(2S,3S,5Z,8S)-3-Chloro-2-[(E)-pent-2-en-4-ynyl]-8-[(E)-prop-1-enyl]-3,4,7,8-tetrahydro-2H-oxocine

Details

• Internal ID: ab8bc716-4db8-489a-9455-6e4197b66ff4
• Taxonomy: Organoheterocyclic compounds > Oxocins
• IUPAC Name: (2S,3S,5Z,8S)-3-chloro-2-[(E)-pent-2-en-4-ynyl]-8-[(E)-prop-1-enyl]-3,4,7,8-tetrahydro-2H-oxocine
• SMILES (Canonical): CC=CC1CC=CCC(C(O1)CC=CC#C)Cl
• SMILES (Isomeric): C/C=C/[C@@H]1C/C=C\C[C@@H]([C@@H](O1)C/C=C/C#C)Cl
• InChI: InChI=1S/C15H19ClO/c1-3-5-6-12-15-14(16)11-8-7-10-13(17-15)9-4-2/h1,4-9,13-15H,10-12H2,2H3/b6-5+,8-7-,9-4+/t13-,14+,15+/m1/s1
• InChI Key: RYCMNZMJYZRUAM-WEJBGJPFSA-N
• Popularity: 0 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: 4.10
• Atomic LogP (AlogP): 3.85
• H-Bond Acceptor: 1
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9939	99.39%
Caco-2	+	0.5831	58.31%
Blood Brain Barrier	+	0.8521	85.21%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.4795	47.95%
OATP2B1 inhibitior	-	0.8604	86.04%
OATP1B1 inhibitior	+	0.8516	85.16%
OATP1B3 inhibitior	+	0.9474	94.74%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.7290	72.90%
P-glycoprotein inhibitior	-	0.9045	90.45%
P-glycoprotein substrate	-	0.8548	85.48%
CYP3A4 substrate	+	0.5090	50.90%
CYP2C9 substrate	+	0.6085	60.85%
CYP2D6 substrate	-	0.7901	79.01%
CYP3A4 inhibition	-	0.8365	83.65%
CYP2C9 inhibition	-	0.6528	65.28%
CYP2C19 inhibition	+	0.5849	58.49%
CYP2D6 inhibition	-	0.9222	92.22%
CYP1A2 inhibition	+	0.5472	54.72%
CYP2C8 inhibition	-	0.7572	75.72%
CYP inhibitory promiscuity	+	0.6491	64.91%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.5376	53.76%
Carcinogenicity (trinary)	Non-required	0.4333	43.33%
Eye corrosion	-	0.6569	65.69%
Eye irritation	-	0.9796	97.96%
Skin irritation	-	0.5543	55.43%
Skin corrosion	-	0.6587	65.87%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7125	71.25%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.5071	50.71%
skin sensitisation	+	0.5759	57.59%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	-	0.7444	74.44%
Mitochondrial toxicity	-	0.7750	77.50%
Nephrotoxicity	+	0.6282	62.82%
Acute Oral Toxicity (c)	III	0.5177	51.77%
Estrogen receptor binding	-	0.5856	58.56%
Androgen receptor binding	-	0.7662	76.62%
Thyroid receptor binding	-	0.5522	55.22%
Glucocorticoid receptor binding	+	0.6458	64.58%
Aromatase binding	-	0.6881	68.81%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.7375	73.75%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9165	91.65%

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	94.56%	91.11%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	91.46%	89.34%
CHEMBL3401	O75469	Pregnane X receptor	89.75%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.74%	96.09%
CHEMBL3492	P49721	Proteasome Macropain subunit	83.49%	90.24%
CHEMBL226	P30542	Adenosine A1 receptor	81.44%	95.93%

Plants that contains it

• Anethum graveolens
• Cymbidium aloifolium
• Delphinium dictyocarpum
• Ladeania juncea
• Ligularia atroviolacea
• Scutellaria glabra
• Trifolium pannonicum

Cross-Links

• PubChem: 15602162
• NPASS: NPC78618
• LOTUS: LTS0243217
• wikiData: Q104397442