7,17,18-Trimethoxy-3,13,21-triazapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-1(21),2(10),4(9),5,7,11,15,17,19-nonaen-14-one

Details

• Internal ID: 3fbeddda-6cad-4162-ab4c-cf6e2a4bab73
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Pyridoindoles > Beta carbolines
• IUPAC Name: 7,17,18-trimethoxy-3,13,21-triazapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-1(21),2(10),4(9),5,7,11,15,17,19-nonaen-14-one
• SMILES (Canonical): COC1=CC2=C(C=C1)NC3=C2C=CN4C3=NC5=CC(=C(C=C5C4=O)OC)OC
• SMILES (Isomeric): COC1=CC2=C(C=C1)NC3=C2C=CN4C3=NC5=CC(=C(C=C5C4=O)OC)OC
• InChI: InChI=1S/C21H17N3O4/c1-26-11-4-5-15-13(8-11)12-6-7-24-20(19(12)22-15)23-16-10-18(28-3)17(27-2)9-14(16)21(24)25/h4-10,22H,1-3H3
• InChI Key: WECMFOLILVBSDK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₁₇N₃O₄
• Molecular Weight: 375.40 g/mol
• Exact Mass: 375.12190603 g/mol
• Topological Polar Surface Area (TPSA): 76.20 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.51
• 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	+	0.9896	98.96%
Caco-2	+	0.8209	82.09%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.7286	72.86%
Subcellular localzation	Mitochondria	0.4406	44.06%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9109	91.09%
OATP1B3 inhibitior	+	0.9465	94.65%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9336	93.36%
P-glycoprotein inhibitior	+	0.7939	79.39%
P-glycoprotein substrate	-	0.5452	54.52%
CYP3A4 substrate	+	0.5912	59.12%
CYP2C9 substrate	-	0.8030	80.30%
CYP2D6 substrate	-	0.8339	83.39%
CYP3A4 inhibition	-	0.6964	69.64%
CYP2C9 inhibition	-	0.8482	84.82%
CYP2C19 inhibition	-	0.7337	73.37%
CYP2D6 inhibition	-	0.9268	92.68%
CYP1A2 inhibition	+	0.8903	89.03%
CYP2C8 inhibition	+	0.4916	49.16%
CYP inhibitory promiscuity	-	0.5940	59.40%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5034	50.34%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.8747	87.47%
Skin irritation	-	0.8568	85.68%
Skin corrosion	-	0.9664	96.64%
Ames mutagenesis	+	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4290	42.90%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	+	0.5607	56.07%
skin sensitisation	-	0.9370	93.70%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.6199	61.99%
Acute Oral Toxicity (c)	II	0.4645	46.45%
Estrogen receptor binding	+	0.9078	90.78%
Androgen receptor binding	+	0.6874	68.74%
Thyroid receptor binding	+	0.8204	82.04%
Glucocorticoid receptor binding	+	0.9125	91.25%
Aromatase binding	+	0.5928	59.28%
PPAR gamma	+	0.7644	76.44%
Honey bee toxicity	-	0.8885	88.85%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.6600	66.00%
Fish aquatic toxicity	-	0.4613	46.13%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.76%	94.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	96.10%	93.40%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.79%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.25%	98.95%
CHEMBL3192	Q9BY41	Histone deacetylase 8	92.10%	93.99%
CHEMBL1951	P21397	Monoamine oxidase A	90.91%	91.49%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	90.41%	92.38%
CHEMBL1907	P15144	Aminopeptidase N	90.35%	93.31%
CHEMBL1937	Q92769	Histone deacetylase 2	90.27%	94.75%
CHEMBL241	Q14432	Phosphodiesterase 3A	90.25%	92.94%
CHEMBL4208	P20618	Proteasome component C5	89.04%	90.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.24%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.24%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.06%	96.00%
CHEMBL1781	P11387	DNA topoisomerase I	87.15%	97.00%
CHEMBL255	P29275	Adenosine A2b receptor	87.13%	98.59%
CHEMBL4158	P49327	Fatty acid synthase	87.12%	82.50%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	86.99%	92.67%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.70%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.53%	95.56%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.18%	86.92%
CHEMBL3714130	P46095	G-protein coupled receptor 6	85.35%	97.36%
CHEMBL2535	P11166	Glucose transporter	85.28%	98.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.22%	99.23%
CHEMBL2424504	P29375	Lysine-specific demethylase 5A	83.03%	99.23%
CHEMBL2094121	P14867	GABA-A receptor; alpha-1/beta-3/gamma-2	80.97%	95.50%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	80.55%	96.67%

Plants that contains it

• Euxylophora paraensis

Cross-Links

• PubChem: 136738243
• LOTUS: LTS0007482
• wikiData: Q105302897