N-methyisopiline

Details

• Internal ID: 0a89c39e-6e25-48ec-90d9-e3b2f2a2ff41
• Taxonomy: Alkaloids and derivatives > Aporphines
• IUPAC Name: (6aR)-2,3-dimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-1-ol
• SMILES (Canonical): CN1CCC2=C3C1CC4=CC=CC=C4C3=C(C(=C2OC)OC)O
• SMILES (Isomeric): CN1CCC2=C3[C@H]1CC4=CC=CC=C4C3=C(C(=C2OC)OC)O
• InChI: InChI=1S/C19H21NO3/c1-20-9-8-13-15-14(20)10-11-6-4-5-7-12(11)16(15)17(21)19(23-3)18(13)22-2/h4-7,14,21H,8-10H2,1-3H3/t14-/m1/s1
• InChI Key: BIIHCZLUQVXIQY-CQSZACIVSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₁NO₃
• Molecular Weight: 311.40 g/mol
• Exact Mass: 311.15214353 g/mol
• Topological Polar Surface Area (TPSA): 41.90 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.16
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• CHEMBL519236
• BDBM50292448

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9506	95.06%
Caco-2	+	0.9219	92.19%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.5907	59.07%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8860	88.60%
OATP1B3 inhibitior	+	0.9501	95.01%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	+	0.6000	60.00%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	-	0.8490	84.90%
P-glycoprotein substrate	-	0.6460	64.60%
CYP3A4 substrate	+	0.6447	64.47%
CYP2C9 substrate	+	0.7825	78.25%
CYP2D6 substrate	+	0.8432	84.32%
CYP3A4 inhibition	-	0.9311	93.11%
CYP2C9 inhibition	-	0.9571	95.71%
CYP2C19 inhibition	-	0.9008	90.08%
CYP2D6 inhibition	+	0.6316	63.16%
CYP1A2 inhibition	+	0.7777	77.77%
CYP2C8 inhibition	-	0.7137	71.37%
CYP inhibitory promiscuity	-	0.9500	95.00%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6856	68.56%
Eye corrosion	-	0.9921	99.21%
Eye irritation	-	0.9852	98.52%
Skin irritation	-	0.7658	76.58%
Skin corrosion	-	0.9277	92.77%
Ames mutagenesis	+	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7224	72.24%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	-	0.7500	75.00%
skin sensitisation	-	0.8879	88.79%
Respiratory toxicity	+	0.8889	88.89%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.8706	87.06%
Acute Oral Toxicity (c)	III	0.5238	52.38%
Estrogen receptor binding	-	0.6463	64.63%
Androgen receptor binding	-	0.5200	52.00%
Thyroid receptor binding	+	0.6800	68.00%
Glucocorticoid receptor binding	+	0.7631	76.31%
Aromatase binding	-	0.7426	74.26%
PPAR gamma	+	0.5672	56.72%
Honey bee toxicity	-	0.9166	91.66%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.7700	77.00%
Fish aquatic toxicity	+	0.8460	84.60%

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	98.59%	96.09%
CHEMBL2056	P21728	Dopamine D1 receptor	97.55%	91.00%
CHEMBL2581	P07339	Cathepsin D	96.86%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.01%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	95.95%	91.49%
CHEMBL217	P14416	Dopamine D2 receptor	94.93%	95.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.72%	95.56%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	90.04%	93.40%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	88.91%	91.79%
CHEMBL4208	P20618	Proteasome component C5	88.68%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.05%	86.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.01%	95.89%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	81.10%	93.65%
CHEMBL2535	P11166	Glucose transporter	81.07%	98.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.98%	95.89%

Plants that contains it

• Artabotrys hexapetalus

Cross-Links

• PubChem: 14140119
• LOTUS: LTS0192143
• wikiData: Q104936506