(1S,10R,12R,13R,15R,16S,17R)-15-ethenyl-13-methyl-13-oxido-19-oxa-3-aza-13-azoniahexacyclo[14.3.1.02,10.04,9.010,15.012,17]icosa-2,4,6,8-tetraene

Details

• Internal ID: f12d4a24-e5c3-4bc1-b855-f22dbfb69aac
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Indoles > 3-alkylindoles
• IUPAC Name: (1S,10R,12R,13R,15R,16S,17R)-15-ethenyl-13-methyl-13-oxido-19-oxa-3-aza-13-azoniahexacyclo[14.3.1.02,10.04,9.010,15.012,17]icosa-2,4,6,8-tetraene
• InChI: InChI=1S/C20H22N2O2/c1-3-19-11-22(2,23)16-9-20(19)13-6-4-5-7-15(13)21-18(20)17-8-14(19)12(16)10-24-17/h3-7,12,14,16-17H,1,8-11H2,2H3/t12-,14+,16-,17+,19-,20-,22-/m1/s1
• InChI Key: OISZCFMVBRTVHR-NFFDFZIVSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₂N₂O₂
• Molecular Weight: 322.40 g/mol
• Exact Mass: 322.168127949 g/mol
• Topological Polar Surface Area (TPSA): 39.70 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.95
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5740	57.40%
Caco-2	+	0.5154	51.54%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Plasma membrane	0.4037	40.37%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9047	90.47%
OATP1B3 inhibitior	+	0.9385	93.85%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.4738	47.38%
P-glycoprotein inhibitior	-	0.8648	86.48%
P-glycoprotein substrate	+	0.5321	53.21%
CYP3A4 substrate	+	0.6517	65.17%
CYP2C9 substrate	-	0.5998	59.98%
CYP2D6 substrate	-	0.8151	81.51%
CYP3A4 inhibition	-	0.8471	84.71%
CYP2C9 inhibition	-	0.7954	79.54%
CYP2C19 inhibition	-	0.6886	68.86%
CYP2D6 inhibition	-	0.8032	80.32%
CYP1A2 inhibition	-	0.7219	72.19%
CYP2C8 inhibition	+	0.7062	70.62%
CYP inhibitory promiscuity	-	0.8426	84.26%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.4799	47.99%
Eye corrosion	-	0.9786	97.86%
Eye irritation	-	0.9555	95.55%
Skin irritation	-	0.7593	75.93%
Skin corrosion	-	0.9084	90.84%
Ames mutagenesis	+	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7129	71.29%
Micronuclear	+	0.6300	63.00%
Hepatotoxicity	-	0.5425	54.25%
skin sensitisation	-	0.7992	79.92%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.6232	62.32%
Acute Oral Toxicity (c)	III	0.5954	59.54%
Estrogen receptor binding	+	0.7437	74.37%
Androgen receptor binding	+	0.7600	76.00%
Thyroid receptor binding	+	0.7149	71.49%
Glucocorticoid receptor binding	+	0.6511	65.11%
Aromatase binding	+	0.5432	54.32%
PPAR gamma	-	0.6457	64.57%
Honey bee toxicity	-	0.7015	70.15%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6300	63.00%
Fish aquatic toxicity	+	0.8926	89.26%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.41%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.96%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.59%	86.33%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	86.29%	100.00%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	84.77%	89.44%
CHEMBL1951	P21397	Monoamine oxidase A	83.63%	91.49%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	83.60%	94.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.65%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.37%	91.11%
CHEMBL3902	P09211	Glutathione S-transferase Pi	80.88%	93.81%
CHEMBL3401	O75469	Pregnane X receptor	80.70%	94.73%

Plants that contains it

• Gelsemium elegans

Cross-Links

• PubChem: 133561905
• LOTUS: LTS0021306
• wikiData: Q105192740