Asparenomycin A

Details

• Internal ID: e2ac1941-bc46-4d40-8a45-7f92f6a4adcf
• Taxonomy: Organoheterocyclic compounds > Lactams > Beta lactams > Carbapenems
• IUPAC Name: (5R,6E)-3-[(E)-2-acetamidoethenyl]sulfinyl-6-(1-hydroxypropan-2-ylidene)-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid
• SMILES (Canonical): CC(=C1C2CC(=C(N2C1=O)C(=O)O)S(=O)C=CNC(=O)C)CO
• SMILES (Isomeric): C/C(=C\1/[C@H]2CC(=C(N2C1=O)C(=O)O)S(=O)/C=C/NC(=O)C)/CO
• InChI: InChI=1S/C14H16N2O6S/c1-7(6-17)11-9-5-10(23(22)4-3-15-8(2)18)12(14(20)21)16(9)13(11)19/h3-4,9,17H,5-6H2,1-2H3,(H,15,18)(H,20,21)/b4-3+,11-7+/t9-,23?/m1/s1
• InChI Key: KJQZKTFSANMFQJ-RPGQRGOQSA-N
• Popularity: 7 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₆N₂O₆S
• Molecular Weight: 340.35 g/mol
• Exact Mass: 340.07290741 g/mol
• Topological Polar Surface Area (TPSA): 143.00 Ų
• XlogP: -1.50
• Atomic LogP (AlogP): -0.44
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

• CHEBI:81062
• (5R,6E)-3-[(E)-2-acetamidoethenyl]sulfinyl-6-(1-hydroxypropan-2-ylidene)-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid
• C17400
• Q27155018

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5676	56.76%
Caco-2	-	0.6806	68.06%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Lysosomes	0.4658	46.58%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8933	89.33%
OATP1B3 inhibitior	+	0.9363	93.63%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.6956	69.56%
P-glycoprotein inhibitior	-	0.9232	92.32%
P-glycoprotein substrate	-	0.6093	60.93%
CYP3A4 substrate	+	0.5141	51.41%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8858	88.58%
CYP3A4 inhibition	-	0.9345	93.45%
CYP2C9 inhibition	-	0.7238	72.38%
CYP2C19 inhibition	-	0.7113	71.13%
CYP2D6 inhibition	-	0.8701	87.01%
CYP1A2 inhibition	-	0.7305	73.05%
CYP2C8 inhibition	-	0.8615	86.15%
CYP inhibitory promiscuity	-	0.9623	96.23%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.6107	61.07%
Carcinogenicity (trinary)	Non-required	0.5725	57.25%
Eye corrosion	-	0.9782	97.82%
Eye irritation	-	0.9815	98.15%
Skin irritation	-	0.7507	75.07%
Skin corrosion	-	0.9129	91.29%
Ames mutagenesis	+	0.5977	59.77%
Human Ether-a-go-go-Related Gene inhibition	-	0.7762	77.62%
Micronuclear	+	0.8800	88.00%
Hepatotoxicity	+	0.6426	64.26%
skin sensitisation	-	0.8293	82.93%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.7202	72.02%
Acute Oral Toxicity (c)	III	0.5756	57.56%
Estrogen receptor binding	-	0.6573	65.73%
Androgen receptor binding	+	0.5554	55.54%
Thyroid receptor binding	-	0.6347	63.47%
Glucocorticoid receptor binding	+	0.6062	60.62%
Aromatase binding	-	0.7444	74.44%
PPAR gamma	+	0.5841	58.41%
Honey bee toxicity	-	0.8964	89.64%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.9574	95.74%

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	97.08%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.87%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.70%	85.14%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	91.02%	93.00%
CHEMBL340	P08684	Cytochrome P450 3A4	86.01%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.64%	95.56%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.97%	96.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.05%	91.11%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	81.41%	89.34%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.61%	97.21%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 6441870
• LOTUS: LTS0010077
• wikiData: Q27155018