[(2R,4R,5R,6Z,8R)-5-acetyloxy-2-[(Z)-1-chlorohex-3-en-5-ynyl]-8-ethyl-3,4,5,8-tetrahydro-2H-oxocin-4-yl] acetate

Details

• Internal ID: e7f1ffa1-d751-453a-9554-567219ea3123
• Taxonomy: Organoheterocyclic compounds > Oxocins
• IUPAC Name: [(2R,4R,5R,6Z,8R)-5-acetyloxy-2-[(Z)-1-chlorohex-3-en-5-ynyl]-8-ethyl-3,4,5,8-tetrahydro-2H-oxocin-4-yl] acetate
• InChI: InChI=1S/C19H25ClO5/c1-5-7-8-9-16(20)18-12-19(24-14(4)22)17(23-13(3)21)11-10-15(6-2)25-18/h1,7-8,10-11,15-19H,6,9,12H2,2-4H3/b8-7-,11-10-/t15-,16?,17-,18-,19-/m1/s1
• InChI Key: RLYHYXSICKPCGG-OUPHLFFGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₅ClO₅
• Molecular Weight: 368.80 g/mol
• Exact Mass: 368.1390516 g/mol
• Topological Polar Surface Area (TPSA): 61.80 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.16
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9833	98.33%
Caco-2	+	0.5307	53.07%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6492	64.92%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8542	85.42%
OATP1B3 inhibitior	+	0.9322	93.22%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.7600	76.00%
P-glycoprotein inhibitior	-	0.5888	58.88%
P-glycoprotein substrate	-	0.7077	70.77%
CYP3A4 substrate	+	0.6259	62.59%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8713	87.13%
CYP3A4 inhibition	-	0.5882	58.82%
CYP2C9 inhibition	-	0.8360	83.60%
CYP2C19 inhibition	-	0.5225	52.25%
CYP2D6 inhibition	-	0.9280	92.80%
CYP1A2 inhibition	-	0.7123	71.23%
CYP2C8 inhibition	-	0.6386	63.86%
CYP inhibitory promiscuity	-	0.7677	76.77%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6826	68.26%
Carcinogenicity (trinary)	Non-required	0.5322	53.22%
Eye corrosion	-	0.9081	90.81%
Eye irritation	-	0.9791	97.91%
Skin irritation	-	0.7679	76.79%
Skin corrosion	-	0.8489	84.89%
Ames mutagenesis	+	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7583	75.83%
Micronuclear	-	0.5826	58.26%
Hepatotoxicity	+	0.5554	55.54%
skin sensitisation	-	0.6883	68.83%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	-	0.6508	65.08%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	+	0.5812	58.12%
Acute Oral Toxicity (c)	III	0.5260	52.60%
Estrogen receptor binding	+	0.8177	81.77%
Androgen receptor binding	-	0.6948	69.48%
Thyroid receptor binding	+	0.5194	51.94%
Glucocorticoid receptor binding	+	0.6751	67.51%
Aromatase binding	-	0.5620	56.20%
PPAR gamma	+	0.5495	54.95%
Honey bee toxicity	-	0.7866	78.66%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6145	61.45%
Fish aquatic toxicity	+	0.9829	98.29%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.12%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.11%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	92.44%	94.73%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	90.00%	97.21%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.06%	94.45%
CHEMBL2581	P07339	Cathepsin D	88.92%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.39%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	87.06%	90.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.75%	96.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.66%	97.25%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.06%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.78%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.77%	96.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.17%	97.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.37%	95.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162994828
• LOTUS: LTS0117954
• wikiData: Q105240604