(1R,2S,4S,5S,7S,9R)-1',9-dimethyl-2-(2-oxopropyl)spiro[10-oxa-8-azatricyclo[5.4.0.04,8]undecane-5,3'-indole]-2'-one

Details

• Internal ID: 0fc78280-2d87-4308-8b7e-971c1388af72
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives
• IUPAC Name: (1R,2S,4S,5S,7S,9R)-1',9-dimethyl-2-(2-oxopropyl)spiro[10-oxa-8-azatricyclo[5.4.0.04,8]undecane-5,3'-indole]-2'-one
• SMILES (Canonical): CC1N2C3CC(C(C2CC34C5=CC=CC=C5N(C4=O)C)CO1)CC(=O)C
• SMILES (Isomeric): C[C@@H]1N2[C@H]3C[C@H]([C@H]([C@@H]2C[C@]34C5=CC=CC=C5N(C4=O)C)CO1)CC(=O)C
• InChI: InChI=1S/C21H26N2O3/c1-12(24)8-14-9-19-21(10-18-15(14)11-26-13(2)23(18)19)16-6-4-5-7-17(16)22(3)20(21)25/h4-7,13-15,18-19H,8-11H2,1-3H3/t13-,14-,15-,18+,19+,21+/m1/s1
• InChI Key: FUFCKBIZSJGNAI-DZCOJCRGSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₆N₂O₃
• Molecular Weight: 354.40 g/mol
• Exact Mass: 354.19434270 g/mol
• Topological Polar Surface Area (TPSA): 49.80 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 2.34
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9782	97.82%
Caco-2	+	0.8860	88.60%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6163	61.63%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8478	84.78%
OATP1B3 inhibitior	+	0.9423	94.23%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.5544	55.44%
P-glycoprotein inhibitior	+	0.5713	57.13%
P-glycoprotein substrate	+	0.7333	73.33%
CYP3A4 substrate	+	0.6549	65.49%
CYP2C9 substrate	+	0.5905	59.05%
CYP2D6 substrate	-	0.8145	81.45%
CYP3A4 inhibition	-	0.8280	82.80%
CYP2C9 inhibition	-	0.6036	60.36%
CYP2C19 inhibition	-	0.6167	61.67%
CYP2D6 inhibition	-	0.8703	87.03%
CYP1A2 inhibition	-	0.8071	80.71%
CYP2C8 inhibition	-	0.7207	72.07%
CYP inhibitory promiscuity	-	0.8273	82.73%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6471	64.71%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.9876	98.76%
Skin irritation	-	0.8215	82.15%
Skin corrosion	-	0.9268	92.68%
Ames mutagenesis	+	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8399	83.99%
Micronuclear	+	0.6200	62.00%
Hepatotoxicity	-	0.5017	50.17%
skin sensitisation	-	0.8582	85.82%
Respiratory toxicity	+	0.8778	87.78%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.8496	84.96%
Acute Oral Toxicity (c)	III	0.6176	61.76%
Estrogen receptor binding	+	0.7396	73.96%
Androgen receptor binding	+	0.6596	65.96%
Thyroid receptor binding	+	0.6110	61.10%
Glucocorticoid receptor binding	-	0.5672	56.72%
Aromatase binding	-	0.6081	60.81%
PPAR gamma	-	0.5669	56.69%
Honey bee toxicity	-	0.8717	87.17%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9480	94.80%

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	97.28%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.02%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.76%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.78%	95.56%
CHEMBL4208	P20618	Proteasome component C5	87.79%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.32%	86.33%
CHEMBL5028	O14672	ADAM10	83.31%	97.50%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	83.20%	85.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.77%	89.00%

Plants that contains it

• Alstonia angustifolia

Cross-Links

• PubChem: 162957530
• LOTUS: LTS0032426
• wikiData: Q105001659