(1R,3Z,5R,6R,8S)-3-(1-bromopropylidene)-6-chloro-5-[(E)-pent-2-en-4-ynyl]-4,9-dioxabicyclo[6.1.0]nonane

Details

• Internal ID: 1eaf9663-53c9-41b2-96bc-c9f12abaaaa0
• Taxonomy: Organoheterocyclic compounds > Epoxides
• IUPAC Name: (1R,3Z,5R,6R,8S)-3-(1-bromopropylidene)-6-chloro-5-[(E)-pent-2-en-4-ynyl]-4,9-dioxabicyclo[6.1.0]nonane
• SMILES (Canonical): CCC(=C1CC2C(O2)CC(C(O1)CC=CC#C)Cl)Br
• SMILES (Isomeric): CC/C(=C/1\C[C@@H]2[C@@H](O2)C[C@H]([C@H](O1)C/C=C/C#C)Cl)/Br
• InChI: InChI=1S/C15H18BrClO2/c1-3-5-6-7-12-11(17)8-14-15(19-14)9-13(18-12)10(16)4-2/h1,5-6,11-12,14-15H,4,7-9H2,2H3/b6-5+,13-10-/t11-,12-,14+,15-/m1/s1
• InChI Key: IPGHQCSIHTZTOJ-STNMOHHVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈BrClO₂
• Molecular Weight: 345.66 g/mol
• Exact Mass: 344.01787 g/mol
• Topological Polar Surface Area (TPSA): 21.80 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 4.14
• 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	+	0.9956	99.56%
Caco-2	+	0.7582	75.82%
Blood Brain Barrier	+	0.8521	85.21%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Lysosomes	0.5049	50.49%
OATP2B1 inhibitior	-	0.8577	85.77%
OATP1B1 inhibitior	+	0.8664	86.64%
OATP1B3 inhibitior	+	0.9483	94.83%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.4640	46.40%
P-glycoprotein inhibitior	-	0.8735	87.35%
P-glycoprotein substrate	-	0.7814	78.14%
CYP3A4 substrate	+	0.5574	55.74%
CYP2C9 substrate	+	0.5973	59.73%
CYP2D6 substrate	-	0.8015	80.15%
CYP3A4 inhibition	-	0.8261	82.61%
CYP2C9 inhibition	-	0.6140	61.40%
CYP2C19 inhibition	+	0.5278	52.78%
CYP2D6 inhibition	-	0.9003	90.03%
CYP1A2 inhibition	-	0.5168	51.68%
CYP2C8 inhibition	-	0.7014	70.14%
CYP inhibitory promiscuity	+	0.6194	61.94%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.5852	58.52%
Carcinogenicity (trinary)	Non-required	0.4691	46.91%
Eye corrosion	-	0.9106	91.06%
Eye irritation	-	0.9962	99.62%
Skin irritation	-	0.6142	61.42%
Skin corrosion	-	0.8125	81.25%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6821	68.21%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	+	0.5178	51.78%
skin sensitisation	-	0.5650	56.50%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	-	0.6444	64.44%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.6175	61.75%
Acute Oral Toxicity (c)	III	0.4929	49.29%
Estrogen receptor binding	+	0.8122	81.22%
Androgen receptor binding	-	0.6815	68.15%
Thyroid receptor binding	+	0.7401	74.01%
Glucocorticoid receptor binding	+	0.8344	83.44%
Aromatase binding	-	0.5652	56.52%
PPAR gamma	+	0.6457	64.57%
Honey bee toxicity	-	0.8236	82.36%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.9446	94.46%

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	96.75%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.10%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.49%	91.11%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.11%	96.61%
CHEMBL226	P30542	Adenosine A1 receptor	85.05%	95.93%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	84.83%	80.33%
CHEMBL206	P03372	Estrogen receptor alpha	83.18%	97.64%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.28%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	80.96%	94.73%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.60%	95.89%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.55%	86.92%
CHEMBL4072	P07858	Cathepsin B	80.19%	93.67%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 23424685
• LOTUS: LTS0090691
• wikiData: Q105117236