N-[(9S)-5,14-dimethoxy-6-oxo-16,18-dioxatetracyclo[10.7.0.02,8.015,19]nonadeca-1(19),2,4,7,12,14-hexaen-9-yl]acetamide

Details

• Internal ID: 3ab1e114-0e08-4636-bd05-9a63d9ad44a3
• Taxonomy: Organoheterocyclic compounds > Benzodioxoles
• IUPAC Name: N-[(9S)-5,14-dimethoxy-6-oxo-16,18-dioxatetracyclo[10.7.0.02,8.015,19]nonadeca-1(19),2,4,7,12,14-hexaen-9-yl]acetamide
• SMILES (Canonical): CC(=O)NC1CCC2=CC(=C3C(=C2C4=CC=C(C(=O)C=C14)OC)OCO3)OC
• SMILES (Isomeric): CC(=O)N[C@H]1CCC2=CC(=C3C(=C2C4=CC=C(C(=O)C=C14)OC)OCO3)OC
• InChI: InChI=1S/C21H21NO6/c1-11(23)22-15-6-4-12-8-18(26-3)20-21(28-10-27-20)19(12)13-5-7-17(25-2)16(24)9-14(13)15/h5,7-9,15H,4,6,10H2,1-3H3,(H,22,23)/t15-/m0/s1
• InChI Key: RTZOCCKNBIQGFS-HNNXBMFYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₁NO₆
• Molecular Weight: 383.40 g/mol
• Exact Mass: 383.13688739 g/mol
• Topological Polar Surface Area (TPSA): 83.10 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.58
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9737	97.37%
Caco-2	+	0.7035	70.35%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Nucleus	0.4915	49.15%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9305	93.05%
OATP1B3 inhibitior	+	0.9398	93.98%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9548	95.48%
P-glycoprotein inhibitior	-	0.6147	61.47%
P-glycoprotein substrate	+	0.9384	93.84%
CYP3A4 substrate	+	0.7060	70.60%
CYP2C9 substrate	-	0.8292	82.92%
CYP2D6 substrate	-	0.8516	85.16%
CYP3A4 inhibition	+	0.5974	59.74%
CYP2C9 inhibition	-	0.7179	71.79%
CYP2C19 inhibition	-	0.7570	75.70%
CYP2D6 inhibition	-	0.9199	91.99%
CYP1A2 inhibition	-	0.6773	67.73%
CYP2C8 inhibition	+	0.8509	85.09%
CYP inhibitory promiscuity	-	0.5511	55.11%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6283	62.83%
Eye corrosion	-	0.9871	98.71%
Eye irritation	-	0.9528	95.28%
Skin irritation	-	0.7808	78.08%
Skin corrosion	-	0.9398	93.98%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4089	40.89%
Micronuclear	+	0.7000	70.00%
Hepatotoxicity	-	0.6790	67.90%
skin sensitisation	-	0.8647	86.47%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.7682	76.82%
Acute Oral Toxicity (c)	III	0.5771	57.71%
Estrogen receptor binding	+	0.8560	85.60%
Androgen receptor binding	+	0.8414	84.14%
Thyroid receptor binding	+	0.7714	77.14%
Glucocorticoid receptor binding	+	0.8380	83.80%
Aromatase binding	-	0.5755	57.55%
PPAR gamma	+	0.7151	71.51%
Honey bee toxicity	-	0.8577	85.77%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.7981	79.81%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.11%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.25%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.22%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.75%	98.95%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.92%	90.71%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	89.85%	92.62%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	89.06%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.65%	89.00%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	87.88%	82.67%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	87.26%	96.77%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	87.11%	96.38%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.83%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.68%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.13%	97.14%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.75%	95.89%
CHEMBL4208	P20618	Proteasome component C5	84.74%	90.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	84.45%	89.50%
CHEMBL340	P08684	Cytochrome P450 3A4	84.44%	91.19%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.23%	99.17%
CHEMBL2535	P11166	Glucose transporter	83.83%	98.75%
CHEMBL1075317	P61964	WD repeat-containing protein 5	83.69%	96.33%
CHEMBL1951	P21397	Monoamine oxidase A	83.37%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.34%	95.56%
CHEMBL2056	P21728	Dopamine D1 receptor	82.48%	91.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.33%	99.23%
CHEMBL4040	P28482	MAP kinase ERK2	80.86%	83.82%
CHEMBL5028	O14672	ADAM10	80.64%	97.50%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.00%	89.62%

Plants that contains it

• Colchicum raddeanum

Cross-Links

• PubChem: 12303962
• LOTUS: LTS0056255
• wikiData: Q105245512