4,15-dihydroxy-16-methoxy-10-azatetracyclo[7.7.1.02,7.013,17]heptadeca-1,3,5,7,9(17),13,15-heptaene-11,12-dione

Details

• Internal ID: db7a5604-6699-4200-ba22-77539ab734e3
• Taxonomy: Alkaloids and derivatives > Aporphines > 4,5-dioxoaporphines
• IUPAC Name: 4,15-dihydroxy-16-methoxy-10-azatetracyclo[7.7.1.02,7.013,17]heptadeca-1,3,5,7,9(17),13,15-heptaene-11,12-dione
• SMILES (Canonical): COC1=C(C=C2C3=C(C=C4C=CC(=CC4=C31)O)NC(=O)C2=O)O
• SMILES (Isomeric): COC1=C(C=C2C3=C(C=C4C=CC(=CC4=C31)O)NC(=O)C2=O)O
• InChI: InChI=1S/C17H11NO5/c1-23-16-12(20)6-10-13-11(18-17(22)15(10)21)4-7-2-3-8(19)5-9(7)14(13)16/h2-6,19-20H,1H3,(H,18,22)
• InChI Key: YXVSIEDZVXDJBA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₁NO₅
• Molecular Weight: 309.27 g/mol
• Exact Mass: 309.06372245 g/mol
• Topological Polar Surface Area (TPSA): 95.90 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.55
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9421	94.21%
Caco-2	+	0.5533	55.33%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6469	64.69%
OATP2B1 inhibitior	-	0.7137	71.37%
OATP1B1 inhibitior	+	0.8652	86.52%
OATP1B3 inhibitior	+	0.9660	96.60%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.6010	60.10%
P-glycoprotein inhibitior	-	0.8948	89.48%
P-glycoprotein substrate	-	0.7594	75.94%
CYP3A4 substrate	+	0.5640	56.40%
CYP2C9 substrate	-	0.8086	80.86%
CYP2D6 substrate	-	0.8230	82.30%
CYP3A4 inhibition	-	0.8772	87.72%
CYP2C9 inhibition	-	0.8346	83.46%
CYP2C19 inhibition	-	0.9462	94.62%
CYP2D6 inhibition	-	0.9257	92.57%
CYP1A2 inhibition	+	0.7180	71.80%
CYP2C8 inhibition	-	0.5771	57.71%
CYP inhibitory promiscuity	-	0.8292	82.92%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6570	65.70%
Eye corrosion	-	0.9948	99.48%
Eye irritation	-	0.7471	74.71%
Skin irritation	-	0.8414	84.14%
Skin corrosion	-	0.9743	97.43%
Ames mutagenesis	+	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7795	77.95%
Micronuclear	+	0.8100	81.00%
Hepatotoxicity	+	0.5803	58.03%
skin sensitisation	-	0.9628	96.28%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.6645	66.45%
Acute Oral Toxicity (c)	III	0.6650	66.50%
Estrogen receptor binding	+	0.7742	77.42%
Androgen receptor binding	+	0.7067	70.67%
Thyroid receptor binding	-	0.5970	59.70%
Glucocorticoid receptor binding	+	0.7919	79.19%
Aromatase binding	+	0.6818	68.18%
PPAR gamma	+	0.7127	71.27%
Honey bee toxicity	-	0.8884	88.84%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	-	0.4607	46.07%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.65%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.33%	94.00%
CHEMBL1937	Q92769	Histone deacetylase 2	95.30%	94.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.40%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.01%	94.45%
CHEMBL2581	P07339	Cathepsin D	93.61%	98.95%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	90.98%	91.71%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.16%	99.15%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.42%	99.23%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	88.69%	80.78%
CHEMBL1907	P15144	Aminopeptidase N	88.16%	93.31%
CHEMBL2535	P11166	Glucose transporter	87.81%	98.75%
CHEMBL242	Q92731	Estrogen receptor beta	86.38%	98.35%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.63%	96.09%
CHEMBL4208	P20618	Proteasome component C5	85.62%	90.00%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	85.00%	94.97%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	84.64%	93.03%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	83.76%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.42%	86.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.44%	92.94%
CHEMBL3401	O75469	Pregnane X receptor	81.85%	94.73%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	81.34%	96.67%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.76%	89.62%
CHEMBL4581	P52732	Kinesin-like protein 1	80.23%	93.18%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.08%	89.00%

Plants that contains it

• Aristolochia kaempferi
• Aristolochia mollissima

Cross-Links

• PubChem: 10709985
• LOTUS: LTS0191014
• wikiData: Q105368228