Trypargine

Details

• Internal ID: bc321f46-3817-43ef-ab3a-cda747b2e363
• Taxonomy: Alkaloids and derivatives > Harmala alkaloids
• IUPAC Name: 2-[3-[(1S)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-1-yl]propyl]guanidine
• SMILES (Canonical): C1CNC(C2=C1C3=CC=CC=C3N2)CCCN=C(N)N
• SMILES (Isomeric): C1CN[C@H](C2=C1C3=CC=CC=C3N2)CCCN=C(N)N
• InChI: InChI=1S/C15H21N5/c16-15(17)19-8-3-6-13-14-11(7-9-18-13)10-4-1-2-5-12(10)20-14/h1-2,4-5,13,18,20H,3,6-9H2,(H4,16,17,19)/t13-/m0/s1
• InChI Key: NMPAXZOTIQZCEM-ZDUSSCGKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₁N₅
• Molecular Weight: 271.36 g/mol
• Exact Mass: 271.17969569 g/mol
• Topological Polar Surface Area (TPSA): 92.20 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 1.41
• H-Bond Acceptor: 2
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

• 82054-21-5
• (-)-Trypargine
• DTXSID401002429
• N-[3-(2,3,4,9-Tetrahydro-1H-pyrido[3,4-b]indol-1-yl)propyl]guanidine

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9805	98.05%
Caco-2	+	0.7211	72.11%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Nucleus	0.4668	46.68%
OATP2B1 inhibitior	-	0.8600	86.00%
OATP1B1 inhibitior	+	0.8956	89.56%
OATP1B3 inhibitior	+	0.9458	94.58%
MATE1 inhibitior	-	0.6200	62.00%
OCT2 inhibitior	+	0.6000	60.00%
BSEP inhibitior	-	0.6956	69.56%
P-glycoprotein inhibitior	-	0.8484	84.84%
P-glycoprotein substrate	+	0.5381	53.81%
CYP3A4 substrate	+	0.5407	54.07%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.5494	54.94%
CYP3A4 inhibition	-	0.7434	74.34%
CYP2C9 inhibition	-	0.9384	93.84%
CYP2C19 inhibition	-	0.9029	90.29%
CYP2D6 inhibition	-	0.5055	50.55%
CYP1A2 inhibition	-	0.9033	90.33%
CYP2C8 inhibition	+	0.4772	47.72%
CYP inhibitory promiscuity	-	0.9521	95.21%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6561	65.61%
Eye corrosion	-	0.9933	99.33%
Eye irritation	-	0.9744	97.44%
Skin irritation	-	0.7083	70.83%
Skin corrosion	-	0.8801	88.01%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8467	84.67%
Micronuclear	+	0.5900	59.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.8443	84.43%
Respiratory toxicity	+	0.8556	85.56%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.7682	76.82%
Acute Oral Toxicity (c)	III	0.7097	70.97%
Estrogen receptor binding	+	0.5517	55.17%
Androgen receptor binding	+	0.6212	62.12%
Thyroid receptor binding	+	0.6592	65.92%
Glucocorticoid receptor binding	-	0.6171	61.71%
Aromatase binding	-	0.5753	57.53%
PPAR gamma	+	0.7673	76.73%
Honey bee toxicity	-	0.9283	92.83%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	-	0.5790	57.90%

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	99.36%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.55%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.85%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.02%	94.45%
CHEMBL1951	P21397	Monoamine oxidase A	91.26%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.38%	95.56%
CHEMBL2535	P11166	Glucose transporter	88.23%	98.75%
CHEMBL255	P29275	Adenosine A2b receptor	86.08%	98.59%
CHEMBL213	P08588	Beta-1 adrenergic receptor	85.90%	95.56%
CHEMBL3310	Q96DB2	Histone deacetylase 11	85.84%	88.56%
CHEMBL3902	P09211	Glutathione S-transferase Pi	84.48%	93.81%
CHEMBL2581	P07339	Cathepsin D	81.42%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.78%	99.17%
CHEMBL3155	P34969	Serotonin 7 (5-HT7) receptor	80.44%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.42%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 187306
• LOTUS: LTS0179052
• wikiData: Q82996612