1-(2-Methyl-1-propen-1-yl)-9h-pyrido[3,4-b]indole

Details

• Internal ID: 68b5869d-d03b-4b32-a759-533325896a01
• Taxonomy: Alkaloids and derivatives > Harmala alkaloids
• IUPAC Name: 1-(2-methylprop-1-enyl)-9H-pyrido[3,4-b]indole
• InChI: InChI=1S/C15H14N2/c1-10(2)9-14-15-12(7-8-16-14)11-5-3-4-6-13(11)17-15/h3-9,17H,1-2H3
• InChI Key: UOPKNMSNJLVJOY-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₄N₂
• Molecular Weight: 222.28 g/mol
• Exact Mass: 222.115698455 g/mol
• Topological Polar Surface Area (TPSA): 28.70 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 4.14
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	-	0.5677	56.77%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6311	63.11%
OATP2B1 inhibitior	-	0.8639	86.39%
OATP1B1 inhibitior	+	0.9321	93.21%
OATP1B3 inhibitior	+	0.9507	95.07%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.7705	77.05%
P-glycoprotein inhibitior	-	0.8920	89.20%
P-glycoprotein substrate	-	0.7477	74.77%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.8046	80.46%
CYP2D6 substrate	-	0.8350	83.50%
CYP3A4 inhibition	+	0.7311	73.11%
CYP2C9 inhibition	+	0.5622	56.22%
CYP2C19 inhibition	+	0.5806	58.06%
CYP2D6 inhibition	+	0.7651	76.51%
CYP1A2 inhibition	+	0.9271	92.71%
CYP2C8 inhibition	-	0.5753	57.53%
CYP inhibitory promiscuity	+	0.8465	84.65%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.6389	63.89%
Eye corrosion	-	0.9719	97.19%
Eye irritation	+	0.7747	77.47%
Skin irritation	-	0.6124	61.24%
Skin corrosion	-	0.8967	89.67%
Ames mutagenesis	+	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3798	37.98%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	+	0.5949	59.49%
skin sensitisation	-	0.7147	71.47%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	-	0.6468	64.68%
Acute Oral Toxicity (c)	III	0.7427	74.27%
Estrogen receptor binding	+	0.9373	93.73%
Androgen receptor binding	+	0.8108	81.08%
Thyroid receptor binding	+	0.8184	81.84%
Glucocorticoid receptor binding	+	0.9173	91.73%
Aromatase binding	+	0.9299	92.99%
PPAR gamma	+	0.6492	64.92%
Honey bee toxicity	-	0.9396	93.96%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.6600	66.00%
Fish aquatic toxicity	+	0.8782	87.82%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	98.41%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.31%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.62%	89.00%
CHEMBL2581	P07339	Cathepsin D	90.83%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.54%	96.09%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	87.77%	94.62%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	87.32%	93.10%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.13%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	86.24%	94.75%
CHEMBL3524	P56524	Histone deacetylase 4	86.14%	92.97%
CHEMBL240	Q12809	HERG	86.11%	89.76%
CHEMBL3401	O75469	Pregnane X receptor	85.07%	94.73%
CHEMBL3310	Q96DB2	Histone deacetylase 11	85.01%	88.56%
CHEMBL255	P29275	Adenosine A2b receptor	84.96%	98.59%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	84.52%	96.39%
CHEMBL1781	P11387	DNA topoisomerase I	81.41%	97.00%
CHEMBL1868	P17948	Vascular endothelial growth factor receptor 1	80.93%	96.47%

Plants that contains it

• Haplophyllum vulcanicum

Cross-Links

• PubChem: 24798989
• LOTUS: LTS0170900
• wikiData: Q105276505