6-Ethyl-7,11-dihydroxy-1'-methoxyspiro[10-oxa-5-azatricyclo[5.3.1.04,8]undec-5-ene-2,3'-indole]-2'-one

Details

• Internal ID: 8dece9ae-db11-408a-8fa2-031cbfaf392a
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives
• IUPAC Name: 6-ethyl-7,11-dihydroxy-1'-methoxyspiro[10-oxa-5-azatricyclo[5.3.1.04,8]undec-5-ene-2,3'-indole]-2'-one
• SMILES (Canonical): CCC1=NC2CC3(C4C(C1(C2CO4)O)O)C5=CC=CC=C5N(C3=O)OC
• SMILES (Isomeric): CCC1=NC2CC3(C4C(C1(C2CO4)O)O)C5=CC=CC=C5N(C3=O)OC
• InChI: InChI=1S/C19H22N2O5/c1-3-14-19(24)11-9-26-16(15(19)22)18(8-12(11)20-14)10-6-4-5-7-13(10)21(25-2)17(18)23/h4-7,11-12,15-16,22,24H,3,8-9H2,1-2H3
• InChI Key: HVRXIIBZQVCBAF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₂N₂O₅
• Molecular Weight: 358.40 g/mol
• Exact Mass: 358.15287181 g/mol
• Topological Polar Surface Area (TPSA): 91.60 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): 0.58
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8098	80.98%
Caco-2	-	0.6405	64.05%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6061	60.61%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9060	90.60%
OATP1B3 inhibitior	+	0.9393	93.93%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.5606	56.06%
P-glycoprotein inhibitior	-	0.7302	73.02%
P-glycoprotein substrate	-	0.5904	59.04%
CYP3A4 substrate	+	0.6660	66.60%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8295	82.95%
CYP3A4 inhibition	-	0.8770	87.70%
CYP2C9 inhibition	-	0.7412	74.12%
CYP2C19 inhibition	-	0.6919	69.19%
CYP2D6 inhibition	-	0.8370	83.70%
CYP1A2 inhibition	-	0.7648	76.48%
CYP2C8 inhibition	-	0.6277	62.77%
CYP inhibitory promiscuity	-	0.8019	80.19%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.8300	83.00%
Carcinogenicity (trinary)	Non-required	0.5984	59.84%
Eye corrosion	-	0.9820	98.20%
Eye irritation	-	0.9770	97.70%
Skin irritation	-	0.7741	77.41%
Skin corrosion	-	0.9293	92.93%
Ames mutagenesis	+	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5286	52.86%
Micronuclear	+	0.8500	85.00%
Hepatotoxicity	+	0.5296	52.96%
skin sensitisation	-	0.8279	82.79%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.4625	46.25%
Acute Oral Toxicity (c)	III	0.5922	59.22%
Estrogen receptor binding	+	0.6472	64.72%
Androgen receptor binding	+	0.6831	68.31%
Thyroid receptor binding	+	0.6332	63.32%
Glucocorticoid receptor binding	+	0.5615	56.15%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.8303	83.03%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.8990	89.90%

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	97.93%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.79%	86.33%
CHEMBL2581	P07339	Cathepsin D	93.64%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.39%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.15%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.78%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.53%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.76%	97.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.70%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.17%	94.45%

Plants that contains it

• Gelsemium elegans

Cross-Links

• PubChem: 75051794
• LOTUS: LTS0024232
• wikiData: Q105034404