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

Details

• Internal ID: e833de34-37de-46ab-9a97-ca0c9c668cc8
• Taxonomy: Organoheterocyclic compounds > Isoindoles and derivatives > Isoindoles
• IUPAC Name: N-[1-[2-(1H-indol-3-yl)ethenylamino]-1-oxopropan-2-yl]-2-[[9,13,14-trimethyl-16-(2-methylpropyl)-2,18-dioxo-17-azatricyclo[9.7.0.01,15]octadeca-9,12-dien-4-yl]amino]benzamide
• SMILES (Canonical): CC1C2C(NC(=O)C23C(C=C(CCCCC(CC3=O)NC4=CC=CC=C4C(=O)NC(C)C(=O)NC=CC5=CNC6=CC=CC=C65)C)C=C1C)CC(C)C
• SMILES (Isomeric): CC1C2C(NC(=O)C23C(C=C(CCCCC(CC3=O)NC4=CC=CC=C4C(=O)NC(C)C(=O)NC=CC5=CNC6=CC=CC=C65)C)C=C1C)CC(C)C
• InChI: InChI=1S/C44H55N5O4/c1-26(2)21-38-40-29(5)28(4)23-32-22-27(3)13-7-8-14-33(24-39(50)44(32,40)43(53)49-38)48-37-18-12-10-16-35(37)42(52)47-30(6)41(51)45-20-19-31-25-46-36-17-11-9-15-34(31)36/h9-12,15-20,22-23,25-26,29-30,32-33,38,40,46,48H,7-8,13-14,21,24H2,1-6H3,(H,45,51)(H,47,52)(H,49,53)
• InChI Key: PCJFHYLIYGCNOL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₄H₅₅N₅O₄
• Molecular Weight: 717.90 g/mol
• Exact Mass: 717.42540525 g/mol
• Topological Polar Surface Area (TPSA): 132.00 Ų
• XlogP: 7.70
• Atomic LogP (AlogP): 7.69
• H-Bond Acceptor: 5
• H-Bond Donor: 5
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9780	97.80%
Caco-2	-	0.8534	85.34%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6050	60.50%
OATP2B1 inhibitior	-	0.5632	56.32%
OATP1B1 inhibitior	+	0.8361	83.61%
OATP1B3 inhibitior	+	0.9172	91.72%
MATE1 inhibitior	-	0.8209	82.09%
OCT2 inhibitior	-	0.8322	83.22%
BSEP inhibitior	+	0.9863	98.63%
P-glycoprotein inhibitior	+	0.8244	82.44%
P-glycoprotein substrate	+	0.8205	82.05%
CYP3A4 substrate	+	0.7302	73.02%
CYP2C9 substrate	-	0.8002	80.02%
CYP2D6 substrate	-	0.8452	84.52%
CYP3A4 inhibition	-	0.5989	59.89%
CYP2C9 inhibition	-	0.5990	59.90%
CYP2C19 inhibition	-	0.5822	58.22%
CYP2D6 inhibition	-	0.8838	88.38%
CYP1A2 inhibition	-	0.7484	74.84%
CYP2C8 inhibition	+	0.7541	75.41%
CYP inhibitory promiscuity	+	0.8075	80.75%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.5560	55.60%
Eye corrosion	-	0.9857	98.57%
Eye irritation	-	0.9246	92.46%
Skin irritation	-	0.7699	76.99%
Skin corrosion	-	0.9208	92.08%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8270	82.70%
Micronuclear	+	0.7700	77.00%
Hepatotoxicity	-	0.5199	51.99%
skin sensitisation	-	0.8524	85.24%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.8192	81.92%
Acute Oral Toxicity (c)	III	0.5859	58.59%
Estrogen receptor binding	+	0.8581	85.81%
Androgen receptor binding	+	0.7658	76.58%
Thyroid receptor binding	+	0.6472	64.72%
Glucocorticoid receptor binding	+	0.7475	74.75%
Aromatase binding	+	0.6058	60.58%
PPAR gamma	+	0.7905	79.05%
Honey bee toxicity	-	0.7109	71.09%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5433	54.33%
Fish aquatic toxicity	+	0.9889	98.89%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.48%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.99%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.56%	95.56%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	96.80%	83.10%
CHEMBL3837	P07711	Cathepsin L	96.31%	96.61%
CHEMBL2535	P11166	Glucose transporter	95.60%	98.75%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	94.43%	93.03%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	94.30%	99.23%
CHEMBL221	P23219	Cyclooxygenase-1	92.62%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.98%	94.45%
CHEMBL4073	P09237	Matrix metalloproteinase 7	91.25%	97.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.89%	96.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	90.80%	93.56%
CHEMBL230	P35354	Cyclooxygenase-2	89.81%	89.63%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	89.56%	92.88%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.68%	97.09%
CHEMBL5028	O14672	ADAM10	87.65%	97.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.53%	89.00%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	87.43%	85.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.49%	95.89%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.65%	85.14%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	85.39%	95.71%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	84.41%	96.90%
CHEMBL2096618	P11274	Bcr/Abl fusion protein	83.86%	85.83%
CHEMBL213	P08588	Beta-1 adrenergic receptor	83.82%	95.56%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.80%	100.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.22%	96.47%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	82.81%	97.64%
CHEMBL2996	Q05655	Protein kinase C delta	82.54%	97.79%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.33%	92.62%
CHEMBL2708	Q16584	Mitogen-activated protein kinase kinase kinase 11	82.13%	81.14%
CHEMBL4072	P07858	Cathepsin B	81.99%	93.67%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.89%	95.50%
CHEMBL5701	Q9H2K8	Serine/threonine-protein kinase TAO3	81.05%	96.67%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	80.89%	80.96%
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	80.52%	88.42%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	80.40%	96.39%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 72955639
• LOTUS: LTS0192916
• wikiData: Q104194313