4,9-dihydro-3H-pyrido[3,4-b]indol-1-yl-(3-methylimidazol-4-yl)methanone

Details

• Internal ID: f796ec02-a5e1-474a-91d0-0f46a491dcfd
• Taxonomy: Alkaloids and derivatives > Harmala alkaloids
• IUPAC Name: 4,9-dihydro-3H-pyrido[3,4-b]indol-1-yl-(3-methylimidazol-4-yl)methanone
• InChI: InChI=1S/C16H14N4O/c1-20-9-17-8-13(20)16(21)15-14-11(6-7-18-15)10-4-2-3-5-12(10)19-14/h2-5,8-9,19H,6-7H2,1H3
• InChI Key: IJKIHZRUYVBEGK-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₄N₄O
• Molecular Weight: 278.31 g/mol
• Exact Mass: 278.11676108 g/mol
• Topological Polar Surface Area (TPSA): 63.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.13
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• BDBM50270507

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9783	97.83%
Caco-2	+	0.7401	74.01%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7914	79.14%
OATP2B1 inhibitior	-	0.8563	85.63%
OATP1B1 inhibitior	+	0.9141	91.41%
OATP1B3 inhibitior	+	0.9410	94.10%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	+	0.8000	80.00%
BSEP inhibitior	+	0.7128	71.28%
P-glycoprotein inhibitior	-	0.7368	73.68%
P-glycoprotein substrate	-	0.7278	72.78%
CYP3A4 substrate	+	0.5910	59.10%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8199	81.99%
CYP3A4 inhibition	+	0.7899	78.99%
CYP2C9 inhibition	-	0.8299	82.99%
CYP2C19 inhibition	-	0.8584	85.84%
CYP2D6 inhibition	-	0.5574	55.74%
CYP1A2 inhibition	+	0.8740	87.40%
CYP2C8 inhibition	-	0.6442	64.42%
CYP inhibitory promiscuity	+	0.6674	66.74%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7220	72.20%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9901	99.01%
Skin irritation	-	0.7436	74.36%
Skin corrosion	-	0.9341	93.41%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6935	69.35%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.8905	89.05%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.8180	81.80%
Acute Oral Toxicity (c)	III	0.5732	57.32%
Estrogen receptor binding	+	0.5374	53.74%
Androgen receptor binding	+	0.6465	64.65%
Thyroid receptor binding	+	0.7165	71.65%
Glucocorticoid receptor binding	+	0.8339	83.39%
Aromatase binding	+	0.8476	84.76%
PPAR gamma	-	0.4909	49.09%
Honey bee toxicity	-	0.9335	93.35%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	-	0.8053	80.53%

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	98.64%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.22%	95.56%
CHEMBL2581	P07339	Cathepsin D	95.05%	98.95%
CHEMBL2535	P11166	Glucose transporter	90.67%	98.75%
CHEMBL255	P29275	Adenosine A2b receptor	89.92%	98.59%
CHEMBL3310	Q96DB2	Histone deacetylase 11	89.63%	88.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.47%	99.23%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	85.98%	93.65%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	84.44%	98.46%
CHEMBL1781	P11387	DNA topoisomerase I	83.98%	97.00%
CHEMBL5103	Q969S8	Histone deacetylase 10	80.95%	90.08%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 9993694
• LOTUS: LTS0027771
• wikiData: Q105113975