Dichotomine E

Details

• Internal ID: 9dec97c9-42bd-47de-bb7c-78772537c0c6
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Pyridoindoles > Beta carbolines
• IUPAC Name: 1-oxo-2,9-dihydropyrido[3,4-b]indole-3-carboxylic acid
• SMILES (Canonical): C1=CC=C2C(=C1)C3=C(N2)C(=O)NC(=C3)C(=O)O
• SMILES (Isomeric): C1=CC=C2C(=C1)C3=C(N2)C(=O)NC(=C3)C(=O)O
• InChI: InChI=1S/C12H8N2O3/c15-11-10-7(5-9(14-11)12(16)17)6-3-1-2-4-8(6)13-10/h1-5,13H,(H,14,15)(H,16,17)
• InChI Key: BQURACGVTWIJNT-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₈N₂O₃
• Molecular Weight: 228.20 g/mol
• Exact Mass: 228.05349212 g/mol
• Topological Polar Surface Area (TPSA): 82.20 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.71
• H-Bond Acceptor: 2
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

• CHEBI:70223
• Q27138563

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9746	97.46%
Caco-2	-	0.7202	72.02%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6912	69.12%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9335	93.35%
OATP1B3 inhibitior	+	0.9501	95.01%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7926	79.26%
P-glycoprotein inhibitior	-	0.9551	95.51%
P-glycoprotein substrate	-	0.9644	96.44%
CYP3A4 substrate	-	0.6206	62.06%
CYP2C9 substrate	-	0.8100	81.00%
CYP2D6 substrate	-	0.8801	88.01%
CYP3A4 inhibition	-	0.9186	91.86%
CYP2C9 inhibition	-	0.8462	84.62%
CYP2C19 inhibition	-	0.9449	94.49%
CYP2D6 inhibition	-	0.8167	81.67%
CYP1A2 inhibition	+	0.6606	66.06%
CYP2C8 inhibition	-	0.8613	86.13%
CYP inhibitory promiscuity	-	0.9745	97.45%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9123	91.23%
Carcinogenicity (trinary)	Non-required	0.7220	72.20%
Eye corrosion	-	0.9922	99.22%
Eye irritation	+	0.6981	69.81%
Skin irritation	-	0.8178	81.78%
Skin corrosion	-	0.9756	97.56%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.9117	91.17%
Micronuclear	+	0.8600	86.00%
Hepatotoxicity	+	0.7625	76.25%
skin sensitisation	-	0.9014	90.14%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.6924	69.24%
Acute Oral Toxicity (c)	III	0.5450	54.50%
Estrogen receptor binding	+	0.6411	64.11%
Androgen receptor binding	+	0.6578	65.78%
Thyroid receptor binding	-	0.5891	58.91%
Glucocorticoid receptor binding	+	0.8064	80.64%
Aromatase binding	+	0.8333	83.33%
PPAR gamma	+	0.6773	67.73%
Honey bee toxicity	-	0.9291	92.91%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.6651	66.51%

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	94.62%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.24%	95.56%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	91.22%	94.62%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.44%	94.45%
CHEMBL2581	P07339	Cathepsin D	87.57%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.08%	99.23%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	85.61%	91.71%
CHEMBL1781	P11387	DNA topoisomerase I	83.64%	97.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.81%	89.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	82.58%	93.03%
CHEMBL213	P08588	Beta-1 adrenergic receptor	82.33%	95.56%
CHEMBL255	P29275	Adenosine A2b receptor	81.73%	98.59%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	81.57%	94.08%
CHEMBL1951	P21397	Monoamine oxidase A	80.60%	91.49%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	80.12%	94.23%

Plants that contains it

• Stellaria dichotoma

Cross-Links

• PubChem: 50906724
• LOTUS: LTS0058726
• wikiData: Q27138563