(2S,3R,4aR,6S,7S,8aR)-3-bromo-7-chloro-2-ethyl-6-[(E)-pent-2-en-4-ynyl]-2,3,4,4a,6,7,8,8a-octahydropyrano[3,2-b]pyran

Details

• Internal ID: b69f0fb4-117a-4e2e-9145-099ffea263c3
• Taxonomy: Organoheterocyclic compounds > Oxanes
• IUPAC Name: (2S,3R,4aR,6S,7S,8aR)-3-bromo-7-chloro-2-ethyl-6-[(E)-pent-2-en-4-ynyl]-2,3,4,4a,6,7,8,8a-octahydropyrano[3,2-b]pyran
• SMILES (Canonical): CCC1C(CC2C(O1)CC(C(O2)CC=CC#C)Cl)Br
• SMILES (Isomeric): CC[C@H]1[C@@H](C[C@@H]2[C@H](O1)C[C@@H]([C@@H](O2)C/C=C/C#C)Cl)Br
• InChI: InChI=1S/C15H20BrClO2/c1-3-5-6-7-13-11(17)9-15-14(19-13)8-10(16)12(4-2)18-15/h1,5-6,10-15H,4,7-9H2,2H3/b6-5+/t10-,11+,12+,13+,14-,15-/m1/s1
• InChI Key: NVMRARRBFWEZAC-WYYGJFKXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀BrClO₂
• Molecular Weight: 347.67 g/mol
• Exact Mass: 346.03352 g/mol
• Topological Polar Surface Area (TPSA): 18.50 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 3.66
• H-Bond Acceptor: 2
• 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	+	0.9947	99.47%
Caco-2	+	0.5962	59.62%
Blood Brain Barrier	+	0.8021	80.21%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.3850	38.50%
OATP2B1 inhibitior	-	0.8576	85.76%
OATP1B1 inhibitior	+	0.8811	88.11%
OATP1B3 inhibitior	+	0.9440	94.40%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8709	87.09%
P-glycoprotein inhibitior	-	0.8901	89.01%
P-glycoprotein substrate	-	0.8504	85.04%
CYP3A4 substrate	+	0.5174	51.74%
CYP2C9 substrate	+	0.6075	60.75%
CYP2D6 substrate	-	0.7814	78.14%
CYP3A4 inhibition	-	0.7643	76.43%
CYP2C9 inhibition	-	0.5668	56.68%
CYP2C19 inhibition	+	0.6166	61.66%
CYP2D6 inhibition	-	0.9041	90.41%
CYP1A2 inhibition	+	0.5202	52.02%
CYP2C8 inhibition	-	0.8106	81.06%
CYP inhibitory promiscuity	+	0.8065	80.65%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7129	71.29%
Carcinogenicity (trinary)	Non-required	0.5038	50.38%
Eye corrosion	-	0.9332	93.32%
Eye irritation	-	0.9932	99.32%
Skin irritation	-	0.6477	64.77%
Skin corrosion	-	0.8631	86.31%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4218	42.18%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.5940	59.40%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	-	0.5222	52.22%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	+	0.5385	53.85%
Acute Oral Toxicity (c)	III	0.4924	49.24%
Estrogen receptor binding	+	0.6665	66.65%
Androgen receptor binding	-	0.6829	68.29%
Thyroid receptor binding	+	0.6187	61.87%
Glucocorticoid receptor binding	+	0.7476	74.76%
Aromatase binding	-	0.5400	54.00%
PPAR gamma	-	0.5336	53.36%
Honey bee toxicity	-	0.7223	72.23%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.6500	65.00%
Fish aquatic toxicity	+	0.9477	94.77%

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	97.01%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.84%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	89.44%	96.61%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.09%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.01%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	84.91%	95.93%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	82.34%	80.33%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	80.91%	93.40%
CHEMBL3401	O75469	Pregnane X receptor	80.80%	94.73%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 21771243
• LOTUS: LTS0274118
• wikiData: Q105186318