2-(9-Ethoxy-4-methyl-4,10-diazatetracyclo[8.6.1.05,17.011,16]heptadeca-1(17),11,13,15-tetraen-7-yl)but-2-enal

Details

• Internal ID: af68d614-af74-4032-9a9b-aecfa74219ca
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Pyridoindoles > Beta carbolines
• IUPAC Name: 2-(9-ethoxy-4-methyl-4,10-diazatetracyclo[8.6.1.05,17.011,16]heptadeca-1(17),11,13,15-tetraen-7-yl)but-2-enal
• SMILES (Canonical): CCOC1CC(CC2C3=C(CCN2C)C4=CC=CC=C4N13)C(=CC)C=O
• SMILES (Isomeric): CCOC1CC(CC2C3=C(CCN2C)C4=CC=CC=C4N13)C(=CC)C=O
• InChI: InChI=1S/C22H28N2O2/c1-4-15(14-25)16-12-20-22-18(10-11-23(20)3)17-8-6-7-9-19(17)24(22)21(13-16)26-5-2/h4,6-9,14,16,20-21H,5,10-13H2,1-3H3
• InChI Key: VRGSMYCUMKUHGF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₈N₂O₂
• Molecular Weight: 352.50 g/mol
• Exact Mass: 352.215078140 g/mol
• Topological Polar Surface Area (TPSA): 34.50 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 4.26
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9946	99.46%
Caco-2	+	0.9256	92.56%
Blood Brain Barrier	+	0.9750	97.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.5386	53.86%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8866	88.66%
OATP1B3 inhibitior	+	0.9428	94.28%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	+	0.7244	72.44%
P-glycoprotein inhibitior	+	0.6302	63.02%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.7025	70.25%
CYP2C9 substrate	-	0.8123	81.23%
CYP2D6 substrate	-	0.6822	68.22%
CYP3A4 inhibition	+	0.6715	67.15%
CYP2C9 inhibition	-	0.7354	73.54%
CYP2C19 inhibition	-	0.6875	68.75%
CYP2D6 inhibition	-	0.6790	67.90%
CYP1A2 inhibition	-	0.6201	62.01%
CYP2C8 inhibition	+	0.5152	51.52%
CYP inhibitory promiscuity	-	0.6088	60.88%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6807	68.07%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9945	99.45%
Skin irritation	-	0.7954	79.54%
Skin corrosion	-	0.9289	92.89%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9394	93.94%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.8644	86.44%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.7723	77.23%
Acute Oral Toxicity (c)	III	0.6725	67.25%
Estrogen receptor binding	+	0.6450	64.50%
Androgen receptor binding	+	0.5488	54.88%
Thyroid receptor binding	+	0.5143	51.43%
Glucocorticoid receptor binding	-	0.5071	50.71%
Aromatase binding	-	0.5833	58.33%
PPAR gamma	-	0.5851	58.51%
Honey bee toxicity	-	0.8320	83.20%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6145	61.45%
Fish aquatic toxicity	+	0.9145	91.45%

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	98.78%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.75%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	91.31%	91.49%
CHEMBL2581	P07339	Cathepsin D	88.52%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.87%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.71%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.90%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.72%	85.14%
CHEMBL228	P31645	Serotonin transporter	81.44%	95.51%
CHEMBL1899	P46098	Serotonin 3a (5-HT3a) receptor	81.04%	100.00%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	80.60%	91.71%

Plants that contains it

• Strychnos johnsonii

Cross-Links

• PubChem: 162947520
• LOTUS: LTS0260745
• wikiData: Q105291760