4,7-Epoxy-1H-isoindole-1,3(2H)-dione, hexahydro-3a-methyl-2-phenyl-, [3aR-(3aalpha,4beta,7beta,7aalpha)]-

Details

• Internal ID: 80e70318-26a6-4e1c-89ed-698049b07295
• Taxonomy: Organoheterocyclic compounds > Pyrrolidines > Phenylpyrrolidines
• IUPAC Name: 7a-methyl-2-phenyl-4,5,6,7-tetrahydro-3aH-4,7-epoxyisoindole-1,3-dione
• SMILES (Canonical): CC12C3CCC(C1C(=O)N(C2=O)C4=CC=CC=C4)O3
• SMILES (Isomeric): CC12C3CCC(C1C(=O)N(C2=O)C4=CC=CC=C4)O3
• InChI: InChI=1S/C15H15NO3/c1-15-11-8-7-10(19-11)12(15)13(17)16(14(15)18)9-5-3-2-4-6-9/h2-6,10-12H,7-8H2,1H3
• InChI Key: CQJNEJKGCVYECU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₅NO₃
• Molecular Weight: 257.28 g/mol
• Exact Mass: 257.10519334 g/mol
• Topological Polar Surface Area (TPSA): 46.60 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.74
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

• 4,7-Epoxy-1H-isoindole-1,3(2H)-dione, hexahydro-3a-methyl-2-phenyl-, [3aR-(3a.alpha.,4.beta.,7.beta.,7a.alpha.)]-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9895	98.95%
Caco-2	+	0.8031	80.31%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6151	61.51%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9144	91.44%
OATP1B3 inhibitior	+	0.9437	94.37%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.7883	78.83%
BSEP inhibitior	-	0.8773	87.73%
P-glycoprotein inhibitior	-	0.8991	89.91%
P-glycoprotein substrate	-	0.9344	93.44%
CYP3A4 substrate	+	0.5351	53.51%
CYP2C9 substrate	-	0.7882	78.82%
CYP2D6 substrate	-	0.7945	79.45%
CYP3A4 inhibition	-	0.6234	62.34%
CYP2C9 inhibition	-	0.6237	62.37%
CYP2C19 inhibition	+	0.5221	52.21%
CYP2D6 inhibition	-	0.8967	89.67%
CYP1A2 inhibition	-	0.7554	75.54%
CYP2C8 inhibition	-	0.7352	73.52%
CYP inhibitory promiscuity	-	0.7227	72.27%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.3813	38.13%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.9584	95.84%
Skin irritation	-	0.7817	78.17%
Skin corrosion	-	0.8737	87.37%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5234	52.34%
Micronuclear	+	0.6300	63.00%
Hepatotoxicity	+	0.8000	80.00%
skin sensitisation	-	0.8658	86.58%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.8069	80.69%
Acute Oral Toxicity (c)	III	0.5690	56.90%
Estrogen receptor binding	+	0.8774	87.74%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.6379	63.79%
Glucocorticoid receptor binding	-	0.5725	57.25%
Aromatase binding	+	0.5715	57.15%
PPAR gamma	+	0.7101	71.01%
Honey bee toxicity	-	0.9488	94.88%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.7200	72.00%
Fish aquatic toxicity	+	0.7963	79.63%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.08%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.61%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.46%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.14%	96.09%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	90.41%	93.40%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.34%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.67%	99.23%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.90%	97.14%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.36%	93.04%
CHEMBL4523377	Q86WV6	Stimulator of interferon genes protein	81.75%	95.48%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.24%	97.09%

Plants that contains it

• Butea monosperma

Cross-Links

• PubChem: 605122
• LOTUS: LTS0266755
• wikiData: Q104968048