2-(4,8-Dimethylnona-3,7-dienyl)-2,5-dimethyl-6-oxidopyrano[3,2-c]quinolin-6-ium

Details

• Internal ID: 875c6d77-a868-4973-bcd7-f2f8b3074c2d
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Quinolones and derivatives > Pyranoquinolines
• IUPAC Name: 2-(4,8-dimethylnona-3,7-dienyl)-2,5-dimethyl-6-oxidopyrano[3,2-c]quinolin-6-ium
• SMILES (Canonical): CC1=[N+](C2=CC=CC=C2C3=C1C=CC(O3)(C)CCC=C(C)CCC=C(C)C)[O-]
• SMILES (Isomeric): CC1=[N+](C2=CC=CC=C2C3=C1C=CC(O3)(C)CCC=C(C)CCC=C(C)C)[O-]
• InChI: InChI=1S/C25H31NO2/c1-18(2)10-8-11-19(3)12-9-16-25(5)17-15-21-20(4)26(27)23-14-7-6-13-22(23)24(21)28-25/h6-7,10,12-15,17H,8-9,11,16H2,1-5H3
• InChI Key: YNMVECHVPFDYKT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₁NO₂
• Molecular Weight: 377.50 g/mol
• Exact Mass: 377.235479232 g/mol
• Topological Polar Surface Area (TPSA): 34.70 Ų
• XlogP: 6.30
• Atomic LogP (AlogP): 6.42
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9675	96.75%
Caco-2	+	0.5979	59.79%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5404	54.04%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8150	81.50%
OATP1B3 inhibitior	+	0.9372	93.72%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.9788	97.88%
P-glycoprotein inhibitior	+	0.7962	79.62%
P-glycoprotein substrate	-	0.6054	60.54%
CYP3A4 substrate	+	0.6534	65.34%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.7914	79.14%
CYP3A4 inhibition	-	0.6426	64.26%
CYP2C9 inhibition	-	0.7856	78.56%
CYP2C19 inhibition	-	0.6318	63.18%
CYP2D6 inhibition	-	0.8045	80.45%
CYP1A2 inhibition	-	0.6370	63.70%
CYP2C8 inhibition	+	0.5858	58.58%
CYP inhibitory promiscuity	+	0.5397	53.97%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8100	81.00%
Carcinogenicity (trinary)	Non-required	0.5180	51.80%
Eye corrosion	-	0.9826	98.26%
Eye irritation	-	0.8927	89.27%
Skin irritation	-	0.7822	78.22%
Skin corrosion	-	0.9147	91.47%
Ames mutagenesis	-	0.5454	54.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.9293	92.93%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.7895	78.95%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.7053	70.53%
Nephrotoxicity	-	0.6045	60.45%
Acute Oral Toxicity (c)	III	0.6243	62.43%
Estrogen receptor binding	+	0.8395	83.95%
Androgen receptor binding	-	0.5094	50.94%
Thyroid receptor binding	+	0.8168	81.68%
Glucocorticoid receptor binding	+	0.7439	74.39%
Aromatase binding	+	0.8126	81.26%
PPAR gamma	+	0.8239	82.39%
Honey bee toxicity	-	0.7569	75.69%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.6900	69.00%
Fish aquatic toxicity	+	0.9843	98.43%

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	98.51%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	96.94%	94.73%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	94.50%	92.08%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.82%	95.56%
CHEMBL2581	P07339	Cathepsin D	90.21%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.74%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	87.42%	90.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.98%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.69%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.64%	99.17%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	81.71%	85.30%
CHEMBL3902	P09211	Glutathione S-transferase Pi	81.40%	93.81%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163191233
• LOTUS: LTS0147713
• wikiData: Q105351013