15,16-Dihydroxy-3,5-dioxa-11-azapentacyclo[10.7.1.02,6.08,20.014,19]icosa-1(20),2(6),7,9,11,14(19),15,17-octaen-13-one

Details

• Internal ID: e2af84e8-c924-4d1f-9e72-6df7b182ffe7
• Taxonomy: Alkaloids and derivatives > Aporphines
• IUPAC Name: 15,16-dihydroxy-3,5-dioxa-11-azapentacyclo[10.7.1.02,6.08,20.014,19]icosa-1(20),2(6),7,9,11,14(19),15,17-octaen-13-one
• SMILES (Canonical): C1OC2=C(O1)C3=C4C(=C2)C=CN=C4C(=O)C5=C3C=CC(=C5O)O
• SMILES (Isomeric): C1OC2=C(O1)C3=C4C(=C2)C=CN=C4C(=O)C5=C3C=CC(=C5O)O
• InChI: InChI=1S/C17H9NO5/c19-9-2-1-8-12-11-7(5-10-17(12)23-6-22-10)3-4-18-14(11)16(21)13(8)15(9)20/h1-5,19-20H,6H2
• InChI Key: XTAHZWVAAGNRNN-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₉NO₅
• Molecular Weight: 307.26 g/mol
• Exact Mass: 307.04807239 g/mol
• Topological Polar Surface Area (TPSA): 88.90 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 2.59
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9520	95.20%
Caco-2	-	0.7236	72.36%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.5544	55.44%
OATP2B1 inhibitior	-	0.7120	71.20%
OATP1B1 inhibitior	+	0.9309	93.09%
OATP1B3 inhibitior	+	0.9447	94.47%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.6283	62.83%
P-glycoprotein inhibitior	-	0.8692	86.92%
P-glycoprotein substrate	-	0.8440	84.40%
CYP3A4 substrate	+	0.5326	53.26%
CYP2C9 substrate	-	0.8116	81.16%
CYP2D6 substrate	-	0.8637	86.37%
CYP3A4 inhibition	-	0.6292	62.92%
CYP2C9 inhibition	-	0.8957	89.57%
CYP2C19 inhibition	-	0.7726	77.26%
CYP2D6 inhibition	-	0.8054	80.54%
CYP1A2 inhibition	+	0.8566	85.66%
CYP2C8 inhibition	+	0.5163	51.63%
CYP inhibitory promiscuity	-	0.6848	68.48%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6551	65.51%
Eye corrosion	-	0.9923	99.23%
Eye irritation	+	0.7247	72.47%
Skin irritation	-	0.7463	74.63%
Skin corrosion	-	0.9565	95.65%
Ames mutagenesis	+	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8028	80.28%
Micronuclear	+	0.8274	82.74%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	-	0.7827	78.27%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.5373	53.73%
Acute Oral Toxicity (c)	III	0.4995	49.95%
Estrogen receptor binding	+	0.7904	79.04%
Androgen receptor binding	+	0.7121	71.21%
Thyroid receptor binding	+	0.6477	64.77%
Glucocorticoid receptor binding	+	0.8558	85.58%
Aromatase binding	+	0.7366	73.66%
PPAR gamma	+	0.8717	87.17%
Honey bee toxicity	-	0.8599	85.99%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.6647	66.47%

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	99.38%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.89%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.78%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.39%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	94.77%	99.15%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	94.02%	93.10%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	92.36%	96.77%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	91.57%	96.67%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.11%	99.23%
CHEMBL2581	P07339	Cathepsin D	90.89%	98.95%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	89.30%	94.42%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	88.63%	82.67%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	88.33%	96.00%
CHEMBL2708	Q16584	Mitogen-activated protein kinase kinase kinase 11	88.20%	81.14%
CHEMBL3401	O75469	Pregnane X receptor	86.44%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.13%	86.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.73%	90.71%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	85.62%	80.96%
CHEMBL3038469	P24941	CDK2/Cyclin A	83.26%	91.38%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	81.93%	83.10%
CHEMBL2292	Q13627	Dual-specificity tyrosine-phosphorylation regulated kinase 1A	81.60%	93.24%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.27%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.54%	95.56%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	80.37%	96.69%
CHEMBL1929	P47989	Xanthine dehydrogenase	80.29%	96.12%
CHEMBL308	P06493	Cyclin-dependent kinase 1	80.18%	91.73%

Plants that contains it

• Fissistigma glaucescens

Cross-Links

• PubChem: 162954576
• LOTUS: LTS0164065
• wikiData: Q105341407