(12R)-18-hydroxy-16-methoxy-3,5-dioxa-11-azapentacyclo[10.7.1.02,6.08,20.014,19]icosa-1(20),2(6),7,9,14(19),15,17-heptaen-13-one

Details

• Internal ID: 7987da73-996a-459c-a30f-b9a4ca3e0295
• Taxonomy: Alkaloids and derivatives > Aporphines
• IUPAC Name: (12R)-18-hydroxy-16-methoxy-3,5-dioxa-11-azapentacyclo[10.7.1.02,6.08,20.014,19]icosa-1(20),2(6),7,9,14(19),15,17-heptaen-13-one
• SMILES (Canonical): COC1=CC2=C(C(=C1)O)C3=C4C(C2=O)NC=CC4=CC5=C3OCO5
• SMILES (Isomeric): COC1=CC2=C(C(=C1)O)C3=C4[C@H](C2=O)NC=CC4=CC5=C3OCO5
• InChI: InChI=1S/C18H13NO5/c1-22-9-5-10-14(11(20)6-9)15-13-8(2-3-19-16(13)17(10)21)4-12-18(15)24-7-23-12/h2-6,16,19-20H,7H2,1H3/t16-/m1/s1
• InChI Key: DDTWFRFLGFPJPG-MRXNPFEDSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₃NO₅
• Molecular Weight: 323.30 g/mol
• Exact Mass: 323.07937252 g/mol
• Topological Polar Surface Area (TPSA): 77.00 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.61
• H-Bond Acceptor: 6
• 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	+	0.9829	98.29%
Caco-2	+	0.7615	76.15%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.5935	59.35%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8996	89.96%
OATP1B3 inhibitior	+	0.9477	94.77%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.4765	47.65%
P-glycoprotein inhibitior	-	0.4726	47.26%
P-glycoprotein substrate	-	0.7415	74.15%
CYP3A4 substrate	+	0.6088	60.88%
CYP2C9 substrate	-	0.8035	80.35%
CYP2D6 substrate	-	0.7207	72.07%
CYP3A4 inhibition	+	0.7181	71.81%
CYP2C9 inhibition	+	0.5000	50.00%
CYP2C19 inhibition	+	0.6089	60.89%
CYP2D6 inhibition	-	0.5163	51.63%
CYP1A2 inhibition	+	0.6271	62.71%
CYP2C8 inhibition	-	0.6378	63.78%
CYP inhibitory promiscuity	+	0.8740	87.40%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.4942	49.42%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.7530	75.30%
Skin irritation	-	0.7956	79.56%
Skin corrosion	-	0.9511	95.11%
Ames mutagenesis	+	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5911	59.11%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.7814	78.14%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.5841	58.41%
Acute Oral Toxicity (c)	III	0.5660	56.60%
Estrogen receptor binding	+	0.8086	80.86%
Androgen receptor binding	+	0.7358	73.58%
Thyroid receptor binding	+	0.7138	71.38%
Glucocorticoid receptor binding	+	0.8582	85.82%
Aromatase binding	+	0.5840	58.40%
PPAR gamma	+	0.7427	74.27%
Honey bee toxicity	-	0.7715	77.15%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.6916	69.16%

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	98.65%	91.11%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	98.53%	96.77%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.97%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.49%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.45%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.57%	94.45%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.30%	99.15%
CHEMBL2581	P07339	Cathepsin D	91.68%	98.95%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	91.52%	96.21%
CHEMBL4208	P20618	Proteasome component C5	90.02%	90.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.19%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.00%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.90%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.96%	89.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.91%	92.62%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	86.87%	82.67%
CHEMBL3231	Q13464	Rho-associated protein kinase 1	86.54%	95.55%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	86.26%	93.40%
CHEMBL3401	O75469	Pregnane X receptor	84.39%	94.73%
CHEMBL2535	P11166	Glucose transporter	84.38%	98.75%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	83.76%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.33%	95.89%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.97%	91.07%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.88%	99.17%

Plants that contains it

• Fissistigma oldhamii

Cross-Links

• PubChem: 162959429
• LOTUS: LTS0001424
• wikiData: Q104976844