2-[[5,6-dihydroxy-9,13,14-trimethyl-16-(2-methylpropyl)-2,18-dioxo-17-azatricyclo[9.7.0.01,15]octadeca-9,12-dien-4-yl]amino]-N-[1-[2-(1H-indol-3-yl)ethenylamino]-1-oxopropan-2-yl]benzamide

Details

• Internal ID: 31c3443d-1895-4cf3-856f-3dea1e2743cf
• Taxonomy: Organoheterocyclic compounds > Isoindoles and derivatives > Isoindoles
• IUPAC Name: 2-[[5,6-dihydroxy-9,13,14-trimethyl-16-(2-methylpropyl)-2,18-dioxo-17-azatricyclo[9.7.0.01,15]octadeca-9,12-dien-4-yl]amino]-N-[1-[2-(1H-indol-3-yl)ethenylamino]-1-oxopropan-2-yl]benzamide
• SMILES (Canonical): CC1C2C(NC(=O)C23C(C=C(CCC(C(C(CC3=O)NC4=CC=CC=C4C(=O)NC(C)C(=O)NC=CC5=CNC6=CC=CC=C65)O)O)C)C=C1C)CC(C)C
• SMILES (Isomeric): CC1C2C(NC(=O)C23C(C=C(CCC(C(C(CC3=O)NC4=CC=CC=C4C(=O)NC(C)C(=O)NC=CC5=CNC6=CC=CC=C65)O)O)C)C=C1C)CC(C)C
• InChI: InChI=1S/C44H55N5O6/c1-24(2)19-35-39-27(5)26(4)21-30-20-25(3)15-16-37(50)40(52)36(22-38(51)44(30,39)43(55)49-35)48-34-14-10-8-12-32(34)42(54)47-28(6)41(53)45-18-17-29-23-46-33-13-9-7-11-31(29)33/h7-14,17-18,20-21,23-24,27-28,30,35-37,39-40,46,48,50,52H,15-16,19,22H2,1-6H3,(H,45,53)(H,47,54)(H,49,55)
• InChI Key: KEELNIMPYFTRIJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₄H₅₅N₅O₆
• Molecular Weight: 749.90 g/mol
• Exact Mass: 749.41523449 g/mol
• Topological Polar Surface Area (TPSA): 173.00 Ų
• XlogP: 5.60
• Atomic LogP (AlogP): 5.63
• H-Bond Acceptor: 7
• H-Bond Donor: 7
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9550	95.50%
Caco-2	-	0.8663	86.63%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.5747	57.47%
OATP2B1 inhibitior	-	0.5661	56.61%
OATP1B1 inhibitior	+	0.8352	83.52%
OATP1B3 inhibitior	+	0.9126	91.26%
MATE1 inhibitior	-	0.8055	80.55%
OCT2 inhibitior	-	0.8072	80.72%
BSEP inhibitior	+	0.9594	95.94%
P-glycoprotein inhibitior	+	0.7799	77.99%
P-glycoprotein substrate	+	0.8229	82.29%
CYP3A4 substrate	+	0.7368	73.68%
CYP2C9 substrate	-	0.8024	80.24%
CYP2D6 substrate	-	0.8365	83.65%
CYP3A4 inhibition	-	0.7442	74.42%
CYP2C9 inhibition	-	0.7092	70.92%
CYP2C19 inhibition	-	0.6702	67.02%
CYP2D6 inhibition	-	0.9096	90.96%
CYP1A2 inhibition	-	0.7790	77.90%
CYP2C8 inhibition	+	0.7268	72.68%
CYP inhibitory promiscuity	+	0.7041	70.41%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.5485	54.85%
Eye corrosion	-	0.9861	98.61%
Eye irritation	-	0.9190	91.90%
Skin irritation	-	0.7613	76.13%
Skin corrosion	-	0.9228	92.28%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7497	74.97%
Micronuclear	+	0.7800	78.00%
Hepatotoxicity	-	0.5199	51.99%
skin sensitisation	-	0.8478	84.78%
Respiratory toxicity	+	0.8667	86.67%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.6769	67.69%
Acute Oral Toxicity (c)	III	0.5772	57.72%
Estrogen receptor binding	+	0.8311	83.11%
Androgen receptor binding	+	0.7659	76.59%
Thyroid receptor binding	+	0.6363	63.63%
Glucocorticoid receptor binding	+	0.7416	74.16%
Aromatase binding	+	0.6044	60.44%
PPAR gamma	+	0.7853	78.53%
Honey bee toxicity	-	0.7062	70.62%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9706	97.06%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.70%	98.95%
CHEMBL230	P35354	Cyclooxygenase-2	98.22%	89.63%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.12%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.77%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	96.78%	99.23%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	95.34%	83.10%
CHEMBL2535	P11166	Glucose transporter	95.25%	98.75%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.23%	85.14%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	94.26%	93.03%
CHEMBL2996	Q05655	Protein kinase C delta	91.95%	97.79%
CHEMBL4073	P09237	Matrix metalloproteinase 7	91.19%	97.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.65%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.25%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.17%	89.00%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	89.44%	85.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.39%	96.09%
CHEMBL3310	Q96DB2	Histone deacetylase 11	89.06%	88.56%
CHEMBL221	P23219	Cyclooxygenase-1	88.78%	90.17%
CHEMBL5028	O14672	ADAM10	87.03%	97.50%
CHEMBL4302	P08183	P-glycoprotein 1	85.84%	92.98%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.64%	100.00%
CHEMBL2096618	P11274	Bcr/Abl fusion protein	85.41%	85.83%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.11%	91.07%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	84.94%	97.64%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	84.85%	95.58%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.81%	93.56%
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	84.74%	88.42%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	83.98%	92.88%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.90%	95.89%
CHEMBL213	P08588	Beta-1 adrenergic receptor	82.51%	95.56%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.09%	96.90%
CHEMBL3837	P07711	Cathepsin L	81.14%	96.61%
CHEMBL5103	Q969S8	Histone deacetylase 10	80.01%	90.08%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 72804669
• LOTUS: LTS0209604
• wikiData: Q104170206