(12S)-16-methoxy-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

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	0c33e8e4-3355-4c1d-be4f-292371941f37
Taxonomy	Alkaloids and derivatives > Aporphines
IUPAC Name	(12S)-16-methoxy-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)	COC1=CC2=C(C=C1)C3=C4C(C2)NCCC4=CC5=C3OCO5
SMILES (Isomeric)	COC1=CC2=C(C=C1)C3=C4[C@H](C2)NCCC4=CC5=C3OCO5
InChI	InChI=1S/C18H17NO3/c1-20-12-2-3-13-11(6-12)7-14-16-10(4-5-19-14)8-15-18(17(13)16)22-9-21-15/h2-3,6,8,14,19H,4-5,7,9H2,1H3/t14-/m0/s1
InChI Key	RFWCCZDSXIZJMF-AWEZNQCLSA-N
Popularity	1 reference in papers

Physical and Chemical Properties

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Molecular Formula	C₁₈H₁₇NO₃
Molecular Weight	295.30 g/mol
Exact Mass	295.12084340 g/mol
Topological Polar Surface Area (TPSA)	39.70 Å²
XlogP	2.80
Atomic LogP (AlogP)	2.83
H-Bond Acceptor	4
H-Bond Donor	1
Rotatable Bonds	1

Synonyms

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CHEMBL227689

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	+	0.9937	99.37%
Caco-2	+	0.9287	92.87%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.4719	47.19%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9262	92.62%
OATP1B3 inhibitior	+	0.9547	95.47%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.7081	70.81%
P-glycoprotein inhibitior	-	0.6254	62.54%
P-glycoprotein substrate	-	0.6925	69.25%
CYP3A4 substrate	+	0.5833	58.33%
CYP2C9 substrate	-	0.8281	82.81%
CYP2D6 substrate	+	0.6636	66.36%
CYP3A4 inhibition	-	0.5750	57.50%
CYP2C9 inhibition	-	0.8286	82.86%
CYP2C19 inhibition	-	0.6028	60.28%
CYP2D6 inhibition	+	0.8207	82.07%
CYP1A2 inhibition	+	0.8011	80.11%
CYP2C8 inhibition	-	0.6279	62.79%
CYP inhibitory promiscuity	+	0.7227	72.27%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6143	61.43%
Eye corrosion	-	0.9865	98.65%
Eye irritation	-	0.9214	92.14%
Skin irritation	-	0.6944	69.44%
Skin corrosion	-	0.9346	93.46%
Ames mutagenesis	+	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7925	79.25%
Micronuclear	-	0.5000	50.00%
Hepatotoxicity	-	0.7000	70.00%
skin sensitisation	-	0.8292	82.92%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.5935	59.35%
Acute Oral Toxicity (c)	III	0.4831	48.31%
Estrogen receptor binding	+	0.7487	74.87%
Androgen receptor binding	+	0.6954	69.54%
Thyroid receptor binding	+	0.7870	78.70%
Glucocorticoid receptor binding	+	0.6462	64.62%
Aromatase binding	-	0.5292	52.92%
PPAR gamma	+	0.7102	71.02%
Honey bee toxicity	-	0.7809	78.09%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	-	0.5951	59.51%

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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.68%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.97%	97.09%
CHEMBL1951	P21397	Monoamine oxidase A	96.44%	91.49%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	96.17%	96.77%
CHEMBL3231	Q13464	Rho-associated protein kinase 1	95.91%	95.55%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.52%	96.09%
CHEMBL3192	Q9BY41	Histone deacetylase 8	92.79%	93.99%
CHEMBL2039	P27338	Monoamine oxidase B	92.74%	92.51%
CHEMBL2581	P07339	Cathepsin D	92.50%	98.95%
CHEMBL4208	P20618	Proteasome component C5	91.45%	90.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.23%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.89%	95.56%
CHEMBL226	P30542	Adenosine A1 receptor	89.51%	95.93%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	88.50%	92.62%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	88.48%	82.67%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	88.30%	80.96%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	87.67%	94.80%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.37%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.66%	94.00%
CHEMBL3438	Q05513	Protein kinase C zeta	85.64%	88.48%
CHEMBL1907	P15144	Aminopeptidase N	85.23%	93.31%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	84.23%	93.40%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.48%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.29%	100.00%
CHEMBL4581	P52732	Kinesin-like protein 1	82.72%	93.18%
CHEMBL2056	P21728	Dopamine D1 receptor	82.51%	91.00%
CHEMBL5203	P33316	dUTP pyrophosphatase	81.66%	99.18%

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.