(12S)-17-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

• Internal ID: ff7292f3-f140-4f21-a986-950f43b6d3b4
• Taxonomy: Alkaloids and derivatives > Aporphines
• IUPAC Name: (12S)-17-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
• InChI: InChI=1S/C18H17NO3/c1-20-12-3-2-10-6-14-16-11(4-5-19-14)7-15-18(22-9-21-15)17(16)13(10)8-12/h2-3,7-8,14,19H,4-6,9H2,1H3/t14-/m0/s1
• InChI Key: RXJUIQSLHGASSV-AWEZNQCLSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

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

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9937	99.37%
Caco-2	+	0.9342	93.42%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.4719	47.19%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9211	92.11%
OATP1B3 inhibitior	+	0.9547	95.47%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.8877	88.77%
P-glycoprotein inhibitior	-	0.5489	54.89%
P-glycoprotein substrate	-	0.6841	68.41%
CYP3A4 substrate	+	0.5803	58.03%
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	-	0.6059	60.59%
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	-	0.9117	91.17%
Skin irritation	-	0.6944	69.44%
Skin corrosion	-	0.9346	93.46%
Ames mutagenesis	+	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8193	81.93%
Micronuclear	-	0.5000	50.00%
Hepatotoxicity	-	0.7750	77.50%
skin sensitisation	-	0.8292	82.92%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.6389	63.89%
Acute Oral Toxicity (c)	III	0.4831	48.31%
Estrogen receptor binding	+	0.7239	72.39%
Androgen receptor binding	+	0.6761	67.61%
Thyroid receptor binding	+	0.7220	72.20%
Glucocorticoid receptor binding	+	0.7158	71.58%
Aromatase binding	-	0.5236	52.36%
PPAR gamma	+	0.7594	75.94%
Honey bee toxicity	-	0.8174	81.74%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	-	0.5951	59.51%

Targets

Proven Targets:

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	98.33%	91.11%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	97.22%	96.77%
CHEMBL3231	Q13464	Rho-associated protein kinase 1	97.22%	95.55%
CHEMBL1951	P21397	Monoamine oxidase A	97.09%	91.49%
CHEMBL2039	P27338	Monoamine oxidase B	97.04%	92.51%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.76%	97.09%
CHEMBL3192	Q9BY41	Histone deacetylase 8	95.91%	93.99%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.21%	96.09%
CHEMBL4208	P20618	Proteasome component C5	93.94%	90.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	93.05%	92.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.79%	95.89%
CHEMBL3438	Q05513	Protein kinase C zeta	90.32%	88.48%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.79%	86.33%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	88.71%	94.80%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	88.29%	80.96%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.80%	94.00%
CHEMBL2581	P07339	Cathepsin D	86.75%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.25%	95.56%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	85.89%	91.79%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.82%	94.45%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	84.22%	82.67%
CHEMBL4581	P52732	Kinesin-like protein 1	82.92%	93.18%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.76%	99.17%
CHEMBL2292	Q13627	Dual-specificity tyrosine-phosphorylation regulated kinase 1A	82.52%	93.24%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.79%	100.00%
CHEMBL2056	P21728	Dopamine D1 receptor	80.72%	91.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	80.03%	96.21%

Plants that contains it

• Annona squamosa

Cross-Links

• PubChem: 101687644
• LOTUS: LTS0175072
• wikiData: Q105247090