(1R,3S,4R,6S)-3-[(R)-bromo-[(2R,3R,5S,6R)-3,5-dibromo-6-ethyloxan-2-yl]methyl]-6-ethynyl-2,5-dioxabicyclo[2.2.1]heptane

Details

• Internal ID: 32278c0d-dae1-4e0e-81fa-5210c87f6565
• Taxonomy: Organoheterocyclic compounds > Dioxanes > 1,4-dioxanes
• IUPAC Name: (1R,3S,4R,6S)-3-[(R)-bromo-[(2R,3R,5S,6R)-3,5-dibromo-6-ethyloxan-2-yl]methyl]-6-ethynyl-2,5-dioxabicyclo[2.2.1]heptane
• SMILES (Canonical): CCC1C(CC(C(O1)C(C2C3CC(O2)C(O3)C#C)Br)Br)Br
• SMILES (Isomeric): CC[C@@H]1[C@H](C[C@H]([C@@H](O1)[C@@H]([C@@H]2[C@H]3C[C@@H](O2)[C@@H](O3)C#C)Br)Br)Br
• InChI: InChI=1S/C15H19Br3O3/c1-3-9-7(16)5-8(17)14(20-9)13(18)15-12-6-11(21-15)10(4-2)19-12/h2,7-15H,3,5-6H2,1H3/t7-,8+,9+,10-,11+,12+,13-,14+,15-/m0/s1
• InChI Key: OJPOYDBSPUFWBS-LUQGGENOSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₉Br₃O₃
• Molecular Weight: 487.00 g/mol
• Exact Mass: 485.88638 g/mol
• Topological Polar Surface Area (TPSA): 27.70 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.40
• H-Bond Acceptor: 3
• 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	+	0.9849	98.49%
Caco-2	-	0.6114	61.14%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.4846	48.46%
OATP2B1 inhibitior	-	0.8583	85.83%
OATP1B1 inhibitior	+	0.9119	91.19%
OATP1B3 inhibitior	+	0.9496	94.96%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.8079	80.79%
P-glycoprotein inhibitior	-	0.8701	87.01%
P-glycoprotein substrate	-	0.7682	76.82%
CYP3A4 substrate	+	0.5255	52.55%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7732	77.32%
CYP3A4 inhibition	-	0.7079	70.79%
CYP2C9 inhibition	+	0.5379	53.79%
CYP2C19 inhibition	+	0.6629	66.29%
CYP2D6 inhibition	-	0.8724	87.24%
CYP1A2 inhibition	+	0.5481	54.81%
CYP2C8 inhibition	-	0.7778	77.78%
CYP inhibitory promiscuity	+	0.8375	83.75%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7329	73.29%
Carcinogenicity (trinary)	Danger	0.4642	46.42%
Eye corrosion	-	0.9432	94.32%
Eye irritation	-	0.9748	97.48%
Skin irritation	-	0.6861	68.61%
Skin corrosion	-	0.8881	88.81%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5077	50.77%
Micronuclear	-	0.6132	61.32%
Hepatotoxicity	+	0.6179	61.79%
skin sensitisation	-	0.7157	71.57%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	+	0.6621	66.21%
Acute Oral Toxicity (c)	III	0.5101	51.01%
Estrogen receptor binding	+	0.6484	64.84%
Androgen receptor binding	-	0.5622	56.22%
Thyroid receptor binding	+	0.7751	77.51%
Glucocorticoid receptor binding	+	0.6064	60.64%
Aromatase binding	+	0.6850	68.50%
PPAR gamma	+	0.5915	59.15%
Honey bee toxicity	-	0.7339	73.39%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.8501	85.01%

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	97.50%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.60%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	93.60%	96.61%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.21%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	90.02%	90.17%
CHEMBL2996	Q05655	Protein kinase C delta	88.29%	97.79%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	87.80%	96.38%
CHEMBL2094135	Q96BI3	Gamma-secretase	87.11%	98.05%
CHEMBL4072	P07858	Cathepsin B	84.18%	93.67%
CHEMBL1907589	P17787	Neuronal acetylcholine receptor; alpha4/beta2	83.87%	94.55%

Plants that contains it

• Rehmannia glutinosa

Cross-Links

• PubChem: 14777633
• NPASS: NPC163933
• LOTUS: LTS0186168
• wikiData: Q105193209