(12R)-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-hexaen-18-ol

Details

• Internal ID: afdb4203-4e12-44b6-b11f-6af72b73249d
• Taxonomy: Alkaloids and derivatives > Aporphines
• IUPAC Name: (12R)-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-hexaen-18-ol
• SMILES (Canonical): COC1=C(C2=C(CC3C4=C2C5=C(C=C4CCN3)OCO5)C=C1)O
• SMILES (Isomeric): COC1=C(C2=C(C[C@@H]3C4=C2C5=C(C=C4CCN3)OCO5)C=C1)O
• InChI: InChI=1S/C18H17NO4/c1-21-12-3-2-9-6-11-14-10(4-5-19-11)7-13-18(23-8-22-13)16(14)15(9)17(12)20/h2-3,7,11,19-20H,4-6,8H2,1H3/t11-/m1/s1
• InChI Key: JIFBCUOVFPCZEW-LLVKDONJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₇NO₄
• Molecular Weight: 311.30 g/mol
• Exact Mass: 311.11575802 g/mol
• Topological Polar Surface Area (TPSA): 60.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.54
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9540	95.40%
Caco-2	+	0.7798	77.98%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.5361	53.61%
OATP2B1 inhibitior	-	0.8597	85.97%
OATP1B1 inhibitior	+	0.9161	91.61%
OATP1B3 inhibitior	+	0.9531	95.31%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.6726	67.26%
P-glycoprotein inhibitior	-	0.8049	80.49%
P-glycoprotein substrate	-	0.6537	65.37%
CYP3A4 substrate	+	0.5867	58.67%
CYP2C9 substrate	-	0.8216	82.16%
CYP2D6 substrate	+	0.6215	62.15%
CYP3A4 inhibition	+	0.5242	52.42%
CYP2C9 inhibition	-	0.8569	85.69%
CYP2C19 inhibition	-	0.5508	55.08%
CYP2D6 inhibition	+	0.6539	65.39%
CYP1A2 inhibition	+	0.6365	63.65%
CYP2C8 inhibition	+	0.5352	53.52%
CYP inhibitory promiscuity	+	0.5656	56.56%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6052	60.52%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.8530	85.30%
Skin irritation	-	0.7289	72.89%
Skin corrosion	-	0.9375	93.75%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3926	39.26%
Micronuclear	+	0.5200	52.00%
Hepatotoxicity	-	0.7958	79.58%
skin sensitisation	-	0.8314	83.14%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.7542	75.42%
Acute Oral Toxicity (c)	III	0.5742	57.42%
Estrogen receptor binding	+	0.7088	70.88%
Androgen receptor binding	+	0.6352	63.52%
Thyroid receptor binding	+	0.7120	71.20%
Glucocorticoid receptor binding	+	0.7699	76.99%
Aromatase binding	-	0.5051	50.51%
PPAR gamma	+	0.8239	82.39%
Honey bee toxicity	-	0.8491	84.91%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5249	52.49%
Fish aquatic toxicity	-	0.5000	50.00%

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	98.78%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.45%	94.45%
CHEMBL1951	P21397	Monoamine oxidase A	96.97%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.23%	96.09%
CHEMBL3192	Q9BY41	Histone deacetylase 8	94.79%	93.99%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.90%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.18%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.97%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	90.49%	92.62%
CHEMBL4208	P20618	Proteasome component C5	89.27%	90.00%
CHEMBL3438	Q05513	Protein kinase C zeta	88.05%	88.48%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.04%	94.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	87.99%	96.77%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	86.16%	95.78%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.54%	100.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	85.07%	89.62%
CHEMBL2581	P07339	Cathepsin D	84.85%	98.95%
CHEMBL3231	Q13464	Rho-associated protein kinase 1	84.73%	95.55%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	84.71%	82.67%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.50%	99.17%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.80%	92.94%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.76%	89.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.19%	89.50%
CHEMBL213	P08588	Beta-1 adrenergic receptor	82.05%	95.56%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.74%	95.56%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	81.00%	96.21%

Plants that contains it

• Illigera luzonensis

Cross-Links

• PubChem: 163023985
• LOTUS: LTS0031496
• wikiData: Q105128975