Narceine imide

Details

• Internal ID: 52fb1485-2cfa-42ee-9e6c-4cbc2ce5203e
• Taxonomy: Organoheterocyclic compounds > Isoindoles and derivatives > Isoindolines > Isoindolones
• IUPAC Name: (3Z)-3-[[6-[2-(dimethylamino)ethyl]-4-methoxy-1,3-benzodioxol-5-yl]methylidene]-6,7-dimethoxyisoindol-1-one
• SMILES (Canonical): CN(C)CCC1=CC2=C(C(=C1C=C3C4=C(C(=C(C=C4)OC)OC)C(=O)N3)OC)OCO2
• SMILES (Isomeric): CN(C)CCC1=CC2=C(C(=C1/C=C\3/C4=C(C(=C(C=C4)OC)OC)C(=O)N3)OC)OCO2
• InChI: InChI=1S/C23H26N2O6/c1-25(2)9-8-13-10-18-22(31-12-30-18)20(28-4)15(13)11-16-14-6-7-17(27-3)21(29-5)19(14)23(26)24-16/h6-7,10-11H,8-9,12H2,1-5H3,(H,24,26)/b16-11-
• InChI Key: FNVOXTXQQPJYRS-WJDWOHSUSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₆N₂O₆
• Molecular Weight: 426.50 g/mol
• Exact Mass: 426.17908655 g/mol
• Topological Polar Surface Area (TPSA): 78.50 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.79
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

• (Z)-Narceine imide
• 38952-67-9
• NSC657324
• (3Z)-3-[[6-[2-(dimethylamino)ethyl]-4-methoxy-1,3-benzodioxol-5-yl]methylidene]-6,7-dimethoxyisoindol-1-one
• 1H-Isoindol-1-one, 3-((6-(2-(dimethylamino)ethyl)-4-methoxy-1,3-benzodioxol-5-yl)methylene)-2,3-dihydro-6,7-dimethoxy-
• CHEMBL1979699
• CHEBI:186442
• DTXSID801104819
• NSC-657324
• (3Z)-3-({6-[2-(dimethylamino)ethyl]-4-methoxy-2H-1,3-benzodioxol-5-yl}methylidene)-6,7-dimethoxy-2,3-dihydro-1H-isoindol-1-one
• (3Z)-3-[[6-(2-dimethylaminoethyl)-4-methoxy-1,3-benzodioxol-5-yl]methylene]-6,7-dimethoxy-isoindolin-1-one
• (3Z)-3-[[6-[2-(Dimethylamino)ethyl]-4-methoxy-1,3-benzodioxol-5-yl]methylene]-2,3-dihydro-6,7-dimethoxy-1H-isoindol-1-one
• 3-((6-(2-(Dimethylamino)ethyl)-4-methoxy-1,3-benzodioxol-5-yl)methylene)-6,7-dimethoxy-1-isoindolinone
• 55968-77-9

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9799	97.99%
Caco-2	+	0.8267	82.67%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5718	57.18%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9019	90.19%
OATP1B3 inhibitior	+	0.9327	93.27%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9060	90.60%
P-glycoprotein inhibitior	+	0.8932	89.32%
P-glycoprotein substrate	-	0.5453	54.53%
CYP3A4 substrate	+	0.6882	68.82%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.3791	37.91%
CYP3A4 inhibition	+	0.7326	73.26%
CYP2C9 inhibition	-	0.8143	81.43%
CYP2C19 inhibition	-	0.8170	81.70%
CYP2D6 inhibition	-	0.7746	77.46%
CYP1A2 inhibition	-	0.7794	77.94%
CYP2C8 inhibition	-	0.6571	65.71%
CYP inhibitory promiscuity	-	0.5452	54.52%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5343	53.43%
Eye corrosion	-	0.9871	98.71%
Eye irritation	-	0.9798	97.98%
Skin irritation	-	0.7787	77.87%
Skin corrosion	-	0.9303	93.03%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8149	81.49%
Micronuclear	+	0.6800	68.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.8569	85.69%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.6419	64.19%
Acute Oral Toxicity (c)	III	0.6917	69.17%
Estrogen receptor binding	+	0.8128	81.28%
Androgen receptor binding	-	0.5239	52.39%
Thyroid receptor binding	+	0.7028	70.28%
Glucocorticoid receptor binding	+	0.8509	85.09%
Aromatase binding	+	0.6434	64.34%
PPAR gamma	+	0.7667	76.67%
Honey bee toxicity	-	0.7600	76.00%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9611	96.11%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.51%	95.56%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	96.46%	96.77%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.33%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.07%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.46%	96.09%
CHEMBL3192	Q9BY41	Histone deacetylase 8	93.73%	93.99%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.36%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.58%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.55%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.01%	86.33%
CHEMBL1937	Q92769	Histone deacetylase 2	91.77%	94.75%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	91.19%	93.40%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	90.83%	80.96%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.10%	96.00%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	87.42%	96.67%
CHEMBL4040	P28482	MAP kinase ERK2	87.05%	83.82%
CHEMBL255	P29275	Adenosine A2b receptor	86.57%	98.59%
CHEMBL3401	O75469	Pregnane X receptor	86.29%	94.73%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	85.76%	85.30%
CHEMBL3922	P50579	Methionine aminopeptidase 2	85.53%	97.28%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	85.09%	83.57%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.25%	95.89%
CHEMBL1255126	O15151	Protein Mdm4	82.98%	90.20%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.96%	92.62%
CHEMBL4208	P20618	Proteasome component C5	82.84%	90.00%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	82.58%	92.88%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	81.48%	85.49%
CHEMBL2535	P11166	Glucose transporter	81.22%	98.75%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	80.96%	94.80%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	80.59%	92.38%
CHEMBL3492	P49721	Proteasome Macropain subunit	80.30%	90.24%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	80.25%	82.67%

Plants that contains it

• Aloe microstigma
• Chrozophora plicata
• Papaver somniferum

Cross-Links

• PubChem: 5459241
• NPASS: NPC228040