[(3S,5'R,6'S)-5'-ethenyl-4-methoxy-2-oxospiro[1H-indole-3,1'-3,5,6,7,8,8a-hexahydro-2H-indolizine]-6'-yl]methyl (E)-3-methoxyprop-2-enoate

Details

• Internal ID: 7596f731-7c99-42bb-94b3-6ad95d2838ea
• Taxonomy: Organoheterocyclic compounds > Indolizidines
• IUPAC Name: [(3S,5'R,6'S)-5'-ethenyl-4-methoxy-2-oxospiro[1H-indole-3,1'-3,5,6,7,8,8a-hexahydro-2H-indolizine]-6'-yl]methyl (E)-3-methoxyprop-2-enoate
• InChI: InChI=1S/C23H28N2O5/c1-4-17-15(14-30-20(26)10-13-28-2)8-9-19-23(11-12-25(17)19)21-16(24-22(23)27)6-5-7-18(21)29-3/h4-7,10,13,15,17,19H,1,8-9,11-12,14H2,2-3H3,(H,24,27)/b13-10+/t15-,17-,19?,23-/m1/s1
• InChI Key: ABIFCRCWXKCLAY-UMVNVWEVSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₈N₂O₅
• Molecular Weight: 412.50 g/mol
• Exact Mass: 412.19982200 g/mol
• Topological Polar Surface Area (TPSA): 77.10 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.63
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9446	94.46%
Caco-2	-	0.6130	61.30%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8368	83.68%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9191	91.91%
OATP1B3 inhibitior	+	0.9267	92.67%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.6322	63.22%
BSEP inhibitior	+	0.8217	82.17%
P-glycoprotein inhibitior	+	0.8125	81.25%
P-glycoprotein substrate	+	0.5859	58.59%
CYP3A4 substrate	+	0.6917	69.17%
CYP2C9 substrate	-	0.8019	80.19%
CYP2D6 substrate	-	0.7323	73.23%
CYP3A4 inhibition	+	0.8377	83.77%
CYP2C9 inhibition	-	0.7810	78.10%
CYP2C19 inhibition	-	0.6911	69.11%
CYP2D6 inhibition	-	0.8405	84.05%
CYP1A2 inhibition	-	0.6556	65.56%
CYP2C8 inhibition	+	0.5825	58.25%
CYP inhibitory promiscuity	+	0.6364	63.64%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5815	58.15%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.9918	99.18%
Skin irritation	-	0.7996	79.96%
Skin corrosion	-	0.9443	94.43%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8059	80.59%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	+	0.5355	53.55%
skin sensitisation	-	0.8837	88.37%
Respiratory toxicity	+	0.8778	87.78%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.8229	82.29%
Acute Oral Toxicity (c)	III	0.6818	68.18%
Estrogen receptor binding	+	0.8557	85.57%
Androgen receptor binding	+	0.6022	60.22%
Thyroid receptor binding	+	0.6720	67.20%
Glucocorticoid receptor binding	+	0.7719	77.19%
Aromatase binding	+	0.5195	51.95%
PPAR gamma	+	0.5820	58.20%
Honey bee toxicity	-	0.8366	83.66%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9828	98.28%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.63%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.19%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.91%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.09%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.04%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	94.70%	94.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.76%	97.09%
CHEMBL2581	P07339	Cathepsin D	93.10%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	93.03%	95.89%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.11%	97.25%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	91.37%	89.62%
CHEMBL221	P23219	Cyclooxygenase-1	89.19%	90.17%
CHEMBL4208	P20618	Proteasome component C5	87.75%	90.00%
CHEMBL4040	P28482	MAP kinase ERK2	87.21%	83.82%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	87.15%	82.69%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	86.67%	93.03%
CHEMBL5028	O14672	ADAM10	85.84%	97.50%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.68%	85.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.69%	100.00%
CHEMBL3492	P49721	Proteasome Macropain subunit	82.33%	90.24%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.54%	92.62%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.45%	92.94%
CHEMBL4829	O00763	Acetyl-CoA carboxylase 2	81.03%	98.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.85%	91.07%
CHEMBL340	P08684	Cytochrome P450 3A4	80.27%	91.19%

Plants that contains it

• Mitragyna inermis

Cross-Links

• PubChem: 101243994
• LOTUS: LTS0164164
• wikiData: Q104908625