2-[[5-hydroxy-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: 580bc4a2-b483-4c35-9c14-c005b4f38ab8
• Taxonomy: Organoheterocyclic compounds > Isoindoles and derivatives > Isoindoles
• IUPAC Name: 2-[[5-hydroxy-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
• InChI: InChI=1S/C44H55N5O5/c1-25(2)20-37-40-28(5)27(4)22-31-21-26(3)12-11-17-38(50)36(23-39(51)44(31,40)43(54)49-37)48-35-16-10-8-14-33(35)42(53)47-29(6)41(52)45-19-18-30-24-46-34-15-9-7-13-32(30)34/h7-10,13-16,18-19,21-22,24-25,28-29,31,36-38,40,46,48,50H,11-12,17,20,23H2,1-6H3,(H,45,52)(H,47,53)(H,49,54)
• InChI Key: YELHVTGJKDJFEW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₄H₅₅N₅O₅
• Molecular Weight: 733.90 g/mol
• Exact Mass: 733.42031987 g/mol
• Topological Polar Surface Area (TPSA): 152.00 Ų
• XlogP: 6.60
• Atomic LogP (AlogP): 6.66
• H-Bond Acceptor: 6
• H-Bond Donor: 6
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9689	96.89%
Caco-2	-	0.8593	85.93%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6599	65.99%
OATP2B1 inhibitior	-	0.5628	56.28%
OATP1B1 inhibitior	+	0.8261	82.61%
OATP1B3 inhibitior	+	0.9073	90.73%
MATE1 inhibitior	-	0.7855	78.55%
OCT2 inhibitior	-	0.8572	85.72%
BSEP inhibitior	+	0.9659	96.59%
P-glycoprotein inhibitior	+	0.8011	80.11%
P-glycoprotein substrate	+	0.8223	82.23%
CYP3A4 substrate	+	0.7347	73.47%
CYP2C9 substrate	-	0.8026	80.26%
CYP2D6 substrate	-	0.8333	83.33%
CYP3A4 inhibition	-	0.7058	70.58%
CYP2C9 inhibition	-	0.6909	69.09%
CYP2C19 inhibition	-	0.6700	67.00%
CYP2D6 inhibition	-	0.9048	90.48%
CYP1A2 inhibition	-	0.7703	77.03%
CYP2C8 inhibition	+	0.7346	73.46%
CYP inhibitory promiscuity	+	0.6502	65.02%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.5657	56.57%
Eye corrosion	-	0.9865	98.65%
Eye irritation	-	0.9225	92.25%
Skin irritation	-	0.7650	76.50%
Skin corrosion	-	0.9242	92.42%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7532	75.32%
Micronuclear	+	0.7800	78.00%
Hepatotoxicity	+	0.5301	53.01%
skin sensitisation	-	0.8517	85.17%
Respiratory toxicity	+	0.8778	87.78%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.6615	66.15%
Acute Oral Toxicity (c)	III	0.5831	58.31%
Estrogen receptor binding	+	0.8434	84.34%
Androgen receptor binding	+	0.7629	76.29%
Thyroid receptor binding	+	0.6409	64.09%
Glucocorticoid receptor binding	+	0.7494	74.94%
Aromatase binding	+	0.6088	60.88%
PPAR gamma	+	0.7851	78.51%
Honey bee toxicity	-	0.7031	70.31%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9898	98.98%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.60%	98.95%
CHEMBL230	P35354	Cyclooxygenase-2	98.23%	89.63%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.85%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.47%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	95.90%	99.23%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	94.69%	93.03%
CHEMBL2996	Q05655	Protein kinase C delta	93.71%	97.79%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	93.51%	83.10%
CHEMBL2535	P11166	Glucose transporter	93.44%	98.75%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.95%	85.14%
CHEMBL4073	P09237	Matrix metalloproteinase 7	91.02%	97.56%
CHEMBL3310	Q96DB2	Histone deacetylase 11	90.96%	88.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.64%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.57%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	89.66%	90.17%
CHEMBL3837	P07711	Cathepsin L	89.59%	96.61%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.50%	96.09%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	88.51%	85.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.57%	89.00%
CHEMBL5028	O14672	ADAM10	87.36%	97.50%
CHEMBL5701	Q9H2K8	Serine/threonine-protein kinase TAO3	86.56%	96.67%
CHEMBL213	P08588	Beta-1 adrenergic receptor	86.22%	95.56%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.21%	91.07%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.32%	93.56%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	84.94%	97.64%
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	84.53%	88.42%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	83.96%	92.88%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.40%	95.50%
CHEMBL5261	Q7L7X3	Serine/threonine-protein kinase TAO1	82.21%	89.33%
CHEMBL2096618	P11274	Bcr/Abl fusion protein	82.20%	85.83%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.07%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	81.80%	94.73%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.68%	96.90%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.53%	95.89%
CHEMBL5103	Q969S8	Histone deacetylase 10	81.04%	90.08%
CHEMBL4101	P17612	cAMP-dependent protein kinase alpha-catalytic subunit	80.40%	82.86%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	80.38%	95.58%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 72774604
• LOTUS: LTS0166089
• wikiData: Q104201614