17-Methoxy-5,7-dioxa-21-azapentacyclo[11.8.0.03,11.04,8.014,19]henicosa-3(11),4(8),9,14,16,18-hexaen-16-ol

Details

• Internal ID: ba01b864-d157-414f-85f2-f2ba3a7a6bac
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Benzoquinolines > Phenanthridines and derivatives
• IUPAC Name: 17-methoxy-5,7-dioxa-21-azapentacyclo[11.8.0.03,11.04,8.014,19]henicosa-3(11),4(8),9,14,16,18-hexaen-16-ol
• SMILES (Canonical): COC1=C(C=C2C3CC4=C(CC3NCC2=C1)C5=C(C=C4)OCO5)O
• SMILES (Isomeric): COC1=C(C=C2C3CC4=C(CC3NCC2=C1)C5=C(C=C4)OCO5)O
• InChI: InChI=1S/C19H19NO4/c1-22-18-5-11-8-20-15-6-13-10(2-3-17-19(13)24-9-23-17)4-14(15)12(11)7-16(18)21/h2-3,5,7,14-15,20-21H,4,6,8-9H2,1H3
• InChI Key: GXFZPZAWQYQWSW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₉NO₄
• Molecular Weight: 325.40 g/mol
• Exact Mass: 325.13140809 g/mol
• Topological Polar Surface Area (TPSA): 60.00 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.48
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9851	98.51%
Caco-2	+	0.7216	72.16%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.4076	40.76%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8919	89.19%
OATP1B3 inhibitior	+	0.9542	95.42%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.8077	80.77%
P-glycoprotein inhibitior	-	0.5952	59.52%
P-glycoprotein substrate	-	0.5512	55.12%
CYP3A4 substrate	+	0.6148	61.48%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.6188	61.88%
CYP3A4 inhibition	+	0.5742	57.42%
CYP2C9 inhibition	-	0.8057	80.57%
CYP2C19 inhibition	-	0.5193	51.93%
CYP2D6 inhibition	+	0.7118	71.18%
CYP1A2 inhibition	+	0.5650	56.50%
CYP2C8 inhibition	+	0.6686	66.86%
CYP inhibitory promiscuity	-	0.5239	52.39%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6051	60.51%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9466	94.66%
Skin irritation	-	0.7336	73.36%
Skin corrosion	-	0.9366	93.66%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6660	66.60%
Micronuclear	+	0.6700	67.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.8239	82.39%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.5546	55.46%
Acute Oral Toxicity (c)	III	0.6307	63.07%
Estrogen receptor binding	+	0.7806	78.06%
Androgen receptor binding	-	0.5214	52.14%
Thyroid receptor binding	+	0.7104	71.04%
Glucocorticoid receptor binding	+	0.6028	60.28%
Aromatase binding	-	0.6485	64.85%
PPAR gamma	+	0.7392	73.92%
Honey bee toxicity	-	0.7784	77.84%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6451	64.51%
Fish aquatic toxicity	-	0.4004	40.04%

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	98.48%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.54%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	96.00%	96.77%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	93.82%	82.67%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	93.67%	91.79%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.25%	94.45%
CHEMBL241	Q14432	Phosphodiesterase 3A	92.86%	92.94%
CHEMBL2581	P07339	Cathepsin D	92.54%	98.95%
CHEMBL2535	P11166	Glucose transporter	89.53%	98.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.38%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.44%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.49%	92.62%
CHEMBL3192	Q9BY41	Histone deacetylase 8	87.22%	93.99%
CHEMBL3438	Q05513	Protein kinase C zeta	87.19%	88.48%
CHEMBL4630	O14757	Serine/threonine-protein kinase Chk1	86.23%	97.03%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.82%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.80%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.55%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.39%	86.33%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	85.28%	89.62%
CHEMBL4208	P20618	Proteasome component C5	84.80%	90.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.56%	100.00%
CHEMBL5903	Q04771	Activin receptor type-1	83.92%	89.93%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	83.74%	96.39%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	82.57%	93.40%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	82.43%	96.86%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	82.27%	94.80%
CHEMBL2179	P04062	Beta-glucocerebrosidase	82.03%	85.31%
CHEMBL5747	Q92793	CREB-binding protein	81.98%	95.12%
CHEMBL2056	P21728	Dopamine D1 receptor	81.55%	91.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.72%	89.50%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	80.53%	95.78%

Plants that contains it

• Argemone ochroleuca

Cross-Links

• PubChem: 162918870
• LOTUS: LTS0030263
• wikiData: Q105023054