N-[(1S,2S,4S,5R)-1'-methoxy-2'-oxo-8-propanoylspiro[6-oxabicyclo[3.2.2]non-8-ene-4,3'-indole]-2-yl]acetamide

Details

• Internal ID: 220eb5aa-3903-4cdc-aed3-6d54e1bf11b8
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives
• IUPAC Name: N-[(1S,2S,4S,5R)-1'-methoxy-2'-oxo-8-propanoylspiro[6-oxabicyclo[3.2.2]non-8-ene-4,3'-indole]-2-yl]acetamide
• InChI: InChI=1S/C21H24N2O5/c1-4-18(25)13-9-19-21(10-16(22-12(2)24)14(13)11-28-19)15-7-5-6-8-17(15)23(27-3)20(21)26/h5-9,14,16,19H,4,10-11H2,1-3H3,(H,22,24)/t14-,16-,19+,21-/m0/s1
• InChI Key: RUBFOAMNHLKHRU-FJIGVHGFSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₄N₂O₅
• Molecular Weight: 384.40 g/mol
• Exact Mass: 384.16852187 g/mol
• Topological Polar Surface Area (TPSA): 84.90 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 1.66
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9893	98.93%
Caco-2	+	0.5267	52.67%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.4801	48.01%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8520	85.20%
OATP1B3 inhibitior	+	0.9368	93.68%
MATE1 inhibitior	-	0.7454	74.54%
OCT2 inhibitior	-	0.8109	81.09%
BSEP inhibitior	+	0.8484	84.84%
P-glycoprotein inhibitior	+	0.6171	61.71%
P-glycoprotein substrate	+	0.6269	62.69%
CYP3A4 substrate	+	0.6756	67.56%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8730	87.30%
CYP3A4 inhibition	-	0.5650	56.50%
CYP2C9 inhibition	-	0.6576	65.76%
CYP2C19 inhibition	-	0.6543	65.43%
CYP2D6 inhibition	-	0.8871	88.71%
CYP1A2 inhibition	-	0.7486	74.86%
CYP2C8 inhibition	+	0.5163	51.63%
CYP inhibitory promiscuity	-	0.6082	60.82%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8000	80.00%
Carcinogenicity (trinary)	Non-required	0.5166	51.66%
Eye corrosion	-	0.9818	98.18%
Eye irritation	-	0.9870	98.70%
Skin irritation	-	0.7693	76.93%
Skin corrosion	-	0.9269	92.69%
Ames mutagenesis	+	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8163	81.63%
Micronuclear	+	0.7700	77.00%
Hepatotoxicity	-	0.5672	56.72%
skin sensitisation	-	0.8406	84.06%
Respiratory toxicity	+	0.8556	85.56%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.5923	59.23%
Acute Oral Toxicity (c)	III	0.5871	58.71%
Estrogen receptor binding	+	0.6974	69.74%
Androgen receptor binding	+	0.5336	53.36%
Thyroid receptor binding	+	0.5242	52.42%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.6461	64.61%
PPAR gamma	+	0.6664	66.64%
Honey bee toxicity	-	0.7996	79.96%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9675	96.75%

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	98.47%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.87%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.93%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.16%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.31%	85.14%
CHEMBL255	P29275	Adenosine A2b receptor	86.90%	98.59%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.70%	97.09%
CHEMBL4208	P20618	Proteasome component C5	85.37%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.07%	95.56%
CHEMBL5028	O14672	ADAM10	83.79%	97.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.31%	86.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.26%	97.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.91%	99.23%

Plants that contains it

• Gelsemium elegans

Cross-Links

• PubChem: 101951239
• LOTUS: LTS0157503
• wikiData: Q105245546