Hadranthine A

Details

• Internal ID: 28fc367f-19c9-484c-be7f-72a5aad2f8af
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Benzoquinolines
• IUPAC Name: 4,8-dimethoxy-10-methyl-10,16-diazatetracyclo[7.7.1.02,7.013,17]heptadeca-1(16),2(7),3,5,8,13(17),14-heptaene-11,12-dione
• SMILES (Canonical): CN1C2=C(C3=C(C=C(C=C3)OC)C4=NC=CC(=C24)C(=O)C1=O)OC
• SMILES (Isomeric): CN1C2=C(C3=C(C=C(C=C3)OC)C4=NC=CC(=C24)C(=O)C1=O)OC
• InChI: InChI=1S/C18H14N2O4/c1-20-15-13-11(16(21)18(20)22)6-7-19-14(13)12-8-9(23-2)4-5-10(12)17(15)24-3/h4-8H,1-3H3
• InChI Key: VBXQWWHNFRKNSR-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₄N₂O₄
• Molecular Weight: 322.30 g/mol
• Exact Mass: 322.09535693 g/mol
• Topological Polar Surface Area (TPSA): 68.70 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.56
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• CHEMBL505831
• 4H-Naphtho[1,2,3-ij][2,7]naphthyridine-4,5(6H)-dione, 7,10-dimethoxy-6-methyl-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8873	88.73%
Caco-2	+	0.8093	80.93%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.7429	74.29%
Subcellular localzation	Mitochondria	0.5610	56.10%
OATP2B1 inhibitior	-	0.8529	85.29%
OATP1B1 inhibitior	+	0.9442	94.42%
OATP1B3 inhibitior	+	0.9483	94.83%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9814	98.14%
BSEP inhibitior	+	0.6066	60.66%
P-glycoprotein inhibitior	-	0.5651	56.51%
P-glycoprotein substrate	-	0.6091	60.91%
CYP3A4 substrate	+	0.5870	58.70%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8629	86.29%
CYP3A4 inhibition	+	0.5183	51.83%
CYP2C9 inhibition	-	0.7255	72.55%
CYP2C19 inhibition	-	0.9213	92.13%
CYP2D6 inhibition	-	0.9701	97.01%
CYP1A2 inhibition	-	0.5230	52.30%
CYP2C8 inhibition	-	0.7288	72.88%
CYP inhibitory promiscuity	-	0.5631	56.31%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5829	58.29%
Eye corrosion	-	0.9924	99.24%
Eye irritation	-	0.9032	90.32%
Skin irritation	-	0.8348	83.48%
Skin corrosion	-	0.9668	96.68%
Ames mutagenesis	+	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6463	64.63%
Micronuclear	+	0.7300	73.00%
Hepatotoxicity	-	0.5008	50.08%
skin sensitisation	-	0.9471	94.71%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.8247	82.47%
Acute Oral Toxicity (c)	III	0.6975	69.75%
Estrogen receptor binding	+	0.8632	86.32%
Androgen receptor binding	+	0.7169	71.69%
Thyroid receptor binding	+	0.6788	67.88%
Glucocorticoid receptor binding	+	0.9213	92.13%
Aromatase binding	+	0.8331	83.31%
PPAR gamma	+	0.7641	76.41%
Honey bee toxicity	-	0.8723	87.23%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.6608	66.08%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	99.32%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.28%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.03%	94.00%
CHEMBL2581	P07339	Cathepsin D	94.40%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.33%	96.09%
CHEMBL3192	Q9BY41	Histone deacetylase 8	92.59%	93.99%
CHEMBL1868	P17948	Vascular endothelial growth factor receptor 1	92.19%	96.47%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	91.04%	94.42%
CHEMBL2535	P11166	Glucose transporter	91.03%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.81%	89.00%
CHEMBL4208	P20618	Proteasome component C5	90.51%	90.00%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	89.66%	96.67%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.35%	85.14%
CHEMBL2056	P21728	Dopamine D1 receptor	89.26%	91.00%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	88.89%	92.67%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.87%	99.15%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	87.62%	93.65%
CHEMBL1907	P15144	Aminopeptidase N	87.36%	93.31%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	87.09%	96.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.39%	96.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.37%	96.77%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.79%	99.23%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	85.35%	95.83%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.92%	91.11%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	83.74%	95.53%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	82.53%	100.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.52%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.02%	86.33%

Plants that contains it

• Duguetia hadrantha

Cross-Links

• PubChem: 5276612
• LOTUS: LTS0271982
• wikiData: Q105283551