(1S,4S,5S,14R)-5-methoxy-13-methyl-6-oxa-13-azapentacyclo[8.6.2.11,5.07,17.014,18]nonadeca-7,9,17-triene-4,8-diol

Details

• Internal ID: 72f8b617-1965-4d73-b033-588650194042
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Chromenopyridines
• IUPAC Name: (1S,4S,5S,14R)-5-methoxy-13-methyl-6-oxa-13-azapentacyclo[8.6.2.11,5.07,17.014,18]nonadeca-7,9,17-triene-4,8-diol
• SMILES (Canonical): CN1CCC2=CC(=C3C4=C2C1CCC45CCC(C(C5)(O3)OC)O)O
• SMILES (Isomeric): CN1CCC2=CC(=C3C4=C2[C@H]1CC[C@@]45CC[C@@H]([C@](C5)(O3)OC)O)O
• InChI: InChI=1S/C19H25NO4/c1-20-8-5-11-9-13(21)17-16-15(11)12(20)3-6-18(16)7-4-14(22)19(10-18,23-2)24-17/h9,12,14,21-22H,3-8,10H2,1-2H3/t12-,14+,18+,19+/m1/s1
• InChI Key: FKUISVKPMQSWTN-GPDMMJAESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₅NO₄
• Molecular Weight: 331.40 g/mol
• Exact Mass: 331.17835828 g/mol
• Topological Polar Surface Area (TPSA): 62.20 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.23
• 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	+	0.8606	86.06%
Caco-2	+	0.7321	73.21%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Lysosomes	0.5652	56.52%
OATP2B1 inhibitior	-	0.8601	86.01%
OATP1B1 inhibitior	+	0.9210	92.10%
OATP1B3 inhibitior	+	0.9273	92.73%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7349	73.49%
BSEP inhibitior	-	0.6664	66.64%
P-glycoprotein inhibitior	-	0.9276	92.76%
P-glycoprotein substrate	+	0.5108	51.08%
CYP3A4 substrate	+	0.6844	68.44%
CYP2C9 substrate	-	0.8060	80.60%
CYP2D6 substrate	+	0.5123	51.23%
CYP3A4 inhibition	-	0.8496	84.96%
CYP2C9 inhibition	-	0.9096	90.96%
CYP2C19 inhibition	-	0.7514	75.14%
CYP2D6 inhibition	-	0.6332	63.32%
CYP1A2 inhibition	-	0.8119	81.19%
CYP2C8 inhibition	-	0.7630	76.30%
CYP inhibitory promiscuity	-	0.9749	97.49%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6464	64.64%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.9702	97.02%
Skin irritation	-	0.7768	77.68%
Skin corrosion	-	0.9438	94.38%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7597	75.97%
Micronuclear	-	0.5400	54.00%
Hepatotoxicity	-	0.7530	75.30%
skin sensitisation	-	0.8615	86.15%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.8360	83.60%
Acute Oral Toxicity (c)	II	0.5381	53.81%
Estrogen receptor binding	+	0.7044	70.44%
Androgen receptor binding	+	0.7176	71.76%
Thyroid receptor binding	+	0.6165	61.65%
Glucocorticoid receptor binding	+	0.8494	84.94%
Aromatase binding	-	0.5302	53.02%
PPAR gamma	+	0.5883	58.83%
Honey bee toxicity	-	0.7993	79.93%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.7778	77.78%

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	98.88%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	96.75%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.23%	91.11%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	95.07%	93.40%
CHEMBL2581	P07339	Cathepsin D	92.42%	98.95%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	91.90%	91.03%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.55%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.57%	95.89%
CHEMBL5203	P33316	dUTP pyrophosphatase	89.33%	99.18%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.96%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.34%	92.94%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.08%	89.00%
CHEMBL233	P35372	Mu opioid receptor	86.74%	97.93%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	86.28%	91.79%
CHEMBL2730	P21980	Protein-glutamine gamma-glutamyltransferase	85.24%	92.38%
CHEMBL2056	P21728	Dopamine D1 receptor	84.29%	91.00%
CHEMBL238	Q01959	Dopamine transporter	84.28%	95.88%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	83.75%	90.24%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.14%	93.04%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.13%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.06%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.99%	90.71%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.78%	92.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.49%	86.33%

Plants that contains it

• Colchicum kesselringii

Cross-Links

• PubChem: 163012967
• LOTUS: LTS0051042
• wikiData: Q104996801