1,2-Dimethyl-4a,9-dihydropyrido[3,4-b]indole

Details

• Internal ID: 5ee1fee7-d093-49a3-afa6-8381914f81f9
• Taxonomy: Alkaloids and derivatives > Harmala alkaloids
• IUPAC Name: 1,2-dimethyl-4a,9-dihydropyrido[3,4-b]indole
• SMILES (Canonical): CC1=C2C(C=CN1C)C3=CC=CC=C3N2
• SMILES (Isomeric): CC1=C2C(C=CN1C)C3=CC=CC=C3N2
• InChI: InChI=1S/C13H14N2/c1-9-13-11(7-8-15(9)2)10-5-3-4-6-12(10)14-13/h3-8,11,14H,1-2H3
• InChI Key: YROICTWNIOJWIR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₄N₂
• Molecular Weight: 198.26 g/mol
• Exact Mass: 198.115698455 g/mol
• Topological Polar Surface Area (TPSA): 15.30 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.89
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9895	98.95%
Caco-2	+	0.8090	80.90%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6935	69.35%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9272	92.72%
OATP1B3 inhibitior	+	0.9490	94.90%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6319	63.19%
BSEP inhibitior	-	0.8224	82.24%
P-glycoprotein inhibitior	-	0.9534	95.34%
P-glycoprotein substrate	-	0.8341	83.41%
CYP3A4 substrate	+	0.5201	52.01%
CYP2C9 substrate	-	0.6095	60.95%
CYP2D6 substrate	+	0.3921	39.21%
CYP3A4 inhibition	+	0.7367	73.67%
CYP2C9 inhibition	-	0.7766	77.66%
CYP2C19 inhibition	+	0.6083	60.83%
CYP2D6 inhibition	+	0.7788	77.88%
CYP1A2 inhibition	+	0.8318	83.18%
CYP2C8 inhibition	-	0.8359	83.59%
CYP inhibitory promiscuity	+	0.9728	97.28%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Danger	0.4308	43.08%
Eye corrosion	-	0.9707	97.07%
Eye irritation	-	0.8929	89.29%
Skin irritation	-	0.6005	60.05%
Skin corrosion	-	0.8888	88.88%
Ames mutagenesis	+	0.5822	58.22%
Human Ether-a-go-go-Related Gene inhibition	-	0.3789	37.89%
Micronuclear	+	0.7500	75.00%
Hepatotoxicity	+	0.7000	70.00%
skin sensitisation	-	0.7966	79.66%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.6826	68.26%
Acute Oral Toxicity (c)	III	0.5412	54.12%
Estrogen receptor binding	+	0.7749	77.49%
Androgen receptor binding	+	0.5665	56.65%
Thyroid receptor binding	+	0.6150	61.50%
Glucocorticoid receptor binding	-	0.6083	60.83%
Aromatase binding	+	0.7950	79.50%
PPAR gamma	-	0.6391	63.91%
Honey bee toxicity	-	0.9108	91.08%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.8300	83.00%
Fish aquatic toxicity	+	0.8852	88.52%

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	94.16%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.30%	95.56%
CHEMBL2581	P07339	Cathepsin D	88.92%	98.95%
CHEMBL3155	P34969	Serotonin 7 (5-HT7) receptor	86.29%	90.71%
CHEMBL3227	P41594	Metabotropic glutamate receptor 5	86.13%	96.42%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	83.50%	85.49%
CHEMBL3524	P56524	Histone deacetylase 4	83.36%	92.97%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	83.12%	94.62%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.29%	82.69%
CHEMBL5805	Q9NR97	Toll-like receptor 8	82.09%	96.25%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	81.32%	93.40%

Plants that contains it

• Strychnos mellodora

Cross-Links

• PubChem: 163106776
• LOTUS: LTS0168140
• wikiData: Q105352922