6-Amino-1'-methoxy-4-propanoylspiro[3,9-dioxatricyclo[3.3.2.02,4]decane-8,3'-indole]-2'-one

Details

• Internal ID: 240c30c6-bb19-4f11-8d47-6570b1af75b7
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives
• IUPAC Name: 6-amino-1'-methoxy-4-propanoylspiro[3,9-dioxatricyclo[3.3.2.02,4]decane-8,3'-indole]-2'-one
• SMILES (Canonical): CCC(=O)C12C3COC(C1O2)C4(CC3N)C5=CC=CC=C5N(C4=O)OC
• SMILES (Isomeric): CCC(=O)C12C3COC(C1O2)C4(CC3N)C5=CC=CC=C5N(C4=O)OC
• InChI: InChI=1S/C19H22N2O5/c1-3-14(22)19-11-9-25-15(16(19)26-19)18(8-12(11)20)10-6-4-5-7-13(10)21(24-2)17(18)23/h4-7,11-12,15-16H,3,8-9,20H2,1-2H3
• InChI Key: RFPHGCDVSVHKPW-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): 94.40 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): 0.70
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9855	98.55%
Caco-2	+	0.6274	62.74%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Lysosomes	0.3482	34.82%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9030	90.30%
OATP1B3 inhibitior	+	0.9389	93.89%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.5843	58.43%
P-glycoprotein inhibitior	-	0.5223	52.23%
P-glycoprotein substrate	+	0.5360	53.60%
CYP3A4 substrate	+	0.6497	64.97%
CYP2C9 substrate	-	0.6056	60.56%
CYP2D6 substrate	-	0.7387	73.87%
CYP3A4 inhibition	-	0.5898	58.98%
CYP2C9 inhibition	-	0.6716	67.16%
CYP2C19 inhibition	-	0.6644	66.44%
CYP2D6 inhibition	-	0.8824	88.24%
CYP1A2 inhibition	-	0.7219	72.19%
CYP2C8 inhibition	+	0.5554	55.54%
CYP inhibitory promiscuity	-	0.7364	73.64%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8200	82.00%
Carcinogenicity (trinary)	Non-required	0.5140	51.40%
Eye corrosion	-	0.9816	98.16%
Eye irritation	-	0.9827	98.27%
Skin irritation	-	0.7743	77.43%
Skin corrosion	-	0.9277	92.77%
Ames mutagenesis	+	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6477	64.77%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	-	0.6020	60.20%
skin sensitisation	-	0.8405	84.05%
Respiratory toxicity	+	0.9111	91.11%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.7486	74.86%
Acute Oral Toxicity (c)	III	0.5823	58.23%
Estrogen receptor binding	+	0.8398	83.98%
Androgen receptor binding	+	0.6689	66.89%
Thyroid receptor binding	+	0.7203	72.03%
Glucocorticoid receptor binding	+	0.5979	59.79%
Aromatase binding	+	0.5332	53.32%
PPAR gamma	+	0.7104	71.04%
Honey bee toxicity	-	0.8281	82.81%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.8426	84.26%

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	99.01%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.22%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.88%	97.09%
CHEMBL2581	P07339	Cathepsin D	93.93%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.56%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.36%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	90.65%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.66%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.53%	85.14%
CHEMBL4208	P20618	Proteasome component C5	82.83%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.15%	99.23%
CHEMBL5028	O14672	ADAM10	80.07%	97.50%

Plants that contains it

• Gelsemium elegans

Cross-Links

• PubChem: 5317546
• LOTUS: LTS0031819
• wikiData: Q105235526