Bisnicalaterine B

Details

• Internal ID: 8f23f8ca-8caf-40c5-8b1d-43d62f0a67a8
• Taxonomy: Alkaloids and derivatives > Eburnan-type alkaloids
• IUPAC Name: (2R,3E,5R,12bR)-8-[(15R,17S,19R)-15-ethyl-1,11-diazapentacyclo[9.6.2.02,7.08,18.015,19]nonadeca-2,4,6,8(18)-tetraen-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
• InChI: InChI=1S/C39H48N4O2/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/h4,6-7,9-12,25,31-32,38,40,44H,5,8,13-23H2,1-3H3/p+1/b24-4-/t25-,31-,32+,38-,39+,43+/m0/s1
• InChI Key: VOTSDECPXOPQEF-RDIXYSTHSA-O
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₄₉N₄O₂+
• Molecular Weight: 605.80 g/mol
• Exact Mass: 605.38555182 g/mol
• Topological Polar Surface Area (TPSA): 64.40 Ų
• XlogP: 5.30
• Atomic LogP (AlogP): 7.30
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

• RefChem:120477
• (2R,3E,5R,12bR)-8-((15R,17S,19R)-15-ethyl-1,11-diazapentacyclo(9.6.2.02,7.08,18.015,19)nonadeca-2,4,6,8(18)-tetraen-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
• CHEMBL1778841
• SCHEMBL30496924

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8107	81.07%
Caco-2	-	0.7959	79.59%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.4850	48.50%
OATP2B1 inhibitior	-	0.5726	57.26%
OATP1B1 inhibitior	+	0.8327	83.27%
OATP1B3 inhibitior	+	0.9355	93.55%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.9873	98.73%
P-glycoprotein inhibitior	+	0.8453	84.53%
P-glycoprotein substrate	+	0.7731	77.31%
CYP3A4 substrate	+	0.7245	72.45%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7000	70.00%
CYP3A4 inhibition	-	0.5322	53.22%
CYP2C9 inhibition	-	0.8539	85.39%
CYP2C19 inhibition	-	0.7872	78.72%
CYP2D6 inhibition	-	0.7154	71.54%
CYP1A2 inhibition	-	0.7548	75.48%
CYP2C8 inhibition	+	0.7978	79.78%
CYP inhibitory promiscuity	-	0.7396	73.96%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5854	58.54%
Eye corrosion	-	0.9844	98.44%
Eye irritation	-	0.9435	94.35%
Skin irritation	-	0.7641	76.41%
Skin corrosion	-	0.9175	91.75%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9008	90.08%
Micronuclear	+	0.6000	60.00%
Hepatotoxicity	-	0.5734	57.34%
skin sensitisation	-	0.8442	84.42%
Respiratory toxicity	+	0.8778	87.78%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.9565	95.65%
Acute Oral Toxicity (c)	III	0.5714	57.14%
Estrogen receptor binding	+	0.8285	82.85%
Androgen receptor binding	+	0.7606	76.06%
Thyroid receptor binding	+	0.6302	63.02%
Glucocorticoid receptor binding	+	0.7975	79.75%
Aromatase binding	+	0.6551	65.51%
PPAR gamma	+	0.6174	61.74%
Honey bee toxicity	-	0.7225	72.25%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.8606	86.06%

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	98.94%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.19%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	98.10%	95.56%
CHEMBL3192	Q9BY41	Histone deacetylase 8	97.91%	93.99%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.75%	94.45%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	97.71%	91.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.88%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.73%	97.09%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	93.72%	91.79%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	93.25%	94.08%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.61%	89.00%
CHEMBL240	Q12809	HERG	91.46%	89.76%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	90.78%	89.62%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	89.81%	95.83%
CHEMBL3155	P34969	Serotonin 7 (5-HT7) receptor	88.97%	90.71%
CHEMBL1951	P21397	Monoamine oxidase A	88.55%	91.49%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	87.26%	97.50%
CHEMBL5103	Q969S8	Histone deacetylase 10	87.22%	90.08%
CHEMBL3310	Q96DB2	Histone deacetylase 11	86.75%	88.56%
CHEMBL2535	P11166	Glucose transporter	86.59%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.10%	86.33%
CHEMBL255	P29275	Adenosine A2b receptor	85.87%	98.59%
CHEMBL1991	O14920	Inhibitor of nuclear factor kappa B kinase beta subunit	85.21%	97.15%
CHEMBL230	P35354	Cyclooxygenase-2	85.08%	89.63%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.89%	92.62%
CHEMBL217	P14416	Dopamine D2 receptor	84.79%	95.62%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.38%	100.00%
CHEMBL2581	P07339	Cathepsin D	84.28%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.01%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.01%	95.89%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.50%	93.03%
CHEMBL1937	Q92769	Histone deacetylase 2	80.31%	94.75%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.18%	82.69%
CHEMBL1914	P06276	Butyrylcholinesterase	80.06%	95.00%

Plants that contains it

• Hunteria zeylanica

Cross-Links

• PubChem: 46846152
• NPASS: NPC253580
• ChEMBL: CHEMBL1778841
• LOTUS: LTS0051812
• wikiData: Q105290433