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

Details

• Internal ID: bcb98b6a-5605-40f3-a2ed-ef03b5979365
• 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),5,7,15,17,19-octaen-14-one
• SMILES (Canonical): COC1=CC2=C(C=C1)NC3=C2CCN4C3=NC5=CC(=C(C=C5C4=O)OC)OC
• SMILES (Isomeric): COC1=CC2=C(C=C1)NC3=C2CCN4C3=NC5=CC(=C(C=C5C4=O)OC)OC
• InChI: InChI=1S/C21H19N3O4/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/h4-5,8-10,22H,6-7H2,1-3H3
• InChI Key: IKMLSJDNQBTYKH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₁₉N₃O₄
• Molecular Weight: 377.40 g/mol
• Exact Mass: 377.13755610 g/mol
• Topological Polar Surface Area (TPSA): 76.20 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.13
• 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	+	0.9791	97.91%
Caco-2	+	0.7837	78.37%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6768	67.68%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9216	92.16%
OATP1B3 inhibitior	+	0.9259	92.59%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.6822	68.22%
BSEP inhibitior	+	0.9069	90.69%
P-glycoprotein inhibitior	+	0.7349	73.49%
P-glycoprotein substrate	-	0.5345	53.45%
CYP3A4 substrate	+	0.6381	63.81%
CYP2C9 substrate	-	0.7813	78.13%
CYP2D6 substrate	-	0.8230	82.30%
CYP3A4 inhibition	-	0.5759	57.59%
CYP2C9 inhibition	-	0.7052	70.52%
CYP2C19 inhibition	-	0.7849	78.49%
CYP2D6 inhibition	-	0.9044	90.44%
CYP1A2 inhibition	+	0.8413	84.13%
CYP2C8 inhibition	-	0.6219	62.19%
CYP inhibitory promiscuity	+	0.6588	65.88%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6319	63.19%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9362	93.62%
Skin irritation	-	0.8159	81.59%
Skin corrosion	-	0.9548	95.48%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4166	41.66%
Micronuclear	+	0.7200	72.00%
Hepatotoxicity	+	0.5698	56.98%
skin sensitisation	-	0.9241	92.41%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.6925	69.25%
Acute Oral Toxicity (c)	III	0.4683	46.83%
Estrogen receptor binding	+	0.8954	89.54%
Androgen receptor binding	-	0.4844	48.44%
Thyroid receptor binding	+	0.7635	76.35%
Glucocorticoid receptor binding	+	0.7938	79.38%
Aromatase binding	+	0.5767	57.67%
PPAR gamma	+	0.8057	80.57%
Honey bee toxicity	-	0.8805	88.05%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	-	0.6389	63.89%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	98.11%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.29%	94.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	96.10%	93.99%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	96.06%	93.40%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.99%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.48%	96.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	94.70%	92.94%
CHEMBL2535	P11166	Glucose transporter	94.06%	98.75%
CHEMBL1868	P17948	Vascular endothelial growth factor receptor 1	93.77%	96.47%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	93.45%	85.49%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	93.11%	92.38%
CHEMBL2581	P07339	Cathepsin D	91.99%	98.95%
CHEMBL3714130	P46095	G-protein coupled receptor 6	91.98%	97.36%
CHEMBL255	P29275	Adenosine A2b receptor	90.22%	98.59%
CHEMBL4208	P20618	Proteasome component C5	90.15%	90.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.52%	91.11%
CHEMBL1913	P09619	Platelet-derived growth factor receptor beta	89.50%	95.70%
CHEMBL4302	P08183	P-glycoprotein 1	89.02%	92.98%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.87%	99.23%
CHEMBL5747	Q92793	CREB-binding protein	88.48%	95.12%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	87.87%	96.00%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	87.43%	92.67%
CHEMBL1907	P15144	Aminopeptidase N	86.52%	93.31%
CHEMBL1781	P11387	DNA topoisomerase I	85.64%	97.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.38%	92.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.15%	86.33%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	84.63%	96.39%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	84.15%	95.53%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	83.93%	96.67%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	83.54%	93.65%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.96%	95.89%
CHEMBL2056	P21728	Dopamine D1 receptor	82.33%	91.00%
CHEMBL1937	Q92769	Histone deacetylase 2	81.89%	94.75%
CHEMBL2424504	P29375	Lysine-specific demethylase 5A	81.48%	99.23%
CHEMBL4158	P49327	Fatty acid synthase	80.27%	82.50%

Plants that contains it

• Esenbeckia grandiflora
• Euxylophora paraensis

Cross-Links

• PubChem: 135778997
• LOTUS: LTS0204976
• wikiData: Q104168879