[(1S,2S,4S,7S,8S,11S)-6-ethyl-7-hydroxy-1'-methoxy-2'-oxospiro[10-oxa-5-azatricyclo[5.3.1.04,8]undec-5-ene-2,3'-indole]-11-yl] acetate

Details

• Internal ID: c9b59f67-7c76-47be-a60e-1c510ef33ed7
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives
• IUPAC Name: [(1S,2S,4S,7S,8S,11S)-6-ethyl-7-hydroxy-1'-methoxy-2'-oxospiro[10-oxa-5-azatricyclo[5.3.1.04,8]undec-5-ene-2,3'-indole]-11-yl] acetate
• SMILES (Canonical): CCC1=NC2CC3(C4C(C1(C2CO4)O)OC(=O)C)C5=CC=CC=C5N(C3=O)OC
• SMILES (Isomeric): CCC1=N[C@H]2C[C@@]3([C@H]4[C@@H]([C@@]1([C@@H]2CO4)O)OC(=O)C)C5=CC=CC=C5N(C3=O)OC
• InChI: InChI=1S/C21H24N2O6/c1-4-16-21(26)13-10-28-17(18(21)29-11(2)24)20(9-14(13)22-16)12-7-5-6-8-15(12)23(27-3)19(20)25/h5-8,13-14,17-18,26H,4,9-10H2,1-3H3/t13-,14+,17-,18+,20+,21+/m1/s1
• InChI Key: LHVWPEXUHTWXHW-UZYNYEMKSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₄N₂O₆
• Molecular Weight: 400.40 g/mol
• Exact Mass: 400.16343649 g/mol
• Topological Polar Surface Area (TPSA): 97.70 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): 1.15
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8461	84.61%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5148	51.48%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8954	89.54%
OATP1B3 inhibitior	+	0.9346	93.46%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.5541	55.41%
P-glycoprotein inhibitior	+	0.6435	64.35%
P-glycoprotein substrate	-	0.5486	54.86%
CYP3A4 substrate	+	0.6793	67.93%
CYP2C9 substrate	-	0.7986	79.86%
CYP2D6 substrate	-	0.8404	84.04%
CYP3A4 inhibition	-	0.5488	54.88%
CYP2C9 inhibition	-	0.6000	60.00%
CYP2C19 inhibition	-	0.6483	64.83%
CYP2D6 inhibition	-	0.8475	84.75%
CYP1A2 inhibition	-	0.7716	77.16%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.7262	72.62%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8200	82.00%
Carcinogenicity (trinary)	Non-required	0.5835	58.35%
Eye corrosion	-	0.9820	98.20%
Eye irritation	-	0.9598	95.98%
Skin irritation	-	0.7784	77.84%
Skin corrosion	-	0.9328	93.28%
Ames mutagenesis	+	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4304	43.04%
Micronuclear	+	0.8000	80.00%
Hepatotoxicity	+	0.5640	56.40%
skin sensitisation	-	0.8421	84.21%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.5236	52.36%
Acute Oral Toxicity (c)	III	0.5800	58.00%
Estrogen receptor binding	+	0.7338	73.38%
Androgen receptor binding	+	0.6917	69.17%
Thyroid receptor binding	+	0.5772	57.72%
Glucocorticoid receptor binding	+	0.6236	62.36%
Aromatase binding	+	0.5505	55.05%
PPAR gamma	+	0.5209	52.09%
Honey bee toxicity	-	0.7725	77.25%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9519	95.19%

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	98.22%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.87%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.61%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.55%	86.33%
CHEMBL2581	P07339	Cathepsin D	94.80%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.52%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.26%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.75%	99.23%
CHEMBL5028	O14672	ADAM10	83.18%	97.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.25%	97.14%

Plants that contains it

• Gelsemium elegans

Cross-Links

• PubChem: 44583828
• NPASS: NPC282092
• ChEMBL: CHEMBL498246
• LOTUS: LTS0102078
• wikiData: Q105152007