(2R,3S,5R)-3-bromo-5-[(1S)-1-bromo-2-[(2R,3S)-3-[(E)-pent-2-en-4-ynyl]oxiran-2-yl]ethyl]-2-ethyloxolane

Details

• Internal ID: 1b34cbed-0922-46a3-98f6-a338f6c398ba
• Taxonomy: Organoheterocyclic compounds > Tetrahydrofurans
• IUPAC Name: (2R,3S,5R)-3-bromo-5-[(1S)-1-bromo-2-[(2R,3S)-3-[(E)-pent-2-en-4-ynyl]oxiran-2-yl]ethyl]-2-ethyloxolane
• SMILES (Canonical): CCC1C(CC(O1)C(CC2C(O2)CC=CC#C)Br)Br
• SMILES (Isomeric): CC[C@@H]1[C@H](C[C@@H](O1)[C@H](C[C@@H]2[C@@H](O2)C/C=C/C#C)Br)Br
• InChI: InChI=1S/C15H20Br2O2/c1-3-5-6-7-13-15(19-13)9-11(17)14-8-10(16)12(4-2)18-14/h1,5-6,10-15H,4,7-9H2,2H3/b6-5+/t10-,11-,12+,13-,14+,15+/m0/s1
• InChI Key: TYJMRPRTZBFOAI-JZWDIKSXSA-N
• Popularity: 0 references 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): 21.80 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 3.82
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9941	99.41%
Caco-2	-	0.5194	51.94%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.4927	49.27%
OATP2B1 inhibitior	-	0.8585	85.85%
OATP1B1 inhibitior	+	0.8905	89.05%
OATP1B3 inhibitior	+	0.9420	94.20%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7689	76.89%
P-glycoprotein inhibitior	-	0.8518	85.18%
P-glycoprotein substrate	-	0.7902	79.02%
CYP3A4 substrate	+	0.5197	51.97%
CYP2C9 substrate	+	0.6077	60.77%
CYP2D6 substrate	-	0.7931	79.31%
CYP3A4 inhibition	-	0.7886	78.86%
CYP2C9 inhibition	-	0.5131	51.31%
CYP2C19 inhibition	+	0.5830	58.30%
CYP2D6 inhibition	-	0.8798	87.98%
CYP1A2 inhibition	-	0.5486	54.86%
CYP2C8 inhibition	-	0.7584	75.84%
CYP inhibitory promiscuity	+	0.7155	71.55%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6852	68.52%
Carcinogenicity (trinary)	Danger	0.4331	43.31%
Eye corrosion	-	0.8681	86.81%
Eye irritation	-	0.9828	98.28%
Skin irritation	-	0.5824	58.24%
Skin corrosion	-	0.8031	80.31%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3913	39.13%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	+	0.6429	64.29%
skin sensitisation	+	0.4761	47.61%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	-	0.5333	53.33%
Mitochondrial toxicity	-	0.7375	73.75%
Nephrotoxicity	+	0.6368	63.68%
Acute Oral Toxicity (c)	III	0.6523	65.23%
Estrogen receptor binding	+	0.7887	78.87%
Androgen receptor binding	-	0.6455	64.55%
Thyroid receptor binding	+	0.6533	65.33%
Glucocorticoid receptor binding	+	0.6680	66.80%
Aromatase binding	+	0.5438	54.38%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.7328	73.28%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9372	93.72%

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	94.27%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.84%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	91.01%	96.61%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.04%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.98%	91.11%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	88.96%	95.58%
CHEMBL226	P30542	Adenosine A1 receptor	85.79%	95.93%
CHEMBL3401	O75469	Pregnane X receptor	85.78%	94.73%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	84.68%	96.38%
CHEMBL221	P23219	Cyclooxygenase-1	84.26%	90.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 14411920
• LOTUS: LTS0037982
• wikiData: Q105267373