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

Details

• Internal ID: 2a4da8e4-df6e-4453-a125-d9d74d9e6a9e
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Pyridoindoles > Beta carbolines
• IUPAC Name: 7,17,18-trimethoxy-21-methyl-3,13,21-triazapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-1,3,5,7,9,11,15,17,19-nonaen-14-one
• SMILES (Canonical): CN1C2=CC(=C(C=C2C(=O)N3C1=C4C(=C5C=C(C=CC5=N4)OC)C=C3)OC)OC
• SMILES (Isomeric): CN1C2=CC(=C(C=C2C(=O)N3C1=C4C(=C5C=C(C=CC5=N4)OC)C=C3)OC)OC
• InChI: InChI=1S/C22H19N3O4/c1-24-17-11-19(29-4)18(28-3)10-15(17)22(26)25-8-7-13-14-9-12(27-2)5-6-16(14)23-20(13)21(24)25/h5-11H,1-4H3
• InChI Key: JBTGKPVPCOUOMV-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₁₉N₃O₄
• Molecular Weight: 389.40 g/mol
• Exact Mass: 389.13755610 g/mol
• Topological Polar Surface Area (TPSA): 65.80 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.47
• H-Bond Acceptor: 7
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9828	98.28%
Caco-2	+	0.7824	78.24%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.7429	74.29%
Subcellular localzation	Mitochondria	0.5560	55.60%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9158	91.58%
OATP1B3 inhibitior	+	0.9450	94.50%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9637	96.37%
P-glycoprotein inhibitior	+	0.8354	83.54%
P-glycoprotein substrate	-	0.5860	58.60%
CYP3A4 substrate	+	0.6257	62.57%
CYP2C9 substrate	+	0.5859	58.59%
CYP2D6 substrate	-	0.8704	87.04%
CYP3A4 inhibition	-	0.5648	56.48%
CYP2C9 inhibition	-	0.8393	83.93%
CYP2C19 inhibition	-	0.7440	74.40%
CYP2D6 inhibition	-	0.9128	91.28%
CYP1A2 inhibition	+	0.7968	79.68%
CYP2C8 inhibition	+	0.4907	49.07%
CYP inhibitory promiscuity	-	0.5281	52.81%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.4673	46.73%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9240	92.40%
Skin irritation	-	0.8474	84.74%
Skin corrosion	-	0.9660	96.60%
Ames mutagenesis	+	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6509	65.09%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	+	0.5482	54.82%
skin sensitisation	-	0.9383	93.83%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.4844	48.44%
Acute Oral Toxicity (c)	III	0.4500	45.00%
Estrogen receptor binding	+	0.9121	91.21%
Androgen receptor binding	+	0.6963	69.63%
Thyroid receptor binding	+	0.8307	83.07%
Glucocorticoid receptor binding	+	0.8656	86.56%
Aromatase binding	-	0.4938	49.38%
PPAR gamma	+	0.7027	70.27%
Honey bee toxicity	-	0.8789	87.89%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.6300	63.00%
Fish aquatic toxicity	-	0.4794	47.94%

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	97.34%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.19%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.23%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.18%	86.33%
CHEMBL2581	P07339	Cathepsin D	95.01%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	94.29%	91.49%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.65%	96.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	93.22%	93.40%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.15%	95.56%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	91.86%	92.38%
CHEMBL1907	P15144	Aminopeptidase N	91.25%	93.31%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	91.24%	94.42%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.45%	99.15%
CHEMBL202	P00374	Dihydrofolate reductase	90.31%	89.92%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	86.95%	96.67%
CHEMBL5747	Q92793	CREB-binding protein	86.71%	95.12%
CHEMBL3714130	P46095	G-protein coupled receptor 6	85.59%	97.36%
CHEMBL4208	P20618	Proteasome component C5	85.48%	90.00%
CHEMBL235	P37231	Peroxisome proliferator-activated receptor gamma	85.10%	95.39%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.47%	99.23%
CHEMBL1937	Q92769	Histone deacetylase 2	83.05%	94.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.79%	99.17%
CHEMBL3192	Q9BY41	Histone deacetylase 8	82.57%	93.99%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.57%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.18%	89.00%

Plants that contains it

• Euxylophora paraensis

Cross-Links

• PubChem: 162929875
• LOTUS: LTS0222549
• wikiData: Q105124572