bisnicalaterine D

Details

• Internal ID: c8addaaf-7f2a-47e4-aaa6-e0f0cee1d316
• Taxonomy: Alkaloids and derivatives > Eburnan-type alkaloids
• IUPAC Name: (2R,3E,5R,12bR)-8-[(15R,19R)-15-ethyl-1,11-diazapentacyclo[9.6.2.02,7.08,18.015,19]nonadeca-2,4,6,8(18),16-pentaen-17-yl]-3-ethylidene-2-(2-hydroxyethyl)-5-methyl-2,4,6,7,12,12b-hexahydro-1H-indolo[2,3-a]quinolizin-5-ium-9-ol
• SMILES (Canonical): CCC12CCCN3C1C4=C(CC3)C5=CC=CC=C5N4C(=C2)C6=C(C=CC7=C6C8=C(N7)C9CC(C(=CC)C[N+]9(CC8)C)CCO)O
• SMILES (Isomeric): CC[C@]12CCCN3[C@H]1C4=C(CC3)C5=CC=CC=C5N4C(=C2)C6=C(C=CC7=C6C8=C(N7)[C@H]9C[C@@H](/C(=C\C)/C[N@+]9(CC8)C)CCO)O
• InChI: InChI=1S/C39H46N4O2/c1-4-24-23-43(3)19-14-28-34-29(40-36(28)32(43)21-25(24)15-20-44)11-12-33(45)35(34)31-22-39(5-2)16-8-17-41-18-13-27-26-9-6-7-10-30(26)42(31)37(27)38(39)41/h4,6-7,9-12,22,25,32,38,40,44H,5,8,13-21,23H2,1-3H3/p+1/b24-4-/t25-,32+,38-,39+,43+/m0/s1
• InChI Key: ILPBHDHHAZOYPC-RBBMVLDQSA-O
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₄₇N₄O₂+
• Molecular Weight: 603.80 g/mol
• Exact Mass: 603.36990175 g/mol
• Topological Polar Surface Area (TPSA): 64.40 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 7.21
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

• (2R,3E,5R,12bR)-8-((15R,19R)-15-ethyl-1,11-diazapentacyclo(9.6.2.02,7.08,18.015,19)nonadeca-2,4,6,8(18),16-pentaen-17-yl)-3-ethylidene-2-(2-hydroxyethyl)-5-methyl-2,4,6,7,12,12b-hexahydro-1H-indolo(2,3-a)quinolizin-5-ium-9-ol
• (2R,3E,5R,12bR)-8-[(15R,19R)-15-ethyl-1,11-diazapentacyclo[9.6.2.02,7.08,18.015,19]nonadeca-2,4,6,8(18),16-pentaen-17-yl]-3-ethylidene-2-(2-hydroxyethyl)-5-methyl-2,4,6,7,12,12b-hexahydro-1H-indolo[2,3-a]quinolizin-5-ium-9-ol
• RefChem:120478
• CHEMBL1778842

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7684	76.84%
Caco-2	-	0.7916	79.16%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.5608	56.08%
OATP2B1 inhibitior	-	0.5681	56.81%
OATP1B1 inhibitior	+	0.8267	82.67%
OATP1B3 inhibitior	+	0.9352	93.52%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.9970	99.70%
P-glycoprotein inhibitior	+	0.8784	87.84%
P-glycoprotein substrate	+	0.7598	75.98%
CYP3A4 substrate	+	0.7244	72.44%
CYP2C9 substrate	-	0.8139	81.39%
CYP2D6 substrate	-	0.7239	72.39%
CYP3A4 inhibition	-	0.5318	53.18%
CYP2C9 inhibition	-	0.8394	83.94%
CYP2C19 inhibition	-	0.7860	78.60%
CYP2D6 inhibition	-	0.7343	73.43%
CYP1A2 inhibition	-	0.7496	74.96%
CYP2C8 inhibition	+	0.8105	81.05%
CYP inhibitory promiscuity	-	0.6787	67.87%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5762	57.62%
Eye corrosion	-	0.9834	98.34%
Eye irritation	-	0.9394	93.94%
Skin irritation	-	0.7625	76.25%
Skin corrosion	-	0.9160	91.60%
Ames mutagenesis	+	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9340	93.40%
Micronuclear	+	0.6000	60.00%
Hepatotoxicity	-	0.5162	51.62%
skin sensitisation	-	0.8412	84.12%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.9397	93.97%
Acute Oral Toxicity (c)	III	0.5822	58.22%
Estrogen receptor binding	+	0.8181	81.81%
Androgen receptor binding	+	0.7548	75.48%
Thyroid receptor binding	+	0.6464	64.64%
Glucocorticoid receptor binding	+	0.8324	83.24%
Aromatase binding	+	0.6657	66.57%
PPAR gamma	+	0.6265	62.65%
Honey bee toxicity	-	0.7280	72.80%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.8625	86.25%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.34%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.89%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.56%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.60%	95.56%
CHEMBL3192	Q9BY41	Histone deacetylase 8	97.49%	93.99%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.65%	96.09%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	96.39%	91.71%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	95.57%	94.08%
CHEMBL3310	Q96DB2	Histone deacetylase 11	93.97%	88.56%
CHEMBL5103	Q969S8	Histone deacetylase 10	93.87%	90.08%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.51%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.81%	89.00%
CHEMBL1914	P06276	Butyrylcholinesterase	90.22%	95.00%
CHEMBL240	Q12809	HERG	90.02%	89.76%
CHEMBL3155	P34969	Serotonin 7 (5-HT7) receptor	89.60%	90.71%
CHEMBL2535	P11166	Glucose transporter	87.25%	98.75%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	87.14%	97.50%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	85.30%	89.62%
CHEMBL2581	P07339	Cathepsin D	85.28%	98.95%
CHEMBL1991	O14920	Inhibitor of nuclear factor kappa B kinase beta subunit	85.14%	97.15%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	84.86%	91.79%
CHEMBL255	P29275	Adenosine A2b receptor	84.79%	98.59%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	84.11%	94.62%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.06%	99.23%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.75%	82.69%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	82.97%	89.44%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.93%	92.62%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	82.73%	85.49%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.38%	93.04%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.21%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.74%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.29%	95.89%
CHEMBL2189110	Q15910	Histone-lysine N-methyltransferase EZH2	81.09%	97.50%

Plants that contains it

• Hunteria zeylanica

Cross-Links

• PubChem: 54583796
• LOTUS: LTS0254629
• wikiData: Q105115355