6-(1-Hydroxyethyl)-7-oxo-3-sulfo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid

Details

• Internal ID: 3f3e161b-f139-4be0-befb-ba8f1b736700
• Taxonomy: Organoheterocyclic compounds > Lactams > Beta lactams > Carbapenems
• IUPAC Name: 6-(1-hydroxyethyl)-7-oxo-3-sulfo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid
• SMILES (Canonical): CC(C1C2CC(=C(N2C1=O)C(=O)O)S(=O)(=O)O)O
• SMILES (Isomeric): CC(C1C2CC(=C(N2C1=O)C(=O)O)S(=O)(=O)O)O
• InChI: InChI=1S/C9H11NO7S/c1-3(11)6-4-2-5(18(15,16)17)7(9(13)14)10(4)8(6)12/h3-4,6,11H,2H2,1H3,(H,13,14)(H,15,16,17)
• InChI Key: CYIDAUCFTUSSQY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₁NO₇S
• Molecular Weight: 277.25 g/mol
• Exact Mass: 277.02562286 g/mol
• Topological Polar Surface Area (TPSA): 141.00 Ų
• XlogP: -1.50
• Atomic LogP (AlogP): -1.22
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8575	85.75%
Caco-2	-	0.8292	82.92%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.3509	35.09%
OATP2B1 inhibitior	-	0.8567	85.67%
OATP1B1 inhibitior	+	0.9561	95.61%
OATP1B3 inhibitior	+	0.9375	93.75%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9814	98.14%
P-glycoprotein inhibitior	-	0.9809	98.09%
P-glycoprotein substrate	-	0.8283	82.83%
CYP3A4 substrate	-	0.6089	60.89%
CYP2C9 substrate	+	0.6005	60.05%
CYP2D6 substrate	-	0.8867	88.67%
CYP3A4 inhibition	-	0.9624	96.24%
CYP2C9 inhibition	-	0.7569	75.69%
CYP2C19 inhibition	-	0.7130	71.30%
CYP2D6 inhibition	-	0.8739	87.39%
CYP1A2 inhibition	-	0.7378	73.78%
CYP2C8 inhibition	-	0.9866	98.66%
CYP inhibitory promiscuity	-	0.9735	97.35%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	+	0.6962	69.62%
Carcinogenicity (trinary)	Non-required	0.5784	57.84%
Eye corrosion	-	0.9685	96.85%
Eye irritation	-	0.9182	91.82%
Skin irritation	-	0.7539	75.39%
Skin corrosion	-	0.8906	89.06%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7899	78.99%
Micronuclear	+	0.8400	84.00%
Hepatotoxicity	+	0.7750	77.50%
skin sensitisation	-	0.8317	83.17%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.5311	53.11%
Acute Oral Toxicity (c)	III	0.5649	56.49%
Estrogen receptor binding	-	0.8552	85.52%
Androgen receptor binding	-	0.7150	71.50%
Thyroid receptor binding	-	0.6434	64.34%
Glucocorticoid receptor binding	-	0.5651	56.51%
Aromatase binding	-	0.8750	87.50%
PPAR gamma	+	0.5347	53.47%
Honey bee toxicity	-	0.9403	94.03%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7800	78.00%
Fish aquatic toxicity	+	0.9063	90.63%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.82%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.80%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.76%	95.56%
CHEMBL333	P08253	Matrix metalloproteinase-2	92.00%	96.31%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	89.02%	93.03%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.88%	99.23%
CHEMBL284	P27487	Dipeptidyl peptidase IV	85.67%	95.69%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.70%	93.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.31%	85.14%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.04%	90.71%
CHEMBL340	P08684	Cytochrome P450 3A4	83.49%	91.19%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.26%	94.45%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 13309409
• LOTUS: LTS0087670
• wikiData: Q104972323