5,7,18,20-Tetraoxa-24-azahexacyclo[11.11.0.02,10.04,8.014,22.017,21]tetracosa-1(13),2,4(8),9,11,14(22),15,17(21)-octaen-23-one

Details

• Internal ID: fd82bf73-aa65-4c4b-97a0-aa799ed81474
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Benzoquinolines > Phenanthridines and derivatives
• IUPAC Name: 5,7,18,20-tetraoxa-24-azahexacyclo[11.11.0.02,10.04,8.014,22.017,21]tetracosa-1(13),2,4(8),9,11,14(22),15,17(21)-octaen-23-one
• SMILES (Canonical): C1OC2=C(O1)C3=C(C=C2)C4=C(C5=CC6=C(C=C5C=C4)OCO6)NC3=O
• SMILES (Isomeric): C1OC2=C(O1)C3=C(C=C2)C4=C(C5=CC6=C(C=C5C=C4)OCO6)NC3=O
• InChI: InChI=1S/C19H11NO5/c21-19-16-10(3-4-13-18(16)25-8-22-13)11-2-1-9-5-14-15(24-7-23-14)6-12(9)17(11)20-19/h1-6H,7-8H2,(H,20,21)
• InChI Key: KHBBLLMQTQATNO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₁NO₅
• Molecular Weight: 333.30 g/mol
• Exact Mass: 333.06372245 g/mol
• Topological Polar Surface Area (TPSA): 66.00 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.29
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9924	99.24%
Caco-2	+	0.7035	70.35%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5939	59.39%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9366	93.66%
OATP1B3 inhibitior	+	0.9543	95.43%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.7622	76.22%
P-glycoprotein inhibitior	+	0.6338	63.38%
P-glycoprotein substrate	-	0.8953	89.53%
CYP3A4 substrate	-	0.5675	56.75%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8696	86.96%
CYP3A4 inhibition	+	0.6845	68.45%
CYP2C9 inhibition	-	0.6999	69.99%
CYP2C19 inhibition	-	0.6044	60.44%
CYP2D6 inhibition	-	0.5467	54.67%
CYP1A2 inhibition	+	0.8959	89.59%
CYP2C8 inhibition	-	0.7601	76.01%
CYP inhibitory promiscuity	+	0.6187	61.87%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5343	53.43%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.5992	59.92%
Skin irritation	-	0.7889	78.89%
Skin corrosion	-	0.9577	95.77%
Ames mutagenesis	+	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4724	47.24%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	+	0.6552	65.52%
skin sensitisation	-	0.7483	74.83%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.6479	64.79%
Acute Oral Toxicity (c)	III	0.6553	65.53%
Estrogen receptor binding	+	0.9311	93.11%
Androgen receptor binding	+	0.8783	87.83%
Thyroid receptor binding	+	0.7497	74.97%
Glucocorticoid receptor binding	+	0.9215	92.15%
Aromatase binding	+	0.7331	73.31%
PPAR gamma	+	0.9116	91.16%
Honey bee toxicity	-	0.8211	82.11%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	-	0.4443	44.43%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.86%	94.45%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	97.76%	94.80%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	97.75%	96.77%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	95.68%	85.30%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.35%	91.11%
CHEMBL2292	Q13627	Dual-specificity tyrosine-phosphorylation regulated kinase 1A	94.65%	93.24%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	93.27%	93.40%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	92.49%	80.96%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.37%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	89.89%	91.49%
CHEMBL2717	Q9HCR9	Phosphodiesterase 11A	87.25%	85.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.97%	89.00%
CHEMBL3384	Q16512	Protein kinase N1	85.21%	80.71%
CHEMBL255	P29275	Adenosine A2b receptor	85.18%	98.59%
CHEMBL1937	Q92769	Histone deacetylase 2	84.77%	94.75%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.57%	94.00%
CHEMBL213	P08588	Beta-1 adrenergic receptor	84.49%	95.56%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	83.22%	82.67%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.13%	92.62%
CHEMBL5543	Q9Y463	Dual specificity tyrosine-phosphorylation-regulated kinase 1B	83.05%	94.70%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.61%	99.23%
CHEMBL2581	P07339	Cathepsin D	81.81%	98.95%
CHEMBL1829	O15379	Histone deacetylase 3	81.72%	95.00%
CHEMBL3310	Q96DB2	Histone deacetylase 11	80.27%	88.56%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	80.16%	92.29%

Plants that contains it

• Argemone mexicana

Cross-Links

• PubChem: 163104712
• LOTUS: LTS0189038
• wikiData: Q105141077