3,13,17-Triazapentacyclo[11.9.0.02,10.04,9.015,20]docosa-2(10),4,6,8,15(20),16,18,21-octaene

Details

• Internal ID: 5ab98c3b-43f8-4327-94b7-fbac8a68beb7
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Pyridoindoles > Beta carbolines
• IUPAC Name: 3,13,17-triazapentacyclo[11.9.0.02,10.04,9.015,20]docosa-2(10),4,6,8,15(20),16,18,21-octaene
• SMILES (Canonical): C1CN2CC3=C(C=CC2C4=C1C5=CC=CC=C5N4)C=CN=C3
• SMILES (Isomeric): C1CN2CC3=C(C=CC2C4=C1C5=CC=CC=C5N4)C=CN=C3
• InChI: InChI=1S/C19H17N3/c1-2-4-17-15(3-1)16-8-10-22-12-14-11-20-9-7-13(14)5-6-18(22)19(16)21-17/h1-7,9,11,18,21H,8,10,12H2
• InChI Key: VKWWKAFGUOEDMJ-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₇N₃
• Molecular Weight: 287.40 g/mol
• Exact Mass: 287.142247555 g/mol
• Topological Polar Surface Area (TPSA): 31.90 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.69
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9886	98.86%
Caco-2	+	0.8245	82.45%
Blood Brain Barrier	+	0.9750	97.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.5133	51.33%
OATP2B1 inhibitior	-	0.8583	85.83%
OATP1B1 inhibitior	+	0.9124	91.24%
OATP1B3 inhibitior	+	0.9459	94.59%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	+	0.7000	70.00%
BSEP inhibitior	+	0.9077	90.77%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	+	0.5309	53.09%
CYP3A4 substrate	+	0.6091	60.91%
CYP2C9 substrate	-	0.8120	81.20%
CYP2D6 substrate	+	0.4149	41.49%
CYP3A4 inhibition	-	0.6949	69.49%
CYP2C9 inhibition	-	0.8062	80.62%
CYP2C19 inhibition	-	0.8358	83.58%
CYP2D6 inhibition	+	0.7634	76.34%
CYP1A2 inhibition	+	0.7281	72.81%
CYP2C8 inhibition	+	0.6456	64.56%
CYP inhibitory promiscuity	+	0.7146	71.46%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7450	74.50%
Eye corrosion	-	0.9854	98.54%
Eye irritation	-	0.9789	97.89%
Skin irritation	-	0.6054	60.54%
Skin corrosion	-	0.9330	93.30%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8850	88.50%
Micronuclear	+	0.6300	63.00%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.8797	87.97%
Respiratory toxicity	+	0.8889	88.89%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.7447	74.47%
Acute Oral Toxicity (c)	III	0.5149	51.49%
Estrogen receptor binding	+	0.8877	88.77%
Androgen receptor binding	-	0.5091	50.91%
Thyroid receptor binding	+	0.6833	68.33%
Glucocorticoid receptor binding	+	0.5724	57.24%
Aromatase binding	+	0.7116	71.16%
PPAR gamma	+	0.5948	59.48%
Honey bee toxicity	-	0.8195	81.95%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.6400	64.00%
Fish aquatic toxicity	+	0.8170	81.70%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL255	P29275	Adenosine A2b receptor	97.72%	98.59%
CHEMBL3310	Q96DB2	Histone deacetylase 11	95.71%	88.56%
CHEMBL1951	P21397	Monoamine oxidase A	95.56%	91.49%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.97%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.78%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.33%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.28%	96.09%
CHEMBL240	Q12809	HERG	88.71%	89.76%
CHEMBL4040	P28482	MAP kinase ERK2	88.40%	83.82%
CHEMBL5747	Q92793	CREB-binding protein	87.36%	95.12%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	87.10%	96.39%
CHEMBL4302	P08183	P-glycoprotein 1	86.89%	92.98%
CHEMBL2535	P11166	Glucose transporter	86.82%	98.75%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	86.18%	96.00%
CHEMBL1781	P11387	DNA topoisomerase I	85.80%	97.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	84.98%	93.99%
CHEMBL2094121	P14867	GABA-A receptor; alpha-1/beta-3/gamma-2	84.55%	95.50%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	83.89%	93.40%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.87%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.76%	95.89%
CHEMBL2581	P07339	Cathepsin D	83.42%	98.95%
CHEMBL1868	P17948	Vascular endothelial growth factor receptor 1	83.36%	96.47%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	83.14%	85.49%
CHEMBL3902	P09211	Glutathione S-transferase Pi	81.19%	93.81%
CHEMBL4599	Q07912	Tyrosine kinase non-receptor protein 2	81.09%	94.29%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.00%	95.83%
CHEMBL2717	Q9HCR9	Phosphodiesterase 11A	80.31%	85.00%

Plants that contains it

• Nauclea pobeguinii

Cross-Links

• PubChem: 5320038
• LOTUS: LTS0243334
• wikiData: Q105288177