1-methyl-2,3,4,9-tetrahydropyrido[3,4-b]indol-7-one

Details

• Internal ID: e938149c-53b2-4e2c-86c7-e771750fdd57
• Taxonomy: Alkaloids and derivatives > Harmala alkaloids
• IUPAC Name: 1-methyl-2,3,4,9-tetrahydropyrido[3,4-b]indol-7-one
• SMILES (Canonical): CC1=C2C(=C3C=CC(=O)C=C3N2)CCN1
• SMILES (Isomeric): CC1=C2C(=C3C=CC(=O)C=C3N2)CCN1
• InChI: InChI=1S/C12H12N2O/c1-7-12-10(4-5-13-7)9-3-2-8(15)6-11(9)14-12/h2-3,6,13-14H,4-5H2,1H3
• InChI Key: CRQDWQWZCNKKAC-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₂N₂O
• Molecular Weight: 200.24 g/mol
• Exact Mass: 200.094963011 g/mol
• Topological Polar Surface Area (TPSA): 41.10 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): -0.34
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9974	99.74%
Caco-2	-	0.6161	61.61%
Blood Brain Barrier	+	0.7379	73.79%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.5151	51.51%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9364	93.64%
OATP1B3 inhibitior	+	0.9470	94.70%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	-	0.6896	68.96%
P-glycoprotein inhibitior	-	0.9639	96.39%
P-glycoprotein substrate	-	0.7686	76.86%
CYP3A4 substrate	-	0.5085	50.85%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.8111	81.11%
CYP3A4 inhibition	-	0.8309	83.09%
CYP2C9 inhibition	-	0.9071	90.71%
CYP2C19 inhibition	-	0.9025	90.25%
CYP2D6 inhibition	+	0.5315	53.15%
CYP1A2 inhibition	+	0.9107	91.07%
CYP2C8 inhibition	-	0.9448	94.48%
CYP inhibitory promiscuity	+	0.5055	50.55%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6183	61.83%
Eye corrosion	-	0.9836	98.36%
Eye irritation	-	0.9396	93.96%
Skin irritation	-	0.7408	74.08%
Skin corrosion	-	0.8981	89.81%
Ames mutagenesis	-	0.8500	85.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6372	63.72%
Micronuclear	+	0.5800	58.00%
Hepatotoxicity	+	0.5836	58.36%
skin sensitisation	-	0.8140	81.40%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	+	0.4937	49.37%
Acute Oral Toxicity (c)	III	0.6149	61.49%
Estrogen receptor binding	+	0.6061	60.61%
Androgen receptor binding	+	0.6980	69.80%
Thyroid receptor binding	-	0.5283	52.83%
Glucocorticoid receptor binding	-	0.4822	48.22%
Aromatase binding	+	0.6344	63.44%
PPAR gamma	+	0.6422	64.22%
Honey bee toxicity	-	0.9121	91.21%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	-	0.6766	67.66%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5697	Q9GZT9	Egl nine homolog 1	88.88%	93.40%
CHEMBL2581	P07339	Cathepsin D	86.99%	98.95%
CHEMBL3310	Q96DB2	Histone deacetylase 11	84.26%	88.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.26%	91.11%
CHEMBL255	P29275	Adenosine A2b receptor	81.95%	98.59%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.52%	100.00%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	80.96%	96.67%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.25%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	80.00%	94.73%

Plants that contains it

• Passiflora edulis
• Passiflora incarnata
• Peganum harmala

Cross-Links

• PubChem: 5353656
• NPASS: NPC226746
• LOTUS: LTS0111856
• wikiData: Q104968734