(1S,2S,4R,6R,7R)-6-bromo-4-[(1S)-1-bromopropyl]-2-[(Z)-pent-2-en-4-ynyl]-3,8-dioxabicyclo[5.1.1]nonane

Details

• Internal ID: ba90168c-47dc-4d3c-bc3f-bd64d8886048
• Taxonomy: Organoheterocyclic compounds > Oxetanes
• IUPAC Name: (1S,2S,4R,6R,7R)-6-bromo-4-[(1S)-1-bromopropyl]-2-[(Z)-pent-2-en-4-ynyl]-3,8-dioxabicyclo[5.1.1]nonane
• SMILES (Canonical): CCC(C1CC(C2CC(O2)C(O1)CC=CC#C)Br)Br
• SMILES (Isomeric): CC[C@@H]([C@H]1C[C@H]([C@H]2C[C@H](O2)[C@@H](O1)C/C=C\C#C)Br)Br
• InChI: InChI=1S/C15H20Br2O2/c1-3-5-6-7-12-15-9-14(19-15)11(17)8-13(18-12)10(16)4-2/h1,5-6,10-15H,4,7-9H2,2H3/b6-5-/t10-,11+,12-,13+,14+,15-/m0/s1
• InChI Key: QVSXXUNREJZJAN-UIJFIKHOSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀Br₂O₂
• Molecular Weight: 392.13 g/mol
• Exact Mass: 391.98096 g/mol
• Topological Polar Surface Area (TPSA): 18.50 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 3.82
• H-Bond Acceptor: 2
• 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	+	0.9937	99.37%
Caco-2	+	0.5983	59.83%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Lysosomes	0.4145	41.45%
OATP2B1 inhibitior	-	0.8586	85.86%
OATP1B1 inhibitior	+	0.8595	85.95%
OATP1B3 inhibitior	+	0.9436	94.36%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8810	88.10%
P-glycoprotein inhibitior	-	0.8782	87.82%
P-glycoprotein substrate	-	0.7983	79.83%
CYP3A4 substrate	+	0.5266	52.66%
CYP2C9 substrate	+	0.6077	60.77%
CYP2D6 substrate	-	0.7914	79.14%
CYP3A4 inhibition	-	0.8760	87.60%
CYP2C9 inhibition	-	0.6606	66.06%
CYP2C19 inhibition	-	0.5714	57.14%
CYP2D6 inhibition	-	0.9013	90.13%
CYP1A2 inhibition	-	0.5211	52.11%
CYP2C8 inhibition	-	0.7757	77.57%
CYP inhibitory promiscuity	-	0.6390	63.90%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6464	64.64%
Carcinogenicity (trinary)	Danger	0.4080	40.80%
Eye corrosion	-	0.8735	87.35%
Eye irritation	-	0.9758	97.58%
Skin irritation	-	0.6025	60.25%
Skin corrosion	-	0.8569	85.69%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5237	52.37%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	+	0.6304	63.04%
skin sensitisation	-	0.5523	55.23%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	-	0.7111	71.11%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	+	0.6688	66.88%
Acute Oral Toxicity (c)	III	0.6439	64.39%
Estrogen receptor binding	+	0.6012	60.12%
Androgen receptor binding	-	0.6421	64.21%
Thyroid receptor binding	-	0.4903	49.03%
Glucocorticoid receptor binding	+	0.7444	74.44%
Aromatase binding	-	0.6145	61.45%
PPAR gamma	+	0.5567	55.67%
Honey bee toxicity	-	0.7477	74.77%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.8465	84.65%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.71%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.90%	97.25%
CHEMBL230	P35354	Cyclooxygenase-2	90.78%	89.63%
CHEMBL221	P23219	Cyclooxygenase-1	90.68%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.28%	91.11%
CHEMBL218	P21554	Cannabinoid CB1 receptor	88.26%	96.61%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	87.74%	96.38%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.72%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	85.43%	95.93%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.19%	96.00%

Plants that contains it

• Eleutherococcus giraldii
• Lespedeza davidii
• Solanum aethiopicum
• Tectona grandis

Cross-Links

• PubChem: 11101243
• NPASS: NPC46072
• LOTUS: LTS0235213
• wikiData: Q105228890