1-(1,2-dimethoxy-12-methyl-13H-[1,3]benzodioxolo[6,5-c]phenanthridin-13-yl)tridecan-2-one

Details

• Internal ID: 5a1efb27-ba04-4697-bc5b-71002be74db6
• Taxonomy: Alkaloids and derivatives > Benzophenanthridine alkaloids > Dihydrobenzophenanthridine alkaloids
• IUPAC Name: 1-(1,2-dimethoxy-12-methyl-13H-[1,3]benzodioxolo[5,6-c]phenanthridin-13-yl)tridecan-2-one
• SMILES (Canonical): CCCCCCCCCCCC(=O)CC1C2=C(C=CC(=C2OC)OC)C3=C(N1C)C4=CC5=C(C=C4C=C3)OCO5
• SMILES (Isomeric): CCCCCCCCCCCC(=O)CC1C2=C(C=CC(=C2OC)OC)C3=C(N1C)C4=CC5=C(C=C4C=C3)OCO5
• InChI: InChI=1S/C34H43NO5/c1-5-6-7-8-9-10-11-12-13-14-24(36)20-28-32-25(17-18-29(37-3)34(32)38-4)26-16-15-23-19-30-31(40-22-39-30)21-27(23)33(26)35(28)2/h15-19,21,28H,5-14,20,22H2,1-4H3
• InChI Key: ULAQTLKOKMNMPJ-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₄₃NO₅
• Molecular Weight: 545.70 g/mol
• Exact Mass: 545.31412347 g/mol
• Topological Polar Surface Area (TPSA): 57.20 Ų
• XlogP: 9.10
• Atomic LogP (AlogP): 8.62
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 14

Synonyms

• 1-(1,2-dimethoxy-12-methyl-13H-[1,3]benzodioxolo[6,5-c]phenanthridin-13-yl)tridecan-2-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9574	95.74%
Caco-2	+	0.4945	49.45%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.5571	55.71%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8912	89.12%
OATP1B3 inhibitior	+	0.9312	93.12%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.9966	99.66%
P-glycoprotein inhibitior	+	0.9366	93.66%
P-glycoprotein substrate	+	0.7703	77.03%
CYP3A4 substrate	+	0.6333	63.33%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	+	0.4180	41.80%
CYP3A4 inhibition	+	0.8005	80.05%
CYP2C9 inhibition	-	0.7368	73.68%
CYP2C19 inhibition	+	0.7587	75.87%
CYP2D6 inhibition	+	0.6006	60.06%
CYP1A2 inhibition	-	0.6704	67.04%
CYP2C8 inhibition	+	0.7399	73.99%
CYP inhibitory promiscuity	+	0.7275	72.75%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6018	60.18%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.9438	94.38%
Skin irritation	-	0.8277	82.77%
Skin corrosion	-	0.9535	95.35%
Ames mutagenesis	-	0.5337	53.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.8645	86.45%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	+	0.5034	50.34%
skin sensitisation	-	0.8763	87.63%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.8644	86.44%
Acute Oral Toxicity (c)	III	0.7317	73.17%
Estrogen receptor binding	+	0.7742	77.42%
Androgen receptor binding	+	0.8050	80.50%
Thyroid receptor binding	-	0.5487	54.87%
Glucocorticoid receptor binding	+	0.7126	71.26%
Aromatase binding	-	0.4846	48.46%
PPAR gamma	-	0.4850	48.50%
Honey bee toxicity	-	0.9180	91.80%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.7850	78.50%
Fish aquatic toxicity	+	0.9818	98.18%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.58%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	98.24%	96.77%
CHEMBL3060	Q9Y345	Glycine transporter 2	97.73%	99.17%
CHEMBL2581	P07339	Cathepsin D	97.29%	98.95%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	94.68%	89.62%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	94.17%	92.62%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	94.03%	92.08%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.55%	86.33%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	89.92%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.79%	96.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.30%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.71%	89.00%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	86.93%	80.78%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.09%	95.56%
CHEMBL4208	P20618	Proteasome component C5	84.81%	90.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.41%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.82%	90.71%
CHEMBL1907	P15144	Aminopeptidase N	81.78%	93.31%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.41%	99.23%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.27%	89.50%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	81.27%	82.38%
CHEMBL3492	P49721	Proteasome Macropain subunit	80.21%	90.24%

Plants that contains it

• Zanthoxylum integrifoliolum

Cross-Links

• PubChem: 71598516
• LOTUS: LTS0096563
• wikiData: Q105274992