6H-Benzo[f][1,3]benzodioxolo[5,6-a]quinolizine, 7,12b,13,14-tetrahydro-2,3-dimethoxy-, (12bS)-

Details

• Internal ID: 9597abf2-5a82-4169-816f-999ba012a54e
• Taxonomy: Organoheterocyclic compounds > Tetrahydroisoquinolines
• IUPAC Name: (1S)-16,17-dimethoxy-5,7-dioxa-13-azapentacyclo[11.8.0.02,10.04,8.014,19]henicosa-2,4(8),9,14,16,18-hexaene
• SMILES (Canonical): COC1=C(C=C2C(=C1)CCC3N2CCC4=CC5=C(C=C34)OCO5)OC
• SMILES (Isomeric): COC1=C(C=C2C(=C1)CC[C@@H]3N2CCC4=CC5=C(C=C34)OCO5)OC
• InChI: InChI=1S/C20H21NO4/c1-22-17-8-13-3-4-15-14-9-20-19(24-11-25-20)7-12(14)5-6-21(15)16(13)10-18(17)23-2/h7-10,15H,3-6,11H2,1-2H3/t15-/m0/s1
• InChI Key: BKWGMBUSNLTNQE-HNNXBMFYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₁NO₄
• Molecular Weight: 339.40 g/mol
• Exact Mass: 339.14705815 g/mol
• Topological Polar Surface Area (TPSA): 40.20 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 3.48
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9497	94.97%
Caco-2	+	0.8854	88.54%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6007	60.07%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9256	92.56%
OATP1B3 inhibitior	+	0.9479	94.79%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	+	0.9272	92.72%
P-glycoprotein inhibitior	+	0.6796	67.96%
P-glycoprotein substrate	-	0.6818	68.18%
CYP3A4 substrate	+	0.5793	57.93%
CYP2C9 substrate	+	0.5824	58.24%
CYP2D6 substrate	+	0.5951	59.51%
CYP3A4 inhibition	+	0.8333	83.33%
CYP2C9 inhibition	-	0.7774	77.74%
CYP2C19 inhibition	+	0.8901	89.01%
CYP2D6 inhibition	+	0.8887	88.87%
CYP1A2 inhibition	+	0.9362	93.62%
CYP2C8 inhibition	-	0.7755	77.55%
CYP inhibitory promiscuity	+	0.8867	88.67%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5469	54.69%
Eye corrosion	-	0.9875	98.75%
Eye irritation	-	0.9025	90.25%
Skin irritation	-	0.7940	79.40%
Skin corrosion	-	0.9513	95.13%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7627	76.27%
Micronuclear	+	0.6500	65.00%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.8603	86.03%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.6701	67.01%
Acute Oral Toxicity (c)	III	0.6783	67.83%
Estrogen receptor binding	+	0.7364	73.64%
Androgen receptor binding	+	0.5700	57.00%
Thyroid receptor binding	+	0.7124	71.24%
Glucocorticoid receptor binding	+	0.8533	85.33%
Aromatase binding	-	0.6713	67.13%
PPAR gamma	-	0.5227	52.27%
Honey bee toxicity	-	0.8168	81.68%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.8762	87.62%

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	97.51%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	95.32%	96.77%
CHEMBL241	Q14432	Phosphodiesterase 3A	93.61%	92.94%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	92.68%	96.86%
CHEMBL2581	P07339	Cathepsin D	92.16%	98.95%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	91.65%	82.67%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	91.57%	95.89%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	90.92%	89.62%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	90.32%	90.24%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.69%	85.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.27%	95.89%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	88.07%	93.40%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.91%	92.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.74%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.17%	94.45%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.83%	97.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.17%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.07%	95.56%
CHEMBL3192	Q9BY41	Histone deacetylase 8	83.37%	93.99%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	83.26%	95.78%
CHEMBL261	P00915	Carbonic anhydrase I	83.02%	96.76%
CHEMBL5203	P33316	dUTP pyrophosphatase	83.02%	99.18%
CHEMBL5747	Q92793	CREB-binding protein	82.46%	95.12%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.51%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.24%	97.09%
CHEMBL2535	P11166	Glucose transporter	80.93%	98.75%
CHEMBL6031	Q9H9B1	Histone-lysine N-methyltransferase, H3 lysine-9 specific 5	80.71%	94.33%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	80.67%	94.78%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.43%	89.00%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	80.19%	90.95%

Plants that contains it

• Alstonia scholaris
• Catharanthus roseus

Cross-Links

• PubChem: 6482977
• NPASS: NPC221652