Tetrahydrosecamine

Details

• Internal ID: a12848e7-f8ba-4c40-b62b-ea7eaebadcba
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Tryptamines and derivatives
• IUPAC Name: dimethyl (6R,9R)-10-[2-(3-ethylpiperidin-1-yl)ethyl]-6-[3-[2-(3-ethylpiperidin-1-yl)ethyl]-1H-indol-2-yl]-8,9-dihydro-7H-pyrido[1,2-a]indole-6,9-dicarboxylate
• InChI: InChI=1S/C42H56N4O4/c1-5-29-13-11-23-44(27-29)25-20-33-32-16-8-10-18-37(32)46-38(33)35(40(47)49-3)19-22-42(46,41(48)50-4)39-34(31-15-7-9-17-36(31)43-39)21-26-45-24-12-14-30(6-2)28-45/h7-10,15-18,29-30,35,43H,5-6,11-14,19-28H2,1-4H3/t29?,30?,35-,42-/m1/s1
• InChI Key: HWBGBIQGALATDY-OIVLGYHJSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₅₆N₄O₄
• Molecular Weight: 680.90 g/mol
• Exact Mass: 680.43015628 g/mol
• Topological Polar Surface Area (TPSA): 79.80 Ų
• XlogP: 7.90
• Atomic LogP (AlogP): 7.42
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 11

Synonyms

• dimethyl (6R,9R)-10-[2-(3-ethylpiperidin-1-yl)ethyl]-6-[3-[2-(3-ethylpiperidin-1-yl)ethyl]-1H-indol-2-yl]-8,9-dihydro-7H-pyrido[1,2-a]indole-6,9-dicarboxylate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9357	93.57%
Caco-2	-	0.7711	77.11%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6975	69.75%
OATP2B1 inhibitior	-	0.7197	71.97%
OATP1B1 inhibitior	+	0.8622	86.22%
OATP1B3 inhibitior	+	0.9108	91.08%
MATE1 inhibitior	-	0.6237	62.37%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	1.0000	100.00%
P-glycoprotein inhibitior	+	0.8693	86.93%
P-glycoprotein substrate	+	0.8195	81.95%
CYP3A4 substrate	+	0.7352	73.52%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.3666	36.66%
CYP3A4 inhibition	+	0.5737	57.37%
CYP2C9 inhibition	+	0.6642	66.42%
CYP2C19 inhibition	+	0.6193	61.93%
CYP2D6 inhibition	-	0.8283	82.83%
CYP1A2 inhibition	-	0.5923	59.23%
CYP2C8 inhibition	+	0.6682	66.82%
CYP inhibitory promiscuity	+	0.6944	69.44%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6940	69.40%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9304	93.04%
Skin irritation	-	0.8160	81.60%
Skin corrosion	-	0.9544	95.44%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7600	76.00%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	-	0.5449	54.49%
skin sensitisation	-	0.8977	89.77%
Respiratory toxicity	+	0.9444	94.44%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	-	0.9571	95.71%
Acute Oral Toxicity (c)	III	0.6166	61.66%
Estrogen receptor binding	+	0.8116	81.16%
Androgen receptor binding	+	0.7215	72.15%
Thyroid receptor binding	+	0.5985	59.85%
Glucocorticoid receptor binding	+	0.7474	74.74%
Aromatase binding	+	0.6024	60.24%
PPAR gamma	+	0.6568	65.68%
Honey bee toxicity	-	0.7993	79.93%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9778	97.78%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL240	Q12809	HERG	99.97%	89.76%
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.47%	97.25%
CHEMBL255	P29275	Adenosine A2b receptor	99.03%	98.59%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.02%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.01%	85.14%
CHEMBL2581	P07339	Cathepsin D	97.87%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.61%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.37%	94.45%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	94.58%	95.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.24%	95.56%
CHEMBL228	P31645	Serotonin transporter	93.43%	95.51%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	93.09%	94.08%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	91.34%	97.50%
CHEMBL233	P35372	Mu opioid receptor	91.14%	97.93%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	90.84%	92.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.92%	97.09%
CHEMBL5103	Q969S8	Histone deacetylase 10	88.30%	90.08%
CHEMBL3192	Q9BY41	Histone deacetylase 8	88.27%	93.99%
CHEMBL218	P21554	Cannabinoid CB1 receptor	87.38%	96.61%
CHEMBL238	Q01959	Dopamine transporter	86.42%	95.88%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	86.38%	94.62%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.71%	99.23%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.38%	82.69%
CHEMBL2535	P11166	Glucose transporter	85.10%	98.75%
CHEMBL1937	Q92769	Histone deacetylase 2	85.07%	94.75%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.07%	100.00%
CHEMBL1914	P06276	Butyrylcholinesterase	85.00%	95.00%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	84.85%	94.23%
CHEMBL4072	P07858	Cathepsin B	84.33%	93.67%
CHEMBL3155	P34969	Serotonin 7 (5-HT7) receptor	84.27%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.98%	95.89%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.37%	93.03%
CHEMBL5028	O14672	ADAM10	83.16%	97.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.21%	93.56%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	81.27%	96.39%

Plants that contains it

• Rhazya stricta

Cross-Links

• PubChem: 10101080
• LOTUS: LTS0084771
• wikiData: Q104394374