Bikoeniquinone A

Details

• Internal ID: a54cb1a3-c4ca-4829-9dcd-72c4bed5562d
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives
• IUPAC Name: (2E)-2-(1-methoxy-3-methylcarbazol-4-ylidene)-3-methylcarbazole-1,4-diol
• SMILES (Canonical): CC1=CC(=C2C(=C3C=CC=CC3=N2)C1=C4C(=C(C5=C6C=CC=CC6=NC5=C4O)O)C)OC
• SMILES (Isomeric): CC\1=CC(=C2C(=C3C=CC=CC3=N2)/C1=C/4\C(=C(C5=C6C=CC=CC6=NC5=C4O)O)C)OC
• InChI: InChI=1S/C27H20N2O3/c1-13-12-19(32-3)24-22(15-8-4-6-10-17(15)28-24)20(13)21-14(2)26(30)23-16-9-5-7-11-18(16)29-25(23)27(21)31/h4-12,30-31H,1-3H3/b21-20+
• InChI Key: DDBOQXQMTZIAFR-QZQOTICOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₂₀N₂O₃
• Molecular Weight: 420.50 g/mol
• Exact Mass: 420.14739250 g/mol
• Topological Polar Surface Area (TPSA): 74.40 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 4.11
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• CHEBI:175359
• (2E)-2-(1-methoxy-3-methylcarbazol-4-ylidene)-3-methylcarbazole-1,4-diol
• 1'-Methoxy-3,3'-dimethyl-[2,4'-bi-9H-carbazole]-1,4-dione, 9CI
• 2-(1-methoxy-3-methyl-9H-carbazol-4-yl)-3-methyl-4,9-dihydro-1H-carbazole-1,4-dione

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9947	99.47%
Caco-2	-	0.6458	64.58%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7067	70.67%
OATP2B1 inhibitior	-	0.7144	71.44%
OATP1B1 inhibitior	+	0.9002	90.02%
OATP1B3 inhibitior	+	0.9380	93.80%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9128	91.28%
P-glycoprotein inhibitior	+	0.7333	73.33%
P-glycoprotein substrate	-	0.6785	67.85%
CYP3A4 substrate	+	0.5477	54.77%
CYP2C9 substrate	-	0.7896	78.96%
CYP2D6 substrate	-	0.8443	84.43%
CYP3A4 inhibition	+	0.8726	87.26%
CYP2C9 inhibition	+	0.8940	89.40%
CYP2C19 inhibition	+	0.9011	90.11%
CYP2D6 inhibition	-	0.5247	52.47%
CYP1A2 inhibition	+	0.8480	84.80%
CYP2C8 inhibition	+	0.8020	80.20%
CYP inhibitory promiscuity	+	0.9749	97.49%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8108	81.08%
Carcinogenicity (trinary)	Non-required	0.3792	37.92%
Eye corrosion	-	0.9895	98.95%
Eye irritation	+	0.6124	61.24%
Skin irritation	-	0.8371	83.71%
Skin corrosion	-	0.9329	93.29%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6929	69.29%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	-	0.5017	50.17%
skin sensitisation	-	0.8438	84.38%
Respiratory toxicity	-	0.8222	82.22%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.7926	79.26%
Acute Oral Toxicity (c)	III	0.6112	61.12%
Estrogen receptor binding	+	0.9045	90.45%
Androgen receptor binding	+	0.7178	71.78%
Thyroid receptor binding	+	0.8296	82.96%
Glucocorticoid receptor binding	+	0.7924	79.24%
Aromatase binding	+	0.6971	69.71%
PPAR gamma	+	0.7761	77.61%
Honey bee toxicity	-	0.9384	93.84%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.7400	74.00%
Fish aquatic toxicity	+	0.9476	94.76%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.90%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.86%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.02%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.26%	94.00%
CHEMBL2581	P07339	Cathepsin D	85.43%	98.95%
CHEMBL2535	P11166	Glucose transporter	85.20%	98.75%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.91%	89.62%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.40%	99.15%
CHEMBL3492	P49721	Proteasome Macropain subunit	81.78%	90.24%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	81.52%	93.65%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.83%	96.00%

Plants that contains it

• Murraya koenigii

Cross-Links

• PubChem: 135507215
• LOTUS: LTS0110760
• wikiData: Q104976191