14,15-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

Details

• Internal ID: cd79f79c-9921-4e49-9a06-7eddf8c7cdc0
• Taxonomy: Alkaloids and derivatives > Aristolactams
• IUPAC Name: 14,15-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=C(C2=CC3=C4C(=CC5=C(C4=C2C=C1)OCO5)C(=O)N3)OC
• SMILES (Isomeric): COC1=C(C2=CC3=C4C(=CC5=C(C4=C2C=C1)OCO5)C(=O)N3)OC
• InChI: InChI=1S/C18H13NO5/c1-21-12-4-3-8-9(16(12)22-2)5-11-14-10(18(20)19-11)6-13-17(15(8)14)24-7-23-13/h3-6H,7H2,1-2H3,(H,19,20)
• InChI Key: VQQFBJIXIQOSBS-UHFFFAOYSA-N
• Popularity: 2 references 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

• BDBM50306870
• 8,9-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	+	0.9908	99.08%
Caco-2	+	0.8910	89.10%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.5335	53.35%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9512	95.12%
OATP1B3 inhibitior	+	0.9506	95.06%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.6961	69.61%
P-glycoprotein inhibitior	-	0.6168	61.68%
P-glycoprotein substrate	-	0.6964	69.64%
CYP3A4 substrate	+	0.5977	59.77%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8485	84.85%
CYP3A4 inhibition	+	0.8712	87.12%
CYP2C9 inhibition	+	0.7289	72.89%
CYP2C19 inhibition	+	0.6628	66.28%
CYP2D6 inhibition	-	0.6676	66.76%
CYP1A2 inhibition	+	0.9151	91.51%
CYP2C8 inhibition	-	0.6512	65.12%
CYP inhibitory promiscuity	+	0.8823	88.23%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.4944	49.44%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.6211	62.11%
Skin irritation	-	0.7948	79.48%
Skin corrosion	-	0.9617	96.17%
Ames mutagenesis	+	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4381	43.81%
Micronuclear	+	0.7900	79.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.8423	84.23%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.5642	56.42%
Acute Oral Toxicity (c)	III	0.5109	51.09%
Estrogen receptor binding	+	0.9231	92.31%
Androgen receptor binding	+	0.5966	59.66%
Thyroid receptor binding	+	0.7290	72.90%
Glucocorticoid receptor binding	+	0.8932	89.32%
Aromatase binding	+	0.7685	76.85%
PPAR gamma	+	0.8675	86.75%
Honey bee toxicity	-	0.7512	75.12%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.8927	89.27%

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	99.19%	96.77%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.72%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.51%	91.11%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	95.94%	94.80%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.77%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.74%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.45%	89.00%
CHEMBL2581	P07339	Cathepsin D	89.65%	98.95%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	89.33%	92.62%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.25%	96.09%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	88.95%	80.96%
CHEMBL2535	P11166	Glucose transporter	87.46%	98.75%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	87.15%	82.67%
CHEMBL4208	P20618	Proteasome component C5	87.11%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.78%	86.33%
CHEMBL1937	Q92769	Histone deacetylase 2	86.04%	94.75%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	85.39%	96.21%
CHEMBL3192	Q9BY41	Histone deacetylase 8	84.02%	93.99%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.90%	89.62%
CHEMBL2717	Q9HCR9	Phosphodiesterase 11A	83.73%	85.00%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	83.40%	95.53%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.87%	95.89%
CHEMBL1255126	O15151	Protein Mdm4	82.40%	90.20%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.31%	96.00%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	81.81%	96.67%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.62%	100.00%
CHEMBL213	P08588	Beta-1 adrenergic receptor	80.27%	95.56%

Plants that contains it

• Aristolochia kaempferi
• Epimedium koreanum
• Macaranga bicolor

Cross-Links

• PubChem: 14887322
• NPASS: NPC224293
• LOTUS: LTS0005528
• wikiData: Q105291418