methyl (1'S,2R,7'R,8'R,9'R)-9'-[(1S)-1-hydroxyethyl]-5-methoxy-3-oxospiro[1H-indole-2,6'-3-azatricyclo[5.3.1.03,8]undecane]-7'-carboxylate

Details

• Internal ID: e115946f-97e1-44dd-a0f5-1f69d3df1e81
• Taxonomy: Organoheterocyclic compounds > Quinolizidines
• IUPAC Name: methyl (1'S,2R,7'R,8'R,9'R)-9'-[(1S)-1-hydroxyethyl]-5-methoxy-3-oxospiro[1H-indole-2,6'-3-azatricyclo[5.3.1.03,8]undecane]-7'-carboxylate
• InChI: InChI=1S/C22H28N2O5/c1-12(25)15-8-13-10-21(20(27)29-3)18(15)24(11-13)7-6-22(21)19(26)16-9-14(28-2)4-5-17(16)23-22/h4-5,9,12-13,15,18,23,25H,6-8,10-11H2,1-3H3/t12-,13-,15-,18+,21-,22-/m0/s1
• InChI Key: QTZPBQMTXNEKRX-UZZXJJOXSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₈N₂O₅
• Molecular Weight: 400.50 g/mol
• Exact Mass: 400.19982200 g/mol
• Topological Polar Surface Area (TPSA): 88.10 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.70
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9089	90.89%
Caco-2	+	0.6508	65.08%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6422	64.22%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9318	93.18%
OATP1B3 inhibitior	+	0.9247	92.47%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.7007	70.07%
P-glycoprotein inhibitior	-	0.5712	57.12%
P-glycoprotein substrate	+	0.6666	66.66%
CYP3A4 substrate	+	0.6727	67.27%
CYP2C9 substrate	+	0.6033	60.33%
CYP2D6 substrate	-	0.7393	73.93%
CYP3A4 inhibition	-	0.8287	82.87%
CYP2C9 inhibition	-	0.8869	88.69%
CYP2C19 inhibition	-	0.8263	82.63%
CYP2D6 inhibition	-	0.6824	68.24%
CYP1A2 inhibition	-	0.8212	82.12%
CYP2C8 inhibition	-	0.8469	84.69%
CYP inhibitory promiscuity	-	0.9604	96.04%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6279	62.79%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.9902	99.02%
Skin irritation	-	0.7902	79.02%
Skin corrosion	-	0.9452	94.52%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6711	67.11%
Micronuclear	+	0.7200	72.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.8688	86.88%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.9875	98.75%
Nephrotoxicity	-	0.7845	78.45%
Acute Oral Toxicity (c)	III	0.5477	54.77%
Estrogen receptor binding	+	0.7268	72.68%
Androgen receptor binding	+	0.7671	76.71%
Thyroid receptor binding	+	0.6043	60.43%
Glucocorticoid receptor binding	+	0.6406	64.06%
Aromatase binding	+	0.7474	74.74%
PPAR gamma	-	0.6199	61.99%
Honey bee toxicity	-	0.7569	75.69%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.8681	86.81%

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	99.17%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.94%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.70%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.46%	94.45%
CHEMBL4208	P20618	Proteasome component C5	95.72%	90.00%
CHEMBL2581	P07339	Cathepsin D	95.43%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.38%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.55%	95.56%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	92.22%	91.03%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	91.64%	90.71%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	90.67%	82.69%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.36%	95.89%
CHEMBL2535	P11166	Glucose transporter	89.39%	98.75%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.90%	96.77%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	88.36%	93.03%
CHEMBL4040	P28482	MAP kinase ERK2	88.21%	83.82%
CHEMBL3437	Q16853	Amine oxidase, copper containing	87.49%	94.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.14%	97.14%
CHEMBL340	P08684	Cytochrome P450 3A4	85.65%	91.19%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.50%	94.00%
CHEMBL4588	P22894	Matrix metalloproteinase 8	83.06%	94.66%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.74%	95.89%
CHEMBL4073	P09237	Matrix metalloproteinase 7	82.43%	97.56%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.03%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.90%	97.25%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.90%	91.07%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	80.87%	94.42%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	80.38%	94.78%

Plants that contains it

• Haemanthus montanus
• Tabernaemontana rupicola

Cross-Links

• PubChem: 101281058
• LOTUS: LTS0176781
• wikiData: Q105228007