19-Methoxy-3,5-dioxa-11-azahexacyclo[9.9.2.02,6.08,21.014,22.015,20]docosa-1(21),2(6),7,14(22),15(20),16,18-heptaene-12,13-dione

Details

• Internal ID: 50bececd-d840-499a-beae-ecf8da948577
• Taxonomy: Alkaloids and derivatives > Aporphines
• IUPAC Name: 19-methoxy-3,5-dioxa-11-azahexacyclo[9.9.2.02,6.08,21.014,22.015,20]docosa-1(21),2(6),7,14(22),15(20),16,18-heptaene-12,13-dione
• SMILES (Canonical): COC1=CC=CC2=C1C3=C4C(=CC5=C3OCO5)CCN6C4=C2C(=O)C6=O
• SMILES (Isomeric): COC1=CC=CC2=C1C3=C4C(=CC5=C3OCO5)CCN6C4=C2C(=O)C6=O
• InChI: InChI=1S/C20H13NO5/c1-24-11-4-2-3-10-14(11)16-13-9(7-12-19(16)26-8-25-12)5-6-21-17(13)15(10)18(22)20(21)23/h2-4,7H,5-6,8H2,1H3
• InChI Key: VAFXQESXYXYGGK-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₃NO₅
• Molecular Weight: 347.30 g/mol
• Exact Mass: 347.07937252 g/mol
• Topological Polar Surface Area (TPSA): 65.10 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 2.82
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9132	91.32%
Caco-2	+	0.6737	67.37%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6264	62.64%
OATP2B1 inhibitior	-	0.8611	86.11%
OATP1B1 inhibitior	+	0.9456	94.56%
OATP1B3 inhibitior	+	0.9518	95.18%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7165	71.65%
BSEP inhibitior	+	0.6636	66.36%
P-glycoprotein inhibitior	-	0.6927	69.27%
P-glycoprotein substrate	-	0.5577	55.77%
CYP3A4 substrate	+	0.6510	65.10%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7920	79.20%
CYP3A4 inhibition	+	0.7484	74.84%
CYP2C9 inhibition	+	0.7043	70.43%
CYP2C19 inhibition	+	0.7459	74.59%
CYP2D6 inhibition	-	0.6318	63.18%
CYP1A2 inhibition	+	0.7120	71.20%
CYP2C8 inhibition	-	0.7212	72.12%
CYP inhibitory promiscuity	+	0.7855	78.55%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5171	51.71%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.8972	89.72%
Skin irritation	-	0.8057	80.57%
Skin corrosion	-	0.9432	94.32%
Ames mutagenesis	+	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6509	65.09%
Micronuclear	+	0.7300	73.00%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.8840	88.40%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.6545	65.45%
Acute Oral Toxicity (c)	III	0.7641	76.41%
Estrogen receptor binding	+	0.7768	77.68%
Androgen receptor binding	+	0.6752	67.52%
Thyroid receptor binding	-	0.6800	68.00%
Glucocorticoid receptor binding	+	0.8605	86.05%
Aromatase binding	-	0.5310	53.10%
PPAR gamma	+	0.7874	78.74%
Honey bee toxicity	-	0.7669	76.69%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6600	66.00%
Fish aquatic toxicity	+	0.6516	65.16%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.86%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	98.00%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.67%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.45%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.31%	94.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	95.33%	96.77%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.05%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.73%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	93.78%	95.89%
CHEMBL240	Q12809	HERG	93.46%	89.76%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.97%	96.09%
CHEMBL2535	P11166	Glucose transporter	92.03%	98.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.56%	99.23%
CHEMBL3192	Q9BY41	Histone deacetylase 8	91.30%	93.99%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	90.05%	97.14%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	89.11%	92.62%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	88.82%	96.86%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.27%	94.00%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	83.93%	96.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	83.22%	94.80%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	82.91%	82.67%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	82.71%	96.67%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	82.32%	100.00%
CHEMBL5203	P33316	dUTP pyrophosphatase	82.28%	99.18%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	81.10%	94.03%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	80.25%	90.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.19%	100.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.01%	100.00%

Plants that contains it

• Lettowianthus stellatus

Cross-Links

• PubChem: 162940780
• LOTUS: LTS0140179
• wikiData: Q105282692