(1S,2S,4S,7R,8S,11R)-6-acetyl-11-hydroxy-1'-methoxyspiro[10-oxa-5-azatricyclo[5.3.1.04,8]undec-5-ene-2,3'-indole]-2'-one

Details

• Internal ID: 451a87a5-3e71-40cb-8a8c-b80e82a5dc17
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives
• IUPAC Name: (1S,2S,4S,7R,8S,11R)-6-acetyl-11-hydroxy-1'-methoxyspiro[10-oxa-5-azatricyclo[5.3.1.04,8]undec-5-ene-2,3'-indole]-2'-one
• InChI: InChI=1S/C19H20N2O5/c1-9(22)15-14-10-8-26-17(16(14)23)19(7-12(10)20-15)11-5-3-4-6-13(11)21(25-2)18(19)24/h3-6,10,12,14,16-17,23H,7-8H2,1-2H3/t10-,12+,14-,16-,17-,19+/m1/s1
• InChI Key: MCNGMIYVIVFDCY-UKRGEFSOSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₀N₂O₅
• Molecular Weight: 356.40 g/mol
• Exact Mass: 356.13722174 g/mol
• Topological Polar Surface Area (TPSA): 88.40 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): 0.64
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8821	88.21%
Caco-2	+	0.4895	48.95%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5825	58.25%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9215	92.15%
OATP1B3 inhibitior	+	0.9391	93.91%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.7023	70.23%
P-glycoprotein inhibitior	-	0.6830	68.30%
P-glycoprotein substrate	-	0.5911	59.11%
CYP3A4 substrate	+	0.6609	66.09%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.8415	84.15%
CYP3A4 inhibition	-	0.7327	73.27%
CYP2C9 inhibition	-	0.5869	58.69%
CYP2C19 inhibition	-	0.6233	62.33%
CYP2D6 inhibition	-	0.9068	90.68%
CYP1A2 inhibition	-	0.7442	74.42%
CYP2C8 inhibition	-	0.6286	62.86%
CYP inhibitory promiscuity	-	0.8079	80.79%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8000	80.00%
Carcinogenicity (trinary)	Non-required	0.5738	57.38%
Eye corrosion	-	0.9819	98.19%
Eye irritation	-	0.9697	96.97%
Skin irritation	-	0.7810	78.10%
Skin corrosion	-	0.9326	93.26%
Ames mutagenesis	+	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4925	49.25%
Micronuclear	+	0.8100	81.00%
Hepatotoxicity	-	0.5662	56.62%
skin sensitisation	-	0.8411	84.11%
Respiratory toxicity	+	0.8778	87.78%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.6269	62.69%
Acute Oral Toxicity (c)	III	0.6240	62.40%
Estrogen receptor binding	+	0.7035	70.35%
Androgen receptor binding	+	0.6103	61.03%
Thyroid receptor binding	+	0.5362	53.62%
Glucocorticoid receptor binding	-	0.6833	68.33%
Aromatase binding	-	0.6625	66.25%
PPAR gamma	+	0.5551	55.51%
Honey bee toxicity	-	0.7728	77.28%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.8814	88.14%

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	98.27%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.48%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.95%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.69%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.60%	99.23%
CHEMBL2581	P07339	Cathepsin D	90.91%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.33%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.66%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.00%	94.00%
CHEMBL2535	P11166	Glucose transporter	82.23%	98.75%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	80.84%	96.39%

Plants that contains it

• Gelsemium elegans

Cross-Links

• PubChem: 54750377
• LOTUS: LTS0185128
• wikiData: Q105161312