15-Ethyl-4-hydroxy-17-oxa-1,11-diazapentacyclo[13.4.1.04,12.05,10.016,18]icosa-5,7,9,11-tetraen-13-one

Details

• Internal ID: feeeb200-0838-4350-bfb4-7ce6d71722a0
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Indoles > 3-alkylindoles
• IUPAC Name: 15-ethyl-4-hydroxy-17-oxa-1,11-diazapentacyclo[13.4.1.04,12.05,10.016,18]icosa-5,7,9,11-tetraen-13-one
• SMILES (Canonical): CCC12CC(=O)C3=NC4=CC=CC=C4C3(CCN(C1)CC5C2O5)O
• SMILES (Isomeric): CCC12CC(=O)C3=NC4=CC=CC=C4C3(CCN(C1)CC5C2O5)O
• InChI: InChI=1S/C19H22N2O3/c1-2-18-9-14(22)16-19(23,12-5-3-4-6-13(12)20-16)7-8-21(11-18)10-15-17(18)24-15/h3-6,15,17,23H,2,7-11H2,1H3
• InChI Key: VJNPSOJVUIFCNF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₂N₂O₃
• Molecular Weight: 326.40 g/mol
• Exact Mass: 326.16304257 g/mol
• Topological Polar Surface Area (TPSA): 65.40 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 1.80
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9871	98.71%
Caco-2	+	0.7564	75.64%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Lysosomes	0.5118	51.18%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9192	91.92%
OATP1B3 inhibitior	+	0.9446	94.46%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.6144	61.44%
P-glycoprotein inhibitior	-	0.4781	47.81%
P-glycoprotein substrate	-	0.5598	55.98%
CYP3A4 substrate	+	0.6634	66.34%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.6641	66.41%
CYP3A4 inhibition	-	0.7572	75.72%
CYP2C9 inhibition	-	0.8495	84.95%
CYP2C19 inhibition	-	0.8213	82.13%
CYP2D6 inhibition	-	0.7648	76.48%
CYP1A2 inhibition	-	0.7662	76.62%
CYP2C8 inhibition	-	0.7484	74.84%
CYP inhibitory promiscuity	-	0.9564	95.64%
UGT catelyzed	-	0.9000	90.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6328	63.28%
Eye corrosion	-	0.9866	98.66%
Eye irritation	-	0.9908	99.08%
Skin irritation	-	0.7824	78.24%
Skin corrosion	-	0.9196	91.96%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8040	80.40%
Micronuclear	+	0.7300	73.00%
Hepatotoxicity	+	0.5085	50.85%
skin sensitisation	-	0.8051	80.51%
Respiratory toxicity	+	0.9222	92.22%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	+	0.4724	47.24%
Acute Oral Toxicity (c)	III	0.5677	56.77%
Estrogen receptor binding	+	0.6776	67.76%
Androgen receptor binding	+	0.5908	59.08%
Thyroid receptor binding	+	0.6190	61.90%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	+	0.5437	54.37%
PPAR gamma	+	0.6094	60.94%
Honey bee toxicity	-	0.9287	92.87%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	-	0.3842	38.42%

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	97.76%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.37%	95.56%
CHEMBL2581	P07339	Cathepsin D	94.76%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.15%	85.14%
CHEMBL4072	P07858	Cathepsin B	91.66%	93.67%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.66%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.92%	97.25%
CHEMBL4208	P20618	Proteasome component C5	87.74%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.14%	99.23%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	86.46%	93.65%
CHEMBL3192	Q9BY41	Histone deacetylase 8	85.85%	93.99%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.96%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.73%	97.09%
CHEMBL5028	O14672	ADAM10	81.47%	97.50%

Plants that contains it

• Tabernaemontana divaricata

Cross-Links

• PubChem: 85292078
• LOTUS: LTS0017461
• wikiData: Q105287393