(2R,3R,5S,6S)-3-bromo-2-[(E)-3-bromopent-2-enyl]-5-chloro-6-[(E)-pent-2-en-4-ynyl]oxane

Details

• Internal ID: 3166d687-ad72-45de-abe7-7262dc0ed86a
• Taxonomy: Organoheterocyclic compounds > Oxanes
• IUPAC Name: (2R,3R,5S,6S)-3-bromo-2-[(E)-3-bromopent-2-enyl]-5-chloro-6-[(E)-pent-2-en-4-ynyl]oxane
• SMILES (Canonical): CCC(=CCC1C(CC(C(O1)CC=CC#C)Cl)Br)Br
• SMILES (Isomeric): CC/C(=C\C[C@@H]1[C@@H](C[C@@H]([C@@H](O1)C/C=C/C#C)Cl)Br)/Br
• InChI: InChI=1S/C15H19Br2ClO/c1-3-5-6-7-15-13(18)10-12(17)14(19-15)9-8-11(16)4-2/h1,5-6,8,12-15H,4,7,9-10H2,2H3/b6-5+,11-8+/t12-,13+,14-,15+/m1/s1
• InChI Key: NZHWXNQBZKBACG-YYTOSCLJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₉Br₂ClO
• Molecular Weight: 410.57 g/mol
• Exact Mass: 409.94707 g/mol
• Topological Polar Surface Area (TPSA): 9.20 Ų
• XlogP: 5.30
• Atomic LogP (AlogP): 5.17
• H-Bond Acceptor: 1
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9919	99.19%
Caco-2	+	0.6079	60.79%
Blood Brain Barrier	+	0.9021	90.21%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.5279	52.79%
OATP2B1 inhibitior	-	0.8595	85.95%
OATP1B1 inhibitior	+	0.8632	86.32%
OATP1B3 inhibitior	+	0.9445	94.45%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.5674	56.74%
P-glycoprotein inhibitior	-	0.8568	85.68%
P-glycoprotein substrate	-	0.7969	79.69%
CYP3A4 substrate	+	0.5500	55.00%
CYP2C9 substrate	+	0.6070	60.70%
CYP2D6 substrate	-	0.8022	80.22%
CYP3A4 inhibition	-	0.7405	74.05%
CYP2C9 inhibition	-	0.5253	52.53%
CYP2C19 inhibition	+	0.6506	65.06%
CYP2D6 inhibition	-	0.8893	88.93%
CYP1A2 inhibition	-	0.5000	50.00%
CYP2C8 inhibition	-	0.6242	62.42%
CYP inhibitory promiscuity	+	0.7465	74.65%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6264	62.64%
Carcinogenicity (trinary)	Non-required	0.5045	50.45%
Eye corrosion	-	0.8125	81.25%
Eye irritation	-	0.9961	99.61%
Skin irritation	-	0.5845	58.45%
Skin corrosion	-	0.7909	79.09%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5192	51.92%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	+	0.5679	56.79%
skin sensitisation	+	0.5549	55.49%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	-	0.7111	71.11%
Mitochondrial toxicity	-	0.8000	80.00%
Nephrotoxicity	+	0.5215	52.15%
Acute Oral Toxicity (c)	III	0.6275	62.75%
Estrogen receptor binding	+	0.7265	72.65%
Androgen receptor binding	-	0.6868	68.68%
Thyroid receptor binding	+	0.5623	56.23%
Glucocorticoid receptor binding	+	0.7811	78.11%
Aromatase binding	-	0.5760	57.60%
PPAR gamma	+	0.5852	58.52%
Honey bee toxicity	-	0.7676	76.76%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	+	0.6500	65.00%
Fish aquatic toxicity	+	0.9558	95.58%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.74%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.41%	91.11%
CHEMBL218	P21554	Cannabinoid CB1 receptor	92.16%	96.61%
CHEMBL226	P30542	Adenosine A1 receptor	91.09%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.97%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	90.71%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.22%	97.09%
CHEMBL2039	P27338	Monoamine oxidase B	85.36%	92.51%
CHEMBL3401	O75469	Pregnane X receptor	84.78%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.71%	94.45%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	82.38%	89.34%
CHEMBL1907589	P17787	Neuronal acetylcholine receptor; alpha4/beta2	81.28%	94.55%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11069616
• LOTUS: LTS0135206
• wikiData: Q105188041