2-[4-(9H-pyrido[3,4-b]indol-1-yl)butyl]guanidine

Details

• Internal ID: 2dd1c486-a3b0-4908-857f-7db8f6dbfb8c
• Taxonomy: Alkaloids and derivatives > Harmala alkaloids
• IUPAC Name: 2-[4-(9H-pyrido[3,4-b]indol-1-yl)butyl]guanidine
• InChI: InChI=1S/C16H19N5/c17-16(18)20-9-4-3-7-14-15-12(8-10-19-14)11-5-1-2-6-13(11)21-15/h1-2,5-6,8,10,21H,3-4,7,9H2,(H4,17,18,20)
• InChI Key: DJUXGCPKJDHXCP-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₉N₅
• Molecular Weight: 281.36 g/mol
• Exact Mass: 281.16404563 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.31
• H-Bond Acceptor: 2
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9831	98.31%
Caco-2	-	0.6696	66.96%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.4470	44.70%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9094	90.94%
OATP1B3 inhibitior	+	0.9467	94.67%
MATE1 inhibitior	+	0.5800	58.00%
OCT2 inhibitior	+	0.6750	67.50%
BSEP inhibitior	-	0.5647	56.47%
P-glycoprotein inhibitior	-	0.5768	57.68%
P-glycoprotein substrate	+	0.5170	51.70%
CYP3A4 substrate	+	0.5223	52.23%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.3517	35.17%
CYP3A4 inhibition	-	0.6189	61.89%
CYP2C9 inhibition	-	0.9368	93.68%
CYP2C19 inhibition	-	0.9280	92.80%
CYP2D6 inhibition	-	0.6353	63.53%
CYP1A2 inhibition	-	0.7423	74.23%
CYP2C8 inhibition	+	0.7423	74.23%
CYP inhibitory promiscuity	-	0.8997	89.97%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6523	65.23%
Eye corrosion	-	0.9939	99.39%
Eye irritation	-	0.9770	97.70%
Skin irritation	-	0.7359	73.59%
Skin corrosion	-	0.8834	88.34%
Ames mutagenesis	+	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7460	74.60%
Micronuclear	+	0.5300	53.00%
Hepatotoxicity	+	0.6449	64.49%
skin sensitisation	-	0.8627	86.27%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	-	0.7385	73.85%
Acute Oral Toxicity (c)	III	0.6665	66.65%
Estrogen receptor binding	+	0.9072	90.72%
Androgen receptor binding	+	0.7166	71.66%
Thyroid receptor binding	+	0.7835	78.35%
Glucocorticoid receptor binding	+	0.7515	75.15%
Aromatase binding	+	0.7917	79.17%
PPAR gamma	+	0.8506	85.06%
Honey bee toxicity	-	0.9274	92.74%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	-	0.6034	60.34%

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	98.19%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.81%	96.09%
CHEMBL255	P29275	Adenosine A2b receptor	96.30%	98.59%
CHEMBL1951	P21397	Monoamine oxidase A	95.88%	91.49%
CHEMBL2885	P07451	Carbonic anhydrase III	90.67%	87.45%
CHEMBL1781	P11387	DNA topoisomerase I	90.03%	97.00%
CHEMBL2292	Q13627	Dual-specificity tyrosine-phosphorylation regulated kinase 1A	88.24%	93.24%
CHEMBL3902	P09211	Glutathione S-transferase Pi	87.93%	93.81%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	87.19%	94.62%
CHEMBL240	Q12809	HERG	86.95%	89.76%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.29%	94.45%
CHEMBL2535	P11166	Glucose transporter	84.18%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.36%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.31%	89.00%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	81.90%	91.71%
CHEMBL5678	P34947	G protein-coupled receptor kinase 5	81.72%	88.00%
CHEMBL2581	P07339	Cathepsin D	81.67%	98.95%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 54669866
• LOTUS: LTS0226731
• wikiData: Q104982833