5,8-Dimethoxy-13-methyl-6-oxa-13-azapentacyclo[8.6.2.11,5.07,17.014,18]nonadeca-7,9,17-trien-4-ol

Details

• Internal ID: e1dc0cf9-f03c-44c6-9559-8d52662ef04a
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Chromenopyridines
• IUPAC Name: 5,8-dimethoxy-13-methyl-6-oxa-13-azapentacyclo[8.6.2.11,5.07,17.014,18]nonadeca-7,9,17-trien-4-ol
• SMILES (Canonical): CN1CCC2=CC(=C3C4=C2C1CCC45CCC(C(C5)(O3)OC)O)OC
• SMILES (Isomeric): CN1CCC2=CC(=C3C4=C2C1CCC45CCC(C(C5)(O3)OC)O)OC
• InChI: InChI=1S/C20H27NO4/c1-21-9-6-12-10-14(23-2)18-17-16(12)13(21)4-7-19(17)8-5-15(22)20(11-19,24-3)25-18/h10,13,15,22H,4-9,11H2,1-3H3
• InChI Key: JRMXTGFHRNPHMT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₇NO₄
• Molecular Weight: 345.40 g/mol
• Exact Mass: 345.19400834 g/mol
• Topological Polar Surface Area (TPSA): 51.20 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.54
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9293	92.93%
Caco-2	+	0.8615	86.15%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Lysosomes	0.6038	60.38%
OATP2B1 inhibitior	-	0.8616	86.16%
OATP1B1 inhibitior	+	0.9346	93.46%
OATP1B3 inhibitior	+	0.9223	92.23%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6849	68.49%
BSEP inhibitior	-	0.5258	52.58%
P-glycoprotein inhibitior	-	0.8545	85.45%
P-glycoprotein substrate	+	0.5648	56.48%
CYP3A4 substrate	+	0.6952	69.52%
CYP2C9 substrate	-	0.8007	80.07%
CYP2D6 substrate	+	0.5753	57.53%
CYP3A4 inhibition	-	0.7674	76.74%
CYP2C9 inhibition	-	0.8961	89.61%
CYP2C19 inhibition	-	0.7957	79.57%
CYP2D6 inhibition	-	0.5055	50.55%
CYP1A2 inhibition	-	0.8641	86.41%
CYP2C8 inhibition	-	0.7616	76.16%
CYP inhibitory promiscuity	-	0.9839	98.39%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6567	65.67%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.9864	98.64%
Skin irritation	-	0.7840	78.40%
Skin corrosion	-	0.9437	94.37%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6335	63.35%
Micronuclear	-	0.6100	61.00%
Hepatotoxicity	-	0.7572	75.72%
skin sensitisation	-	0.8670	86.70%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.8167	81.67%
Acute Oral Toxicity (c)	II	0.4515	45.15%
Estrogen receptor binding	+	0.7187	71.87%
Androgen receptor binding	+	0.7069	70.69%
Thyroid receptor binding	+	0.6312	63.12%
Glucocorticoid receptor binding	+	0.8358	83.58%
Aromatase binding	-	0.5231	52.31%
PPAR gamma	+	0.6055	60.55%
Honey bee toxicity	-	0.7906	79.06%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.7272	72.72%

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	99.28%	96.09%
CHEMBL5203	P33316	dUTP pyrophosphatase	91.61%	99.18%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.33%	95.89%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	90.78%	91.03%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.08%	95.56%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.99%	92.94%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.74%	85.14%
CHEMBL2581	P07339	Cathepsin D	87.46%	98.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.41%	95.89%
CHEMBL2730	P21980	Protein-glutamine gamma-glutamyltransferase	86.95%	92.38%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.50%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.27%	97.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.03%	92.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.35%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.65%	89.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.39%	97.14%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	84.38%	82.38%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	84.12%	90.24%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	83.12%	93.40%
CHEMBL2056	P21728	Dopamine D1 receptor	82.93%	91.00%
CHEMBL1871	P10275	Androgen Receptor	82.44%	96.43%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	81.31%	95.78%
CHEMBL5555	O00767	Acyl-CoA desaturase	81.00%	97.50%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	80.80%	96.38%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.78%	93.04%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.09%	90.71%

Plants that contains it

• Colchicum robustum

Cross-Links

• PubChem: 21853257
• LOTUS: LTS0015227
• wikiData: Q105134001