[(12R,13S)-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-hexaen-13-yl] acetate

Details

• Internal ID: c2332955-38c0-4bb7-a2a1-97c443f3b3d0
• Taxonomy: Alkaloids and derivatives > Aporphines
• IUPAC Name: [(12R,13S)-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-hexaen-13-yl] acetate
• SMILES (Canonical): CC(=O)OC1C2C3=C(C4=C1C(=C(C=C4)OC)OC)C5=C(C=C3CCN2C)OCO5
• SMILES (Isomeric): CC(=O)O[C@@H]1[C@H]2C3=C(C4=C1C(=C(C=C4)OC)OC)C5=C(C=C3CCN2C)OCO5
• InChI: InChI=1S/C22H23NO6/c1-11(24)29-22-18-13(5-6-14(25-3)20(18)26-4)17-16-12(7-8-23(2)19(16)22)9-15-21(17)28-10-27-15/h5-6,9,19,22H,7-8,10H2,1-4H3/t19-,22+/m1/s1
• InChI Key: WPCZROVYBARYJT-KNQAVFIVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₃NO₆
• Molecular Weight: 397.40 g/mol
• Exact Mass: 397.15253745 g/mol
• Topological Polar Surface Area (TPSA): 66.50 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 3.25
• 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	+	0.9075	90.75%
Caco-2	+	0.8845	88.45%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Lysosomes	0.5305	53.05%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9254	92.54%
OATP1B3 inhibitior	+	0.9478	94.78%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.9289	92.89%
P-glycoprotein inhibitior	+	0.7860	78.60%
P-glycoprotein substrate	-	0.5394	53.94%
CYP3A4 substrate	+	0.6679	66.79%
CYP2C9 substrate	-	0.7939	79.39%
CYP2D6 substrate	+	0.3996	39.96%
CYP3A4 inhibition	+	0.5711	57.11%
CYP2C9 inhibition	+	0.7307	73.07%
CYP2C19 inhibition	+	0.8226	82.26%
CYP2D6 inhibition	-	0.8381	83.81%
CYP1A2 inhibition	-	0.8459	84.59%
CYP2C8 inhibition	-	0.6464	64.64%
CYP inhibitory promiscuity	-	0.5330	53.30%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5501	55.01%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9713	97.13%
Skin irritation	-	0.7990	79.90%
Skin corrosion	-	0.9438	94.38%
Ames mutagenesis	+	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6538	65.38%
Micronuclear	+	0.5074	50.74%
Hepatotoxicity	-	0.8375	83.75%
skin sensitisation	-	0.8621	86.21%
Respiratory toxicity	+	0.9444	94.44%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.8220	82.20%
Acute Oral Toxicity (c)	III	0.7593	75.93%
Estrogen receptor binding	+	0.7290	72.90%
Androgen receptor binding	-	0.6201	62.01%
Thyroid receptor binding	-	0.5540	55.40%
Glucocorticoid receptor binding	+	0.8561	85.61%
Aromatase binding	-	0.5721	57.21%
PPAR gamma	+	0.7930	79.30%
Honey bee toxicity	-	0.7652	76.52%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5093	50.93%
Fish aquatic toxicity	+	0.7686	76.86%

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	99.40%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	97.12%	96.77%
CHEMBL4208	P20618	Proteasome component C5	92.48%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.82%	95.56%
CHEMBL2413	P32246	C-C chemokine receptor type 1	91.41%	89.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.08%	86.33%
CHEMBL261	P00915	Carbonic anhydrase I	90.96%	96.76%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.76%	91.11%
CHEMBL2056	P21728	Dopamine D1 receptor	90.72%	91.00%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	90.29%	82.67%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	89.72%	96.86%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	88.35%	92.62%
CHEMBL2581	P07339	Cathepsin D	88.15%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.84%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.74%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.74%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.14%	94.00%
CHEMBL340	P08684	Cytochrome P450 3A4	85.61%	91.19%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	85.41%	90.95%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	84.83%	95.78%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.33%	99.17%
CHEMBL2096618	P11274	Bcr/Abl fusion protein	83.18%	85.83%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.71%	100.00%
CHEMBL2535	P11166	Glucose transporter	82.06%	98.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.70%	94.45%
CHEMBL4040	P28482	MAP kinase ERK2	80.86%	83.82%

Plants that contains it

• Stephania venosa

Cross-Links

• PubChem: 163106453
• LOTUS: LTS0270324
• wikiData: Q105309801