Aristololactam IV

Details

• Internal ID: fb0ad984-9f28-4c2f-b75f-9d067bd062de
• Taxonomy: Alkaloids and derivatives > Aristolactams
• IUPAC Name: 14,16-dimethoxy-3,5-dioxa-10-azapentacyclo[9.7.1.02,6.08,19.013,18]nonadeca-1(18),2(6),7,11(19),12,14,16-heptaen-9-one
• SMILES (Canonical): COC1=CC2=C3C4=C(C=C2C(=C1)OC)NC(=O)C4=CC5=C3OCO5
• SMILES (Isomeric): COC1=CC2=C3C4=C(C=C2C(=C1)OC)NC(=O)C4=CC5=C3OCO5
• InChI: InChI=1S/C18H13NO5/c1-21-8-3-10-9(13(4-8)22-2)5-12-15-11(18(20)19-12)6-14-17(16(10)15)24-7-23-14/h3-6H,7H2,1-2H3,(H,19,20)
• InChI Key: IVQJJWTYXXUJQG-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₃NO₅
• Molecular Weight: 323.30 g/mol
• Exact Mass: 323.07937252 g/mol
• Topological Polar Surface Area (TPSA): 66.00 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.30
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• 17413-39-7
• 14,16-dimethoxy-3,5-dioxa-10-azapentacyclo(9.7.1.02,6.08,19.013,18)nonadeca-1(18),2(6),7,11(19),12,14,16-heptaen-9-one
• 14,16-dimethoxy-3,5-dioxa-10-azapentacyclo[9.7.1.02,6.08,19.013,18]nonadeca-1(18),2(6),7,11(19),12,14,16-heptaen-9-one
• RefChem:114055
• CHEMBL598535
• C18H13NO5
• DTXSID501316465
• BDBM50306871
• 8,10-Dimethoxy-2H-[1,3]benzodioxolo[6,5,4-cd]benzo[f]indol-5(6H)-one
• 8,10-Dimethoxy-6H-benzo[f][1,3]dioxolo[4'',5'':4,5]benzo[1,2,3-cd]indol-5-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9929	99.29%
Caco-2	+	0.8393	83.93%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.5176	51.76%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9316	93.16%
OATP1B3 inhibitior	+	0.9360	93.60%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.8577	85.77%
P-glycoprotein inhibitior	-	0.5058	50.58%
P-glycoprotein substrate	-	0.7073	70.73%
CYP3A4 substrate	+	0.5867	58.67%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8485	84.85%
CYP3A4 inhibition	+	0.8382	83.82%
CYP2C9 inhibition	+	0.6163	61.63%
CYP2C19 inhibition	+	0.5327	53.27%
CYP2D6 inhibition	-	0.6894	68.94%
CYP1A2 inhibition	+	0.8459	84.59%
CYP2C8 inhibition	-	0.7733	77.33%
CYP inhibitory promiscuity	+	0.8500	85.00%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5125	51.25%
Eye corrosion	-	0.9872	98.72%
Eye irritation	-	0.5627	56.27%
Skin irritation	-	0.8028	80.28%
Skin corrosion	-	0.9641	96.41%
Ames mutagenesis	+	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4067	40.67%
Micronuclear	+	0.8600	86.00%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	-	0.8284	82.84%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.7491	74.91%
Acute Oral Toxicity (c)	III	0.4859	48.59%
Estrogen receptor binding	+	0.8663	86.63%
Androgen receptor binding	+	0.5281	52.81%
Thyroid receptor binding	+	0.6932	69.32%
Glucocorticoid receptor binding	+	0.8699	86.99%
Aromatase binding	+	0.6846	68.46%
PPAR gamma	+	0.8656	86.56%
Honey bee toxicity	-	0.7426	74.26%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.6400	64.00%
Fish aquatic toxicity	+	0.8216	82.16%

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	99.60%	96.77%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.09%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.24%	94.45%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	95.85%	94.80%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.81%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.05%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.99%	96.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	92.20%	92.62%
CHEMBL4208	P20618	Proteasome component C5	90.00%	90.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.01%	85.14%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	88.91%	80.96%
CHEMBL2581	P07339	Cathepsin D	87.27%	98.95%
CHEMBL3192	Q9BY41	Histone deacetylase 8	87.11%	93.99%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.08%	89.00%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	86.90%	82.67%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.79%	95.89%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	85.45%	96.21%
CHEMBL2535	P11166	Glucose transporter	84.36%	98.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.22%	97.09%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	82.42%	85.30%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.24%	86.33%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	81.21%	90.95%
CHEMBL3714130	P46095	G-protein coupled receptor 6	81.06%	97.36%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.85%	92.94%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	80.60%	92.38%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.05%	96.00%

Plants that contains it

• Aristolochia indica

Cross-Links

• PubChem: 5319404
• LOTUS: LTS0165090
• wikiData: Q105121227