(2R,4R,5R,6Z,8R)-2-[(Z)-1-chlorohex-3-en-5-ynyl]-8-ethyl-3,4,5,8-tetrahydro-2H-oxocine-4,5-diol

Details

• Internal ID: e2cac0d0-2a64-4980-a054-6dfdcdfa1953
• Taxonomy: Organoheterocyclic compounds > Oxocins
• IUPAC Name: (2R,4R,5R,6Z,8R)-2-[(Z)-1-chlorohex-3-en-5-ynyl]-8-ethyl-3,4,5,8-tetrahydro-2H-oxocine-4,5-diol
• InChI: InChI=1S/C15H21ClO3/c1-3-5-6-7-12(16)15-10-14(18)13(17)9-8-11(4-2)19-15/h1,5-6,8-9,11-15,17-18H,4,7,10H2,2H3/b6-5-,9-8-/t11-,12?,13-,14-,15-/m1/s1
• InChI Key: BZXLYBRSHROSLS-XZEQQQACSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₁ClO₃
• Molecular Weight: 284.78 g/mol
• Exact Mass: 284.1179222 g/mol
• Topological Polar Surface Area (TPSA): 49.70 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.02
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9835	98.35%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6247	62.47%
OATP2B1 inhibitior	-	0.8569	85.69%
OATP1B1 inhibitior	+	0.8259	82.59%
OATP1B3 inhibitior	+	0.9544	95.44%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8553	85.53%
P-glycoprotein inhibitior	-	0.9069	90.69%
P-glycoprotein substrate	-	0.7483	74.83%
CYP3A4 substrate	+	0.5422	54.22%
CYP2C9 substrate	-	0.6070	60.70%
CYP2D6 substrate	-	0.7960	79.60%
CYP3A4 inhibition	-	0.8269	82.69%
CYP2C9 inhibition	-	0.8329	83.29%
CYP2C19 inhibition	-	0.6103	61.03%
CYP2D6 inhibition	-	0.9084	90.84%
CYP1A2 inhibition	-	0.7670	76.70%
CYP2C8 inhibition	-	0.7739	77.39%
CYP inhibitory promiscuity	-	0.8023	80.23%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7038	70.38%
Carcinogenicity (trinary)	Non-required	0.4885	48.85%
Eye corrosion	-	0.9474	94.74%
Eye irritation	-	0.9982	99.82%
Skin irritation	-	0.6484	64.84%
Skin corrosion	-	0.7533	75.33%
Ames mutagenesis	+	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3975	39.75%
Micronuclear	-	0.6226	62.26%
Hepatotoxicity	-	0.5196	51.96%
skin sensitisation	-	0.6470	64.70%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.6714	67.14%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.6112	61.12%
Acute Oral Toxicity (c)	III	0.4995	49.95%
Estrogen receptor binding	+	0.6871	68.71%
Androgen receptor binding	-	0.7546	75.46%
Thyroid receptor binding	-	0.5059	50.59%
Glucocorticoid receptor binding	+	0.6576	65.76%
Aromatase binding	-	0.7085	70.85%
PPAR gamma	-	0.5303	53.03%
Honey bee toxicity	-	0.8418	84.18%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.8214	82.14%

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	95.68%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.03%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	92.79%	94.73%
CHEMBL226	P30542	Adenosine A1 receptor	91.91%	95.93%
CHEMBL221	P23219	Cyclooxygenase-1	90.46%	90.17%
CHEMBL2581	P07339	Cathepsin D	89.25%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.24%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.58%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.69%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.35%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	85.08%	91.49%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.54%	97.21%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.53%	95.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162801099
• LOTUS: LTS0009055
• wikiData: Q104950729