4'-chloro-3'-ethenyl-2'-isocyano-3',7',7'-trimethylspiro[1H-indole-3,8'-bicyclo[4.2.0]oct-1-ene]-2-one

Details

• Internal ID: eb201b87-4b5d-4366-8631-8d17aeaea0ff
• IUPAC Name: 4'-chloro-3'-ethenyl-2'-isocyano-3',7',7'-trimethylspiro[1H-indole-3,8'-bicyclo[4.2.0]oct-1-ene]-2-one
• InChI: InChI=1S/C21H21ClN2O/c1-6-20(4)15(22)11-13-16(17(20)23-5)21(19(13,2)3)12-9-7-8-10-14(12)24-18(21)25/h6-10,13,15H,1,11H2,2-4H3,(H,24,25)
• InChI Key: XLRFBPJWPHKLJV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₁ClN₂O
• Molecular Weight: 352.90 g/mol
• Exact Mass: 352.1342410 g/mol
• Topological Polar Surface Area (TPSA): 33.50 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 4.91
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9848	98.48%
Caco-2	+	0.5422	54.22%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.5429	54.29%
OATP2B1 inhibitior	-	0.8584	85.84%
OATP1B1 inhibitior	+	0.8615	86.15%
OATP1B3 inhibitior	+	0.9378	93.78%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.7452	74.52%
P-glycoprotein inhibitior	-	0.7957	79.57%
P-glycoprotein substrate	-	0.6832	68.32%
CYP3A4 substrate	+	0.6462	64.62%
CYP2C9 substrate	-	0.7942	79.42%
CYP2D6 substrate	-	0.8585	85.85%
CYP3A4 inhibition	+	0.7748	77.48%
CYP2C9 inhibition	+	0.6463	64.63%
CYP2C19 inhibition	+	0.6659	66.59%
CYP2D6 inhibition	-	0.7441	74.41%
CYP1A2 inhibition	+	0.5776	57.76%
CYP2C8 inhibition	+	0.4554	45.54%
CYP inhibitory promiscuity	+	0.9153	91.53%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7200	72.00%
Carcinogenicity (trinary)	Danger	0.4840	48.40%
Eye corrosion	-	0.9743	97.43%
Eye irritation	-	0.9912	99.12%
Skin irritation	-	0.7613	76.13%
Skin corrosion	-	0.9204	92.04%
Ames mutagenesis	+	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7634	76.34%
Micronuclear	+	0.6800	68.00%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	-	0.8076	80.76%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.8216	82.16%
Acute Oral Toxicity (c)	III	0.5312	53.12%
Estrogen receptor binding	+	0.8599	85.99%
Androgen receptor binding	+	0.6950	69.50%
Thyroid receptor binding	+	0.7424	74.24%
Glucocorticoid receptor binding	+	0.5879	58.79%
Aromatase binding	+	0.7506	75.06%
PPAR gamma	+	0.8110	81.10%
Honey bee toxicity	-	0.6674	66.74%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.7200	72.00%
Fish aquatic toxicity	+	0.9970	99.70%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.24%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.70%	95.56%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	95.97%	94.62%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	88.12%	94.08%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.09%	94.45%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	87.94%	85.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.86%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.84%	97.09%
CHEMBL4208	P20618	Proteasome component C5	87.15%	90.00%
CHEMBL221	P23219	Cyclooxygenase-1	86.35%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.30%	86.33%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.98%	82.69%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.54%	95.50%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	80.50%	94.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 72986092
• LOTUS: LTS0082894
• wikiData: Q104201112