N-Methylflindersine

Details

• Internal ID: 384e9492-79d7-462a-b36b-984ec15204f8
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Quinolones and derivatives > Pyranoquinolines
• IUPAC Name: 2,2,6-trimethylpyrano[3,2-c]quinolin-5-one
• SMILES (Canonical): CC1(C=CC2=C(O1)C3=CC=CC=C3N(C2=O)C)C
• SMILES (Isomeric): CC1(C=CC2=C(O1)C3=CC=CC=C3N(C2=O)C)C
• InChI: InChI=1S/C15H15NO2/c1-15(2)9-8-11-13(18-15)10-6-4-5-7-12(10)16(3)14(11)17/h4-9H,1-3H3
• InChI Key: RJZFGBNKPOVCHQ-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₅NO₂
• Molecular Weight: 241.28 g/mol
• Exact Mass: 241.110278721 g/mol
• Topological Polar Surface Area (TPSA): 29.50 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.72
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• 50333-13-6
• 2,2,6-trimethylpyrano[3,2-c]quinolin-5-one
• MLS003171057
• 5H-Pyrano(3,2-c)quinolin-5-one, 2,6-dihydro-2,2,6-trimethyl-
• 2,2,6-Trimethyl-2H,5H-pyrano[3,2-c]quinolin-5-one
• BSN569UDJ0
• CHEBI:7315
• NSC 347659
• NSC-347659
• 2,6-Dihydro-2,2,6-trimethyl-5H-pyrano(3,2-c)quinolin-5-one
• 5H-Pyrano[3,2-c]quinolin-5-one, 2,6-dihydro-2,2,6-trimethyl-
• 2,2,6-Trimethyl-2H,5H-pyrano(3,2-c)quinolin-5-one
• UNII-BSN569UDJ0
• CHEMBL400130
• DTXSID40198374
• RJZFGBNKPOVCHQ-UHFFFAOYSA-N
• 2,2,6-Trimethyl-2,6-dihydro-5H-pyrano[3,2-c]quinoline-5-one
• NSC347659
• AKOS028108463
• MS-23418
• SMR001874966
• Q27107472
• 2,2,6-Trimethyl-2,6-dihydro-5H-pyrano[3,2-c]quinolin-5-one #
• 2,2,6-TRIMETHYL-2H,5H,6H-PYRANO[3,2-C]QUINOLIN-5-ONE

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9852	98.52%
Caco-2	+	0.8661	86.61%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	+	0.7143	71.43%
Subcellular localzation	Mitochondria	0.5991	59.91%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9347	93.47%
OATP1B3 inhibitior	+	0.9592	95.92%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.6204	62.04%
P-glycoprotein inhibitior	-	0.8446	84.46%
P-glycoprotein substrate	-	0.8104	81.04%
CYP3A4 substrate	+	0.6230	62.30%
CYP2C9 substrate	-	0.7941	79.41%
CYP2D6 substrate	-	0.8459	84.59%
CYP3A4 inhibition	-	0.8386	83.86%
CYP2C9 inhibition	-	0.7498	74.98%
CYP2C19 inhibition	+	0.6294	62.94%
CYP2D6 inhibition	-	0.9085	90.85%
CYP1A2 inhibition	+	0.8243	82.43%
CYP2C8 inhibition	-	0.9208	92.08%
CYP inhibitory promiscuity	-	0.5431	54.31%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Danger	0.4939	49.39%
Eye corrosion	-	0.9887	98.87%
Eye irritation	+	0.6908	69.08%
Skin irritation	-	0.8275	82.75%
Skin corrosion	-	0.9402	94.02%
Ames mutagenesis	+	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6472	64.72%
Micronuclear	+	0.6600	66.00%
Hepatotoxicity	+	0.6800	68.00%
skin sensitisation	-	0.8311	83.11%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.5702	57.02%
Acute Oral Toxicity (c)	III	0.6400	64.00%
Estrogen receptor binding	+	0.8897	88.97%
Androgen receptor binding	+	0.5503	55.03%
Thyroid receptor binding	+	0.5925	59.25%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	+	0.5463	54.63%
PPAR gamma	-	0.5134	51.34%
Honey bee toxicity	-	0.8579	85.79%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6800	68.00%
Fish aquatic toxicity	+	0.7001	70.01%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.66%	95.56%
CHEMBL2581	P07339	Cathepsin D	95.56%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.15%	89.00%
CHEMBL255	P29275	Adenosine A2b receptor	89.99%	98.59%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	89.72%	85.94%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.59%	85.14%
CHEMBL3192	Q9BY41	Histone deacetylase 8	88.76%	93.99%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.92%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	86.81%	91.49%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.52%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	83.79%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.21%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.17%	94.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.99%	91.11%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	81.59%	93.65%

Plants that contains it

• Adiscanthus fusciflorus
• Andreadoxa flava
• Conchocarpus guyanensis
• Dictamnus albus
• Euxylophora paraensis
• Hortia superba
• Melicope denhamii
• Melicope pteleifolia
• Orixa japonica
• Phellodendron amurense
• Phellodendron chinense
• Stephania tetrandra
• Toddalia asiatica
• Zanthoxylum beecheyanum
• Zanthoxylum integrifoliolum
• Zanthoxylum nitidum
• Zanthoxylum schinifolium
• Zanthoxylum simulans
• Zanthoxylum wutaiense

Cross-Links

• PubChem: 72819
• NPASS: NPC231382
• ChEMBL: CHEMBL400130
• LOTUS: LTS0124269
• wikiData: Q27107472