Oxodiscoguattine

Details

• Internal ID: 77aaa8a8-f818-40d9-b074-703c66a75564
• Taxonomy: Alkaloids and derivatives > Aporphines
• IUPAC Name: 16,18-dimethoxy-3,5-dioxa-11-azapentacyclo[10.7.1.02,6.08,20.014,19]icosa-1(20),2(6),7,9,11,14(19),15,17-octaen-13-one
• SMILES (Canonical): COC1=CC2=C(C(=C1)OC)C3=C4C(=CC5=C3OCO5)C=CN=C4C2=O
• SMILES (Isomeric): COC1=CC2=C(C(=C1)OC)C3=C4C(=CC5=C3OCO5)C=CN=C4C2=O
• InChI: InChI=1S/C19H13NO5/c1-22-10-6-11-15(12(7-10)23-2)16-14-9(3-4-20-17(14)18(11)21)5-13-19(16)25-8-24-13/h3-7H,8H2,1-2H3
• InChI Key: UMPOYLHHDRUHOO-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₃NO₅
• Molecular Weight: 335.30 g/mol
• Exact Mass: 335.07937252 g/mol
• Topological Polar Surface Area (TPSA): 66.90 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.19
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• CHEMBL390615

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9886	98.86%
Caco-2	+	0.8244	82.44%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5904	59.04%
OATP2B1 inhibitior	-	0.8598	85.98%
OATP1B1 inhibitior	+	0.9489	94.89%
OATP1B3 inhibitior	+	0.9223	92.23%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.7755	77.55%
P-glycoprotein inhibitior	-	0.4359	43.59%
P-glycoprotein substrate	-	0.8054	80.54%
CYP3A4 substrate	+	0.5800	58.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7812	78.12%
CYP3A4 inhibition	+	0.9345	93.45%
CYP2C9 inhibition	-	0.5594	55.94%
CYP2C19 inhibition	+	0.8149	81.49%
CYP2D6 inhibition	+	0.5149	51.49%
CYP1A2 inhibition	+	0.9133	91.33%
CYP2C8 inhibition	+	0.5457	54.57%
CYP inhibitory promiscuity	+	0.9262	92.62%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5642	56.42%
Eye corrosion	-	0.9840	98.40%
Eye irritation	-	0.6577	65.77%
Skin irritation	-	0.8075	80.75%
Skin corrosion	-	0.9677	96.77%
Ames mutagenesis	+	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6895	68.95%
Micronuclear	+	0.7174	71.74%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	-	0.7880	78.80%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.7363	73.63%
Acute Oral Toxicity (c)	III	0.6394	63.94%
Estrogen receptor binding	+	0.8794	87.94%
Androgen receptor binding	-	0.5415	54.15%
Thyroid receptor binding	+	0.8297	82.97%
Glucocorticoid receptor binding	+	0.9318	93.18%
Aromatase binding	+	0.7064	70.64%
PPAR gamma	+	0.7625	76.25%
Honey bee toxicity	-	0.8448	84.48%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	-	0.4862	48.62%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	97.71%	96.77%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.43%	94.00%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	96.71%	96.09%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	93.96%	82.67%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.78%	86.33%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	92.69%	96.67%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	92.39%	94.80%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.28%	89.00%
CHEMBL5747	Q92793	CREB-binding protein	92.11%	95.12%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.96%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.85%	96.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	89.78%	92.62%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.31%	99.23%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	87.69%	80.96%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	87.63%	92.38%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.62%	91.11%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	87.21%	96.00%
CHEMBL2581	P07339	Cathepsin D	87.04%	98.95%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	86.99%	95.78%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.89%	95.56%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	86.00%	94.42%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.45%	85.14%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.26%	99.15%
CHEMBL5203	P33316	dUTP pyrophosphatase	84.94%	99.18%
CHEMBL2535	P11166	Glucose transporter	84.42%	98.75%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	84.36%	94.03%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.74%	95.89%
CHEMBL4208	P20618	Proteasome component C5	82.42%	90.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.31%	100.00%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	81.61%	85.49%
CHEMBL3192	Q9BY41	Histone deacetylase 8	80.90%	93.99%
CHEMBL4040	P28482	MAP kinase ERK2	80.79%	83.82%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	80.06%	85.30%

Plants that contains it

• Annona squamosa
• Dasymaschalon dasymaschalum
• Fissistigma oldhamii

Cross-Links

• PubChem: 16126692
• NPASS: NPC124313
• ChEMBL: CHEMBL390615
• LOTUS: LTS0028424
• wikiData: Q105275651