(3S)-3-[[6-[2-(dimethylamino)ethyl]-1,3-benzodioxol-5-yl]methyl]-3-hydroxy-6,7-dimethoxy-2-(2-phenylethyl)isoindol-1-one

Details

• Internal ID: 61d42c38-661f-4841-9819-60f4ee8249f2
• Taxonomy: Organoheterocyclic compounds > Isoindoles and derivatives > Isoindolines > Isoindolones
• IUPAC Name: (3S)-3-[[6-[2-(dimethylamino)ethyl]-1,3-benzodioxol-5-yl]methyl]-3-hydroxy-6,7-dimethoxy-2-(2-phenylethyl)isoindol-1-one
• SMILES (Canonical): CN(C)CCC1=CC2=C(C=C1CC3(C4=C(C(=C(C=C4)OC)OC)C(=O)N3CCC5=CC=CC=C5)O)OCO2
• SMILES (Isomeric): CN(C)CCC1=CC2=C(C=C1C[C@@]3(C4=C(C(=C(C=C4)OC)OC)C(=O)N3CCC5=CC=CC=C5)O)OCO2
• InChI: InChI=1S/C30H34N2O6/c1-31(2)14-13-21-16-25-26(38-19-37-25)17-22(21)18-30(34)23-10-11-24(35-3)28(36-4)27(23)29(33)32(30)15-12-20-8-6-5-7-9-20/h5-11,16-17,34H,12-15,18-19H2,1-4H3/t30-/m0/s1
• InChI Key: HFYGXQFCFQNRAX-PMERELPUSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₃₄N₂O₆
• Molecular Weight: 518.60 g/mol
• Exact Mass: 518.24168681 g/mol
• Topological Polar Surface Area (TPSA): 80.70 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 3.62
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9356	93.56%
Caco-2	-	0.5477	54.77%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.4711	47.11%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8862	88.62%
OATP1B3 inhibitior	+	0.9305	93.05%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.9876	98.76%
P-glycoprotein inhibitior	+	0.9583	95.83%
P-glycoprotein substrate	-	0.5684	56.84%
CYP3A4 substrate	+	0.7139	71.39%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.3454	34.54%
CYP3A4 inhibition	+	0.7805	78.05%
CYP2C9 inhibition	-	0.8830	88.30%
CYP2C19 inhibition	-	0.6474	64.74%
CYP2D6 inhibition	-	0.7661	76.61%
CYP1A2 inhibition	-	0.9602	96.02%
CYP2C8 inhibition	+	0.4434	44.34%
CYP inhibitory promiscuity	-	0.8131	81.31%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.5833	58.33%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9375	93.75%
Skin irritation	-	0.7965	79.65%
Skin corrosion	-	0.9386	93.86%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7437	74.37%
Micronuclear	+	0.7200	72.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.8949	89.49%
Respiratory toxicity	+	0.8667	86.67%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.8333	83.33%
Acute Oral Toxicity (c)	III	0.6930	69.30%
Estrogen receptor binding	+	0.8362	83.62%
Androgen receptor binding	+	0.8135	81.35%
Thyroid receptor binding	+	0.6050	60.50%
Glucocorticoid receptor binding	+	0.8029	80.29%
Aromatase binding	+	0.5337	53.37%
PPAR gamma	+	0.6824	68.24%
Honey bee toxicity	-	0.7916	79.16%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5474	54.74%
Fish aquatic toxicity	+	0.9389	93.89%

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	98.64%	96.09%
CHEMBL3192	Q9BY41	Histone deacetylase 8	98.30%	93.99%
CHEMBL2581	P07339	Cathepsin D	98.13%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.09%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.98%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.76%	91.11%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	95.18%	96.77%
CHEMBL4208	P20618	Proteasome component C5	92.34%	90.00%
CHEMBL240	Q12809	HERG	91.48%	89.76%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.38%	94.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	90.10%	92.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.22%	89.00%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	89.15%	95.17%
CHEMBL2535	P11166	Glucose transporter	87.03%	98.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.86%	94.45%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.69%	93.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.37%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.01%	85.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.99%	95.89%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	82.19%	82.38%
CHEMBL1255126	O15151	Protein Mdm4	80.46%	90.20%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.20%	97.14%

Plants that contains it

• Fumaria densiflora

Cross-Links

• PubChem: 162904637
• LOTUS: LTS0145440
• wikiData: Q105027630