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

Details

• Internal ID: b78a5121-d3eb-43b9-9c40-8a9a0860496c
• Taxonomy: Alkaloids and derivatives > Harmala alkaloids
• IUPAC Name: 2-[3-(4,9-dihydro-3H-pyrido[3,4-b]indol-1-yl)propyl]guanidine
• InChI: InChI=1S/C15H19N5/c16-15(17)19-8-3-6-13-14-11(7-9-18-13)10-4-1-2-5-12(10)20-14/h1-2,4-5,20H,3,6-9H2,(H4,16,17,19)
• InChI Key: RJXAIZFMEDUPKK-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₉N₅
• Molecular Weight: 269.34 g/mol
• Exact Mass: 269.16404563 g/mol
• Topological Polar Surface Area (TPSA): 92.60 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 1.57
• H-Bond Acceptor: 2
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9851	98.51%
Caco-2	+	0.5391	53.91%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5376	53.76%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9245	92.45%
OATP1B3 inhibitior	+	0.9457	94.57%
MATE1 inhibitior	-	0.6200	62.00%
OCT2 inhibitior	+	0.6500	65.00%
BSEP inhibitior	-	0.6018	60.18%
P-glycoprotein inhibitior	-	0.8214	82.14%
P-glycoprotein substrate	-	0.6621	66.21%
CYP3A4 substrate	+	0.5460	54.60%
CYP2C9 substrate	-	0.8062	80.62%
CYP2D6 substrate	-	0.7449	74.49%
CYP3A4 inhibition	-	0.7293	72.93%
CYP2C9 inhibition	-	0.9278	92.78%
CYP2C19 inhibition	-	0.9176	91.76%
CYP2D6 inhibition	-	0.5411	54.11%
CYP1A2 inhibition	-	0.8795	87.95%
CYP2C8 inhibition	-	0.5855	58.55%
CYP inhibitory promiscuity	-	0.8816	88.16%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6662	66.62%
Eye corrosion	-	0.9939	99.39%
Eye irritation	-	0.8899	88.99%
Skin irritation	-	0.7175	71.75%
Skin corrosion	-	0.8919	89.19%
Ames mutagenesis	-	0.5270	52.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7259	72.59%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.8573	85.73%
Respiratory toxicity	+	0.9111	91.11%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	-	0.7446	74.46%
Acute Oral Toxicity (c)	III	0.6713	67.13%
Estrogen receptor binding	+	0.8166	81.66%
Androgen receptor binding	+	0.5909	59.09%
Thyroid receptor binding	+	0.7534	75.34%
Glucocorticoid receptor binding	+	0.5725	57.25%
Aromatase binding	+	0.6810	68.10%
PPAR gamma	+	0.9006	90.06%
Honey bee toxicity	-	0.9525	95.25%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	-	0.4158	41.58%

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	98.43%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.37%	96.09%
CHEMBL240	Q12809	HERG	96.44%	89.76%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.62%	95.56%
CHEMBL3902	P09211	Glutathione S-transferase Pi	92.60%	93.81%
CHEMBL2581	P07339	Cathepsin D	90.36%	98.95%
CHEMBL3310	Q96DB2	Histone deacetylase 11	90.17%	88.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.83%	94.45%
CHEMBL255	P29275	Adenosine A2b receptor	88.25%	98.59%
CHEMBL2535	P11166	Glucose transporter	87.45%	98.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.30%	97.09%
CHEMBL2885	P07451	Carbonic anhydrase III	83.58%	87.45%
CHEMBL1287628	Q9Y5S8	NADPH oxidase 1	83.03%	95.48%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	82.84%	91.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.63%	95.89%
CHEMBL3155	P34969	Serotonin 7 (5-HT7) receptor	81.16%	90.71%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 135506160
• LOTUS: LTS0257367
• wikiData: Q105238126