(2S,3S,5Z,7Z)-3-chloro-2-[(Z)-pent-2-en-4-ynyl]-8-propyl-3,4-dihydro-2H-oxocine

Details

• Internal ID: afaf2c82-7c6d-4b4f-97af-96e9c48ad810
• Taxonomy: Organoheterocyclic compounds > Oxocins
• IUPAC Name: (2S,3S,5Z,7Z)-3-chloro-2-[(Z)-pent-2-en-4-ynyl]-8-propyl-3,4-dihydro-2H-oxocine
• InChI: InChI=1S/C15H19ClO/c1-3-5-6-12-15-14(16)11-8-7-10-13(17-15)9-4-2/h1,5-8,10,14-15H,4,9,11-12H2,2H3/b6-5-,8-7-,13-10-/t14-,15-/m0/s1
• InChI Key: JTLGNRGWXKSSOM-NRGGLLKFSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₉ClO
• Molecular Weight: 250.76 g/mol
• Exact Mass: 250.1124429 g/mol
• Topological Polar Surface Area (TPSA): 9.20 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 4.20
• H-Bond Acceptor: 1
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9949	99.49%
Caco-2	+	0.7596	75.96%
Blood Brain Barrier	+	0.8521	85.21%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Plasma membrane	0.3428	34.28%
OATP2B1 inhibitior	-	0.8591	85.91%
OATP1B1 inhibitior	+	0.8409	84.09%
OATP1B3 inhibitior	+	0.9470	94.70%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.5872	58.72%
P-glycoprotein inhibitior	-	0.9468	94.68%
P-glycoprotein substrate	-	0.8004	80.04%
CYP3A4 substrate	+	0.5382	53.82%
CYP2C9 substrate	+	0.6085	60.85%
CYP2D6 substrate	-	0.7923	79.23%
CYP3A4 inhibition	-	0.6984	69.84%
CYP2C9 inhibition	-	0.6698	66.98%
CYP2C19 inhibition	+	0.5269	52.69%
CYP2D6 inhibition	-	0.8982	89.82%
CYP1A2 inhibition	+	0.5833	58.33%
CYP2C8 inhibition	-	0.6425	64.25%
CYP inhibitory promiscuity	+	0.7129	71.29%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6532	65.32%
Carcinogenicity (trinary)	Non-required	0.5078	50.78%
Eye corrosion	-	0.7861	78.61%
Eye irritation	-	0.9954	99.54%
Skin irritation	-	0.6608	66.08%
Skin corrosion	-	0.8553	85.53%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7650	76.50%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	+	0.5559	55.59%
skin sensitisation	+	0.6351	63.51%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	-	0.7444	74.44%
Mitochondrial toxicity	-	0.7375	73.75%
Nephrotoxicity	+	0.4605	46.05%
Acute Oral Toxicity (c)	III	0.4785	47.85%
Estrogen receptor binding	-	0.6281	62.81%
Androgen receptor binding	-	0.7232	72.32%
Thyroid receptor binding	-	0.5887	58.87%
Glucocorticoid receptor binding	+	0.6035	60.35%
Aromatase binding	-	0.8079	80.79%
PPAR gamma	+	0.5532	55.32%
Honey bee toxicity	-	0.7725	77.25%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.6500	65.00%
Fish aquatic toxicity	+	0.9655	96.55%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL230	P35354	Cyclooxygenase-2	96.70%	89.63%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.03%	97.25%
CHEMBL218	P21554	Cannabinoid CB1 receptor	91.65%	96.61%
CHEMBL3401	O75469	Pregnane X receptor	91.54%	94.73%
CHEMBL4040	P28482	MAP kinase ERK2	91.27%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.41%	91.11%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	90.22%	89.34%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.54%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	87.04%	95.93%
CHEMBL221	P23219	Cyclooxygenase-1	85.39%	90.17%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	84.01%	94.80%
CHEMBL5957	P21589	5'-nucleotidase	82.14%	97.78%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.78%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.94%	97.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 23426793
• LOTUS: LTS0218483
• wikiData: Q105134837