CID 333544

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	312f67e7-b874-48fd-85bd-2bc885d45cc5
Taxonomy	Alkaloids and derivatives > Aporphines
IUPAC Name	(12R)-15,16-dimethoxy-11-methyl-3,5-dioxa-11-azapentacyclo[10.7.1.02,6.08,20.014,19]icosa-1(20),2(6),7,14(19),15,17-hexaene
SMILES (Canonical)	CN1CCC2=CC3=C(C4=C2C1CC5=C4C=CC(=C5OC)OC)OCO3
SMILES (Isomeric)	CN1CCC2=CC3=C(C4=C2[C@H]1CC5=C4C=CC(=C5OC)OC)OCO3
InChI	InChI=1S/C20H21NO4/c1-21-7-6-11-8-16-20(25-10-24-16)18-12-4-5-15(22-2)19(23-3)13(12)9-14(21)17(11)18/h4-5,8,14H,6-7,9-10H2,1-3H3/t14-/m1/s1
InChI Key	UVDQDNQWGQFIAO-CQSZACIVSA-N
Popularity	15 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₀H₂₁NO₄
Molecular Weight	339.40 g/mol
Exact Mass	339.14705815 g/mol
Topological Polar Surface Area (TPSA)	40.20 Å²
XlogP	3.20
Atomic LogP (AlogP)	3.18
H-Bond Acceptor	5
H-Bond Donor	0
Rotatable Bonds	2

Synonyms

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25127-29-1

NSC335648

CHEMBL1989287

5H-Benzo[g]-1,3-benzodioxolo[6,5,4-de]quinoline, 6,7,7a,8-tetrahydro-9,10-dimethoxy-7-methyl-, (7R)-

HY-N2255

s9182

AKOS037514600

CCG-267911

NSC-335648

MS-25170

There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9200	92.00%
Caco-2	+	0.9539	95.39%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Lysosomes	0.5417	54.17%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9327	93.27%
OATP1B3 inhibitior	+	0.9463	94.63%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	+	0.5665	56.65%
P-glycoprotein inhibitior	-	0.6258	62.58%
P-glycoprotein substrate	-	0.6172	61.72%
CYP3A4 substrate	+	0.6457	64.57%
CYP2C9 substrate	-	0.6129	61.29%
CYP2D6 substrate	+	0.7342	73.42%
CYP3A4 inhibition	+	0.6954	69.54%
CYP2C9 inhibition	-	0.8752	87.52%
CYP2C19 inhibition	+	0.6349	63.49%
CYP2D6 inhibition	+	0.7681	76.81%
CYP1A2 inhibition	-	0.6842	68.42%
CYP2C8 inhibition	-	0.7066	70.66%
CYP inhibitory promiscuity	-	0.5481	54.81%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5890	58.90%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.9801	98.01%
Skin irritation	-	0.8038	80.38%
Skin corrosion	-	0.9470	94.70%
Ames mutagenesis	+	0.8600	86.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7751	77.51%
Micronuclear	-	0.5900	59.00%
Hepatotoxicity	-	0.7875	78.75%
skin sensitisation	-	0.8718	87.18%
Respiratory toxicity	+	0.8778	87.78%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.7953	79.53%
Acute Oral Toxicity (c)	III	0.7109	71.09%
Estrogen receptor binding	+	0.5900	59.00%
Androgen receptor binding	-	0.5061	50.61%
Thyroid receptor binding	+	0.5629	56.29%
Glucocorticoid receptor binding	+	0.8289	82.89%
Aromatase binding	-	0.6325	63.25%
PPAR gamma	+	0.7344	73.44%
Honey bee toxicity	-	0.8208	82.08%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.6400	64.00%
Fish aquatic toxicity	+	0.9413	94.13%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
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	98.54%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	98.06%	96.77%
CHEMBL240	Q12809	HERG	96.75%	89.76%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	96.03%	93.40%
CHEMBL5747	Q92793	CREB-binding protein	94.85%	95.12%
CHEMBL2056	P21728	Dopamine D1 receptor	94.31%	91.00%
CHEMBL1951	P21397	Monoamine oxidase A	94.02%	91.49%
CHEMBL261	P00915	Carbonic anhydrase I	92.86%	96.76%
CHEMBL2581	P07339	Cathepsin D	92.62%	98.95%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	92.27%	82.67%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	91.88%	96.86%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	91.87%	95.78%
CHEMBL217	P14416	Dopamine D2 receptor	89.73%	95.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.38%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.34%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.02%	95.89%
CHEMBL4208	P20618	Proteasome component C5	87.25%	90.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	87.11%	89.62%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	87.06%	82.38%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.90%	91.11%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	86.82%	95.53%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.55%	92.62%
CHEMBL2413	P32246	C-C chemokine receptor type 1	85.94%	89.50%
CHEMBL2535	P11166	Glucose transporter	85.82%	98.75%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	85.56%	90.95%
CHEMBL4040	P28482	MAP kinase ERK2	84.71%	83.82%
CHEMBL3438	Q05513	Protein kinase C zeta	84.67%	88.48%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.71%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.59%	89.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	82.41%	93.99%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	82.27%	97.31%
CHEMBL2096618	P11274	Bcr/Abl fusion protein	80.94%	85.83%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.54%	97.14%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.

Stephania cephalantha

Stephania delavayi

Stephania venosa