(4-acetyloxy-5-cyano-1,3,7-trihydroxy-3-methyl-6,11-dioxo-2,4-dihydro-1H-benzo[b]carbazol-2-yl) acetate

Details

• Internal ID: 15040f11-27c6-46f4-88f0-7a5cdbbe8baf
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Carbazoles
• IUPAC Name: (4-acetyloxy-5-cyano-1,3,7-trihydroxy-3-methyl-6,11-dioxo-2,4-dihydro-1H-benzo[b]carbazol-2-yl) acetate
• InChI: InChI=1S/C22H18N2O9/c1-8(25)32-20-16-14(19(30)21(22(20,3)31)33-9(2)26)13-15(24(16)7-23)18(29)12-10(17(13)28)5-4-6-11(12)27/h4-6,19-21,27,30-31H,1-3H3
• InChI Key: BMXFEOSAVZSEOZ-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₁₈N₂O₉
• Molecular Weight: 454.40 g/mol
• Exact Mass: 454.10123016 g/mol
• Topological Polar Surface Area (TPSA): 176.00 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 0.63
• H-Bond Acceptor: 11
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7737	77.37%
Caco-2	-	0.7944	79.44%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5268	52.68%
OATP2B1 inhibitior	-	0.5660	56.60%
OATP1B1 inhibitior	+	0.8729	87.29%
OATP1B3 inhibitior	+	0.9137	91.37%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.6167	61.67%
P-glycoprotein inhibitior	+	0.5838	58.38%
P-glycoprotein substrate	-	0.5955	59.55%
CYP3A4 substrate	+	0.6744	67.44%
CYP2C9 substrate	-	0.5926	59.26%
CYP2D6 substrate	-	0.8763	87.63%
CYP3A4 inhibition	-	0.8431	84.31%
CYP2C9 inhibition	-	0.6432	64.32%
CYP2C19 inhibition	-	0.6493	64.93%
CYP2D6 inhibition	-	0.8645	86.45%
CYP1A2 inhibition	-	0.5478	54.78%
CYP2C8 inhibition	-	0.5610	56.10%
CYP inhibitory promiscuity	-	0.5201	52.01%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.4213	42.13%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.8658	86.58%
Skin irritation	-	0.8290	82.90%
Skin corrosion	-	0.9495	94.95%
Ames mutagenesis	+	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7502	75.02%
Micronuclear	+	0.7900	79.00%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.8997	89.97%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.7916	79.16%
Acute Oral Toxicity (c)	III	0.5585	55.85%
Estrogen receptor binding	+	0.7580	75.80%
Androgen receptor binding	+	0.6376	63.76%
Thyroid receptor binding	-	0.5050	50.50%
Glucocorticoid receptor binding	+	0.6216	62.16%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.8126	81.26%
Honey bee toxicity	-	0.6450	64.50%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9022	90.22%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.52%	98.95%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	98.29%	96.38%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.04%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.02%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	94.94%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.60%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.51%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.78%	86.33%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	89.68%	82.69%
CHEMBL340	P08684	Cytochrome P450 3A4	88.35%	91.19%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.54%	99.15%
CHEMBL2535	P11166	Glucose transporter	84.63%	98.75%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	84.50%	96.67%
CHEMBL1937	Q92769	Histone deacetylase 2	80.12%	94.75%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 12304880
• LOTUS: LTS0047391
• wikiData: Q77502912