4-Methoxy-9-azatetracyclo[7.5.2.01,10.02,7]hexadeca-2,4,6,13-tetraene-5,12-diol

Details

• Internal ID: 3e722a6e-7807-484b-90c0-4e3ae14d6ccf
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Benzoquinolines > Phenanthridines and derivatives
• IUPAC Name: 4-methoxy-9-azatetracyclo[7.5.2.01,10.02,7]hexadeca-2,4,6,13-tetraene-5,12-diol
• SMILES (Canonical): COC1=C(C=C2CN3CCC4(C3CC(C=C4)O)C2=C1)O
• SMILES (Isomeric): COC1=C(C=C2CN3CCC4(C3CC(C=C4)O)C2=C1)O
• InChI: InChI=1S/C16H19NO3/c1-20-14-8-12-10(6-13(14)19)9-17-5-4-16(12)3-2-11(18)7-15(16)17/h2-3,6,8,11,15,18-19H,4-5,7,9H2,1H3
• InChI Key: TZTBAJFJEZRQCV-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₉NO₃
• Molecular Weight: 273.33 g/mol
• Exact Mass: 273.13649347 g/mol
• Topological Polar Surface Area (TPSA): 52.90 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.55
• H-Bond Acceptor: 4
• 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	+	0.9852	98.52%
Caco-2	+	0.8259	82.59%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7081	70.81%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9266	92.66%
OATP1B3 inhibitior	+	0.9561	95.61%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.5500	55.00%
BSEP inhibitior	-	0.5136	51.36%
P-glycoprotein inhibitior	-	0.9278	92.78%
P-glycoprotein substrate	+	0.5474	54.74%
CYP3A4 substrate	+	0.6170	61.70%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.6703	67.03%
CYP3A4 inhibition	-	0.7525	75.25%
CYP2C9 inhibition	-	0.8723	87.23%
CYP2C19 inhibition	-	0.5994	59.94%
CYP2D6 inhibition	+	0.6838	68.38%
CYP1A2 inhibition	-	0.7611	76.11%
CYP2C8 inhibition	-	0.8006	80.06%
CYP inhibitory promiscuity	-	0.7794	77.94%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5381	53.81%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9695	96.95%
Skin irritation	-	0.7488	74.88%
Skin corrosion	-	0.9259	92.59%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6867	68.67%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	-	0.5352	53.52%
skin sensitisation	-	0.8303	83.03%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.9875	98.75%
Nephrotoxicity	-	0.6159	61.59%
Acute Oral Toxicity (c)	III	0.4755	47.55%
Estrogen receptor binding	-	0.5191	51.91%
Androgen receptor binding	-	0.5727	57.27%
Thyroid receptor binding	+	0.5660	56.60%
Glucocorticoid receptor binding	+	0.7040	70.40%
Aromatase binding	-	0.6585	65.85%
PPAR gamma	-	0.6197	61.97%
Honey bee toxicity	-	0.7459	74.59%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	-	0.5653	56.53%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.03%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.30%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.00%	85.14%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	93.30%	91.03%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	92.67%	91.79%
CHEMBL241	Q14432	Phosphodiesterase 3A	91.08%	92.94%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.69%	86.33%
CHEMBL4208	P20618	Proteasome component C5	89.40%	90.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	89.39%	89.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.04%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.91%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.24%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.02%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.36%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.10%	97.25%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	81.78%	82.38%
CHEMBL217	P14416	Dopamine D2 receptor	81.60%	95.62%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.76%	94.45%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.40%	97.14%
CHEMBL5747	Q92793	CREB-binding protein	80.34%	95.12%

Plants that contains it

• Crinum asiaticum
• Crinum kirkii
• Crinum macowanii
• Hippeastrum papilio
• Hosta plantaginea
• Hymenocallis littoralis
• Hymenocallis rotata
• Pancratium canariense
• Pancratium sickenbergeri
• Sprekelia formosissima

Cross-Links

• PubChem: 494912
• LOTUS: LTS0063001
• wikiData: Q105268380