2,3,4,9-Tetrahydro-6-methoxy-1H-pyrido(3,4-b)indol-1-one

Details

• Internal ID: ce18bce3-63c2-461e-b87b-de9c107c1320
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Pyridoindoles > Beta carbolines
• IUPAC Name: 6-methoxy-2,3,4,9-tetrahydropyrido[3,4-b]indol-1-one
• InChI: InChI=1S/C12H12N2O2/c1-16-7-2-3-10-9(6-7)8-4-5-13-12(15)11(8)14-10/h2-3,6,14H,4-5H2,1H3,(H,13,15)
• InChI Key: PWARHDUWOJUADN-UHFFFAOYSA-N
• Popularity: 13 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₂N₂O₂
• Molecular Weight: 216.24 g/mol
• Exact Mass: 216.089877630 g/mol
• Topological Polar Surface Area (TPSA): 54.10 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 1.46
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• 6-Methoxy-2,3,4,9-tetrahydro-1H-beta-carbolin-1-one
• 6-methoxy-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-1-one
• 6-methoxy-2,3,4,9-tetrahydro-1h-b-carbolin-1-one
• 1H-Pyrido[3,4-b]indol-1-one, 2,3,4,9-tetrahydro-6-methoxy-
• 6-methoxy-2,3,4,9-tetrahydropyrido[3,4-b]indol-1-one
• 2,3,4,9-Tetrahydro-6-methoxy-1H-pyrido(3,4-b)indol-1-one
• CHEMBL61505
• 2,3,4,9-tetrahydro-6-methoxy-1H-pyrido[3,4-b]indol-1-one
• 6-Methoxy-2,3,4,9-tetrahydro-beta-carbolin-1-one
• EINECS 241-880-8
• ChemDiv1_000045
• Cambridge id 5130493
• Oprea1_034330
• Oprea1_528137
• CBDivE_003945
• MLS001060768
• SCHEMBL3033917
• CHEBI:92770
• HMS587C01
• DTXSID70170825
• HMS2214G17
• HMS3358O21
• BDBM50058672
• MFCD00086220
• AKOS000300792
• CCG-245907
• ICX5608914
• NCGC00160221-01
• AS-44101
• SMR000486241
• FT-0677167
• UNM000011055301
• AB00074209-01
• SR-01000388206
• 6-methoxy-1,2,3,4-tetrahydro-beta-carbolin-1-one
• SR-01000388206-1
• BRD-K43913647-001-10-6
• Q27164531
• .beta.-Carbolin-1-one, 1,2,3,4-tetrahydro-6-methoxy-
• F0348-1309
• .gamma.-Carbolin-1-one, 1,2,3,4-tetrahydro-6-methoxy-
• 6-(Methyloxy)-2,3,4,9-tetrahydro-1H-beta-carbolin-1-one
• 6-Methoxy-2,3,4,9-tetrahydro-1H-beta-carbolin-1-one #
• 6-methoxy-3,4-dihydro-2H-pyrido[3,4-b]indol-1(9H)-one
• 6-METHOXY-1H,2H,3H,4H,9H-PYRIDO[3,4-B]INDOL-1-ONE
• "NCGC00160221-01!1,2,3,4-Tetrahydro-6-Methoxy-1-oxo-beta-carboline"
• 4122-66-1

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9951	99.51%
Caco-2	+	0.6589	65.89%
Blood Brain Barrier	+	0.7379	73.79%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8014	80.14%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9510	95.10%
OATP1B3 inhibitior	+	0.9550	95.50%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	-	0.4917	49.17%
P-glycoprotein inhibitior	-	0.9601	96.01%
P-glycoprotein substrate	-	0.8043	80.43%
CYP3A4 substrate	+	0.5178	51.78%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8114	81.14%
CYP3A4 inhibition	-	0.5118	51.18%
CYP2C9 inhibition	-	0.6596	65.96%
CYP2C19 inhibition	+	0.5231	52.31%
CYP2D6 inhibition	-	0.5930	59.30%
CYP1A2 inhibition	+	0.8811	88.11%
CYP2C8 inhibition	-	0.8780	87.80%
CYP inhibitory promiscuity	+	0.5788	57.88%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6924	69.24%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.8466	84.66%
Skin irritation	-	0.7931	79.31%
Skin corrosion	-	0.9456	94.56%
Ames mutagenesis	+	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5801	58.01%
Micronuclear	+	0.6900	69.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.8979	89.79%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.7613	76.13%
Acute Oral Toxicity (c)	III	0.6085	60.85%
Estrogen receptor binding	+	0.7180	71.80%
Androgen receptor binding	+	0.6080	60.80%
Thyroid receptor binding	+	0.7042	70.42%
Glucocorticoid receptor binding	-	0.5354	53.54%
Aromatase binding	+	0.6143	61.43%
PPAR gamma	-	0.5195	51.95%
Honey bee toxicity	-	0.8988	89.88%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	-	0.9307	93.07%

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	98.79%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	97.52%	91.49%
CHEMBL3192	Q9BY41	Histone deacetylase 8	96.05%	93.99%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.52%	95.56%
CHEMBL2535	P11166	Glucose transporter	94.84%	98.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.40%	94.45%
CHEMBL255	P29275	Adenosine A2b receptor	93.72%	98.59%
CHEMBL5443	O00311	Cell division cycle 7-related protein kinase	93.21%	96.11%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	92.68%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.19%	96.09%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	90.98%	92.67%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.19%	94.00%
CHEMBL4208	P20618	Proteasome component C5	90.04%	90.00%
CHEMBL1907	P15144	Aminopeptidase N	89.45%	93.31%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.80%	97.09%
CHEMBL1868	P17948	Vascular endothelial growth factor receptor 1	87.29%	96.47%
CHEMBL2581	P07339	Cathepsin D	86.50%	98.95%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.38%	92.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.90%	95.89%
CHEMBL2292	Q13627	Dual-specificity tyrosine-phosphorylation regulated kinase 1A	83.21%	93.24%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	82.60%	85.30%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	81.57%	91.71%
CHEMBL1871	P10275	Androgen Receptor	81.43%	96.43%
CHEMBL2708	Q16584	Mitogen-activated protein kinase kinase kinase 11	81.34%	81.14%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.93%	85.14%
CHEMBL2736	Q14833	Metabotropic glutamate receptor 4	80.55%	97.56%
CHEMBL2056	P21728	Dopamine D1 receptor	80.20%	91.00%

Plants that contains it

• Boronia pinnata

Cross-Links

• PubChem: 87372
• LOTUS: LTS0244418
• wikiData: Q27164531