(12R)-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-17-ol

Details

• Internal ID: 517924d4-aa01-43e8-9071-9777f9171834
• Taxonomy: Alkaloids and derivatives > Aporphines
• IUPAC Name: (12R)-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-17-ol
• SMILES (Canonical): C1CNC2CC3=C(C=C(C=C3)O)C4=C2C1=CC5=C4OCO5
• SMILES (Isomeric): C1CN[C@@H]2CC3=C(C=C(C=C3)O)C4=C2C1=CC5=C4OCO5
• InChI: InChI=1S/C17H15NO3/c19-11-2-1-9-5-13-15-10(3-4-18-13)6-14-17(21-8-20-14)16(15)12(9)7-11/h1-2,6-7,13,18-19H,3-5,8H2/t13-/m1/s1
• InChI Key: MAWRLMCDVKBYJB-CYBMUJFWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₅NO₃
• Molecular Weight: 281.30 g/mol
• Exact Mass: 281.10519334 g/mol
• Topological Polar Surface Area (TPSA): 50.70 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.53
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9846	98.46%
Caco-2	+	0.7980	79.80%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5616	56.16%
OATP2B1 inhibitior	-	0.8579	85.79%
OATP1B1 inhibitior	+	0.8815	88.15%
OATP1B3 inhibitior	+	0.9444	94.44%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.4506	45.06%
P-glycoprotein inhibitior	-	0.8183	81.83%
P-glycoprotein substrate	-	0.6414	64.14%
CYP3A4 substrate	+	0.5422	54.22%
CYP2C9 substrate	-	0.8108	81.08%
CYP2D6 substrate	+	0.5227	52.27%
CYP3A4 inhibition	-	0.9004	90.04%
CYP2C9 inhibition	-	0.9235	92.35%
CYP2C19 inhibition	-	0.7928	79.28%
CYP2D6 inhibition	+	0.6166	61.66%
CYP1A2 inhibition	+	0.5996	59.96%
CYP2C8 inhibition	+	0.5350	53.50%
CYP inhibitory promiscuity	-	0.7043	70.43%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6462	64.62%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.7004	70.04%
Skin irritation	-	0.7238	72.38%
Skin corrosion	-	0.9380	93.80%
Ames mutagenesis	+	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6492	64.92%
Micronuclear	-	0.5000	50.00%
Hepatotoxicity	-	0.7708	77.08%
skin sensitisation	-	0.7877	78.77%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.6653	66.53%
Acute Oral Toxicity (c)	III	0.4789	47.89%
Estrogen receptor binding	+	0.7836	78.36%
Androgen receptor binding	+	0.7247	72.47%
Thyroid receptor binding	+	0.7191	71.91%
Glucocorticoid receptor binding	+	0.5759	57.59%
Aromatase binding	+	0.6281	62.81%
PPAR gamma	+	0.8394	83.94%
Honey bee toxicity	-	0.8313	83.13%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	-	0.5567	55.67%

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	98.79%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	97.89%	91.49%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.46%	97.09%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	91.44%	91.79%
CHEMBL4208	P20618	Proteasome component C5	89.59%	90.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.18%	100.00%
CHEMBL3231	Q13464	Rho-associated protein kinase 1	89.10%	95.55%
CHEMBL3192	Q9BY41	Histone deacetylase 8	89.05%	93.99%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.93%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.45%	96.09%
CHEMBL3438	Q05513	Protein kinase C zeta	88.02%	88.48%
CHEMBL2581	P07339	Cathepsin D	87.68%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.81%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.68%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.82%	89.00%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	85.21%	82.67%
CHEMBL236	P41143	Delta opioid receptor	84.99%	99.35%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	84.09%	93.40%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	83.46%	85.00%
CHEMBL217	P14416	Dopamine D2 receptor	82.89%	95.62%
CHEMBL242	Q92731	Estrogen receptor beta	82.42%	98.35%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	82.03%	96.21%
CHEMBL213	P08588	Beta-1 adrenergic receptor	82.00%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.13%	99.17%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.99%	92.62%
CHEMBL233	P35372	Mu opioid receptor	80.73%	97.93%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.18%	96.77%

Plants that contains it

• Neolitsea dealbata

Cross-Links

• PubChem: 46947263
• LOTUS: LTS0193563
• wikiData: Q105160554