6,14,15-Trimethoxy-10-azatetracyclo[7.6.1.02,7.012,16]hexadeca-1,3,5,7,9(16),12,14-heptaen-11-one

Details

• Internal ID: a404d771-9b03-45d2-b50b-9f6395e72527
• Taxonomy: Alkaloids and derivatives > Aristolactams
• IUPAC Name: 6,14,15-trimethoxy-10-azatetracyclo[7.6.1.02,7.012,16]hexadeca-1,3,5,7,9(16),12,14-heptaen-11-one
• SMILES (Canonical): COC1=CC=CC2=C3C4=C(C=C21)NC(=O)C4=CC(=C3OC)OC
• SMILES (Isomeric): COC1=CC=CC2=C3C4=C(C=C21)NC(=O)C4=CC(=C3OC)OC
• InChI: InChI=1S/C18H15NO4/c1-21-13-6-4-5-9-10(13)7-12-15-11(18(20)19-12)8-14(22-2)17(23-3)16(9)15/h4-8H,1-3H3,(H,19,20)
• InChI Key: DCWZBQMWCAMEEF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₅NO₄
• Molecular Weight: 309.30 g/mol
• Exact Mass: 309.10010796 g/mol
• Topological Polar Surface Area (TPSA): 56.80 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.58
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

• 7688-86-0

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9958	99.58%
Caco-2	+	0.9164	91.64%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.7857	78.57%
Subcellular localzation	Mitochondria	0.5909	59.09%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9483	94.83%
OATP1B3 inhibitior	+	0.9586	95.86%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.7980	79.80%
P-glycoprotein inhibitior	-	0.5635	56.35%
P-glycoprotein substrate	-	0.7254	72.54%
CYP3A4 substrate	+	0.6241	62.41%
CYP2C9 substrate	-	0.8100	81.00%
CYP2D6 substrate	-	0.8274	82.74%
CYP3A4 inhibition	+	0.7191	71.91%
CYP2C9 inhibition	-	0.7395	73.95%
CYP2C19 inhibition	-	0.8245	82.45%
CYP2D6 inhibition	-	0.9243	92.43%
CYP1A2 inhibition	+	0.9454	94.54%
CYP2C8 inhibition	+	0.4652	46.52%
CYP inhibitory promiscuity	+	0.7844	78.44%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.4181	41.81%
Eye corrosion	-	0.9918	99.18%
Eye irritation	+	0.6428	64.28%
Skin irritation	-	0.8519	85.19%
Skin corrosion	-	0.9792	97.92%
Ames mutagenesis	+	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6533	65.33%
Micronuclear	+	0.7659	76.59%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.9528	95.28%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	-	0.7250	72.50%
Nephrotoxicity	+	0.5212	52.12%
Acute Oral Toxicity (c)	II	0.4509	45.09%
Estrogen receptor binding	+	0.8931	89.31%
Androgen receptor binding	+	0.6740	67.40%
Thyroid receptor binding	+	0.6795	67.95%
Glucocorticoid receptor binding	+	0.8937	89.37%
Aromatase binding	+	0.7773	77.73%
PPAR gamma	+	0.7214	72.14%
Honey bee toxicity	-	0.8055	80.55%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.6600	66.00%
Fish aquatic toxicity	+	0.8643	86.43%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.60%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.76%	91.11%
CHEMBL2535	P11166	Glucose transporter	94.70%	98.75%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.79%	94.00%
CHEMBL1907	P15144	Aminopeptidase N	92.33%	93.31%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.89%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.34%	86.33%
CHEMBL4302	P08183	P-glycoprotein 1	90.37%	92.98%
CHEMBL2581	P07339	Cathepsin D	89.37%	98.95%
CHEMBL3192	Q9BY41	Histone deacetylase 8	89.33%	93.99%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.82%	94.45%
CHEMBL1937	Q92769	Histone deacetylase 2	87.99%	94.75%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.87%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.54%	89.00%
CHEMBL1868	P17948	Vascular endothelial growth factor receptor 1	84.52%	96.47%
CHEMBL1255126	O15151	Protein Mdm4	82.86%	90.20%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.78%	96.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	82.35%	93.03%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	82.23%	96.67%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.74%	94.80%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	80.78%	100.00%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	80.58%	94.03%
CHEMBL4208	P20618	Proteasome component C5	80.38%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.03%	99.23%

Plants that contains it

• Aristolochia argentina
• Aristolochia taliscana
• Dasymaschalon dasymaschalum
• Goniothalamus griffithii
• Goniothalamus sesquipedalis
• Uvaria littoralis

Cross-Links

• PubChem: 10859838
• LOTUS: LTS0222032
• wikiData: Q104249882