Thapoxepine A

Details

• Internal ID: 020923a9-be31-4ab6-8745-ff97469d0e12
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: (6R,7S,8R)-10-methoxy-6-(4-methoxyphenyl)-8-[2-(2-methylpropanoylamino)pyrrolidine-1-carbonyl]-9-oxo-7-phenyl-7,8-dihydro-[1,3]dioxolo[4,5-h][1]benzoxepine-6-carboxylic acid
• SMILES (Canonical): CC(C)C(=O)NC1CCCN1C(=O)C2C(C(OC3=CC4=C(C(=C3C2=O)OC)OCO4)(C5=CC=C(C=C5)OC)C(=O)O)C6=CC=CC=C6
• SMILES (Isomeric): CC(C)C(=O)NC1CCCN1C(=O)[C@@H]2[C@H]([C@@](OC3=CC4=C(C(=C3C2=O)OC)OCO4)(C5=CC=C(C=C5)OC)C(=O)O)C6=CC=CC=C6
• InChI: InChI=1S/C35H36N2O10/c1-19(2)32(39)36-25-11-8-16-37(25)33(40)27-28(20-9-6-5-7-10-20)35(34(41)42,21-12-14-22(43-3)15-13-21)47-23-17-24-30(46-18-45-24)31(44-4)26(23)29(27)38/h5-7,9-10,12-15,17,19,25,27-28H,8,11,16,18H2,1-4H3,(H,36,39)(H,41,42)/t25?,27-,28-,35+/m1/s1
• InChI Key: FMHVIGUSSUUWEI-NZCFYVQDSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₃₆N₂O₁₀
• Molecular Weight: 644.70 g/mol
• Exact Mass: 644.23699535 g/mol
• Topological Polar Surface Area (TPSA): 150.00 Ų
• XlogP: 5.30
• Atomic LogP (AlogP): 4.11
• H-Bond Acceptor: 9
• H-Bond Donor: 2
• Rotatable Bonds: 8

Synonyms

• CHEMBL2269308

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9011	90.11%
Caco-2	-	0.8180	81.80%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Nucleus	0.3869	38.69%
OATP2B1 inhibitior	-	0.8545	85.45%
OATP1B1 inhibitior	+	0.8789	87.89%
OATP1B3 inhibitior	+	0.9321	93.21%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8609	86.09%
BSEP inhibitior	+	0.9683	96.83%
P-glycoprotein inhibitior	+	0.8774	87.74%
P-glycoprotein substrate	+	0.5896	58.96%
CYP3A4 substrate	+	0.6873	68.73%
CYP2C9 substrate	+	0.8074	80.74%
CYP2D6 substrate	-	0.8522	85.22%
CYP3A4 inhibition	+	0.8516	85.16%
CYP2C9 inhibition	-	0.6996	69.96%
CYP2C19 inhibition	-	0.6610	66.10%
CYP2D6 inhibition	-	0.7510	75.10%
CYP1A2 inhibition	-	0.8892	88.92%
CYP2C8 inhibition	+	0.6860	68.60%
CYP inhibitory promiscuity	-	0.7146	71.46%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.6120	61.20%
Eye corrosion	-	0.9859	98.59%
Eye irritation	-	0.9395	93.95%
Skin irritation	-	0.7856	78.56%
Skin corrosion	-	0.9347	93.47%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4676	46.76%
Micronuclear	+	0.8100	81.00%
Hepatotoxicity	+	0.5949	59.49%
skin sensitisation	-	0.8749	87.49%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	+	0.5334	53.34%
Acute Oral Toxicity (c)	III	0.6175	61.75%
Estrogen receptor binding	+	0.7095	70.95%
Androgen receptor binding	+	0.8090	80.90%
Thyroid receptor binding	+	0.5738	57.38%
Glucocorticoid receptor binding	+	0.7493	74.93%
Aromatase binding	-	0.5276	52.76%
PPAR gamma	+	0.6035	60.35%
Honey bee toxicity	-	0.8051	80.51%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9312	93.12%

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	99.19%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.45%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.96%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.80%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.71%	95.56%
CHEMBL4208	P20618	Proteasome component C5	96.31%	90.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	96.05%	96.77%
CHEMBL204	P00734	Thrombin	93.71%	96.01%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	92.38%	92.62%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	92.32%	97.14%
CHEMBL2581	P07339	Cathepsin D	92.25%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.46%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.41%	95.89%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	90.08%	91.07%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.86%	90.71%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	88.25%	93.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.03%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	88.00%	91.19%
CHEMBL5203	P33316	dUTP pyrophosphatase	87.04%	99.18%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.86%	99.15%
CHEMBL261	P00915	Carbonic anhydrase I	85.49%	96.76%
CHEMBL2535	P11166	Glucose transporter	85.28%	98.75%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.88%	94.00%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	84.82%	95.71%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	82.00%	91.03%
CHEMBL221	P23219	Cyclooxygenase-1	81.75%	90.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.58%	89.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	81.54%	93.99%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.27%	96.47%
CHEMBL5028	O14672	ADAM10	80.57%	97.50%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	80.56%	98.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.40%	96.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.15%	95.89%
CHEMBL2803	P43403	Tyrosine-protein kinase ZAP-70	80.02%	82.50%

Plants that contains it

• Aglaia edulis

Cross-Links

• PubChem: 76315894
• LOTUS: LTS0028699
• wikiData: Q104997852