%
P-glycoprotein substrate	-	0.5540	55.40%
CYP3A4 substrate	+	0.5294	52.94%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8899	88.99%
CYP3A4 inhibition	-	0.8676	86.76%
CYP2C9 inhibition	-	0.7242	72.42%
CYP2C19 inhibition	-	0.7247	72.47%
CYP2D6 inhibition	-	0.8823	88.23%
CYP1A2 inhibition	-	0.7591	75.91%
CYP2C8 inhibition	-	0.8848	88.48%
CYP inhibitory promiscuity	-	0.9351	93.51%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.5604	56.04%
Carcinogenicity (trinary)	Non-required	0.5730	57.30%
Eye corrosion	-	0.9797	97.97%
Eye irritation	-	0.9799	97.99%
Skin irritation	-	0.7496	74.96%
Skin corrosion	-	0.9083	90.83%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4820	48.20%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	+	0.6926	69.26%
skin sensitisation	-	0.8309	83.09%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.6755	67.55%
Acute Oral Toxicity (c)	III	0.5454	54.54%
Estrogen receptor binding	-	0.6430	64.30%
Androgen receptor binding	-	0.5662	56.62%
Thyroid receptor binding	-	0.5880	58.80%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.6966	69.66%
PPAR gamma	+	0.6539	65.39%
Honey bee toxicity	-	0.9030	90.30%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.9151	91.51%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.73%	85.14%
CHEMBL2581	P07339	Cathepsin D	95.17%	98.95%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	91.23%	93.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.10%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.05%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.02%	97.25%
CHEMBL340	P08684	Cytochrome P450 3A4	86.32%	91.19%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.47%	97.21%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.35%	99.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 6443436
• LOTUS: LTS0146011
• wikiData: Q105272115