2-[(E)-1-hydroxybut-2-en-2-yl]-3-(hydroxymethyl)-7,12-dihydro-6H-indolo[2,3-a]quinolizin-4-one

Details

• Internal ID: 2537c581-ba60-4d74-92c2-35ec8cfcc5c7
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Pyridoindoles > Beta carbolines
• IUPAC Name: 2-[(E)-1-hydroxybut-2-en-2-yl]-3-(hydroxymethyl)-7,12-dihydro-6H-indolo[2,3-a]quinolizin-4-one
• InChI: InChI=1S/C20H20N2O3/c1-2-12(10-23)15-9-18-19-14(13-5-3-4-6-17(13)21-19)7-8-22(18)20(25)16(15)11-24/h2-6,9,21,23-24H,7-8,10-11H2,1H3/b12-2-
• InChI Key: FIELJMSNCWUFSW-OIXVIMQBSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₀N₂O₃
• Molecular Weight: 336.40 g/mol
• Exact Mass: 336.14739250 g/mol
• Topological Polar Surface Area (TPSA): 76.60 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.44
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9940	99.40%
Caco-2	-	0.5152	51.52%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8422	84.22%
OATP2B1 inhibitior	+	0.5724	57.24%
OATP1B1 inhibitior	+	0.8396	83.96%
OATP1B3 inhibitior	+	0.9375	93.75%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.8603	86.03%
P-glycoprotein inhibitior	-	0.7180	71.80%
P-glycoprotein substrate	-	0.6504	65.04%
CYP3A4 substrate	+	0.5957	59.57%
CYP2C9 substrate	-	0.5936	59.36%
CYP2D6 substrate	-	0.8291	82.91%
CYP3A4 inhibition	+	0.6378	63.78%
CYP2C9 inhibition	-	0.7564	75.64%
CYP2C19 inhibition	-	0.8650	86.50%
CYP2D6 inhibition	-	0.7875	78.75%
CYP1A2 inhibition	+	0.5274	52.74%
CYP2C8 inhibition	-	0.6004	60.04%
CYP inhibitory promiscuity	+	0.6147	61.47%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6538	65.38%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9003	90.03%
Skin irritation	-	0.7838	78.38%
Skin corrosion	-	0.9415	94.15%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4793	47.93%
Micronuclear	+	0.7900	79.00%
Hepatotoxicity	-	0.5031	50.31%
skin sensitisation	-	0.8829	88.29%
Respiratory toxicity	+	0.8667	86.67%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.8492	84.92%
Acute Oral Toxicity (c)	III	0.5494	54.94%
Estrogen receptor binding	+	0.9195	91.95%
Androgen receptor binding	+	0.5346	53.46%
Thyroid receptor binding	+	0.7238	72.38%
Glucocorticoid receptor binding	+	0.7878	78.78%
Aromatase binding	+	0.6886	68.86%
PPAR gamma	+	0.7858	78.58%
Honey bee toxicity	-	0.8992	89.92%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.8626	86.26%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.06%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	98.05%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.57%	91.11%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	95.03%	93.40%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	93.59%	91.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.32%	96.09%
CHEMBL3310	Q96DB2	Histone deacetylase 11	92.94%	88.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.31%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.20%	89.00%
CHEMBL255	P29275	Adenosine A2b receptor	89.72%	98.59%
CHEMBL3192	Q9BY41	Histone deacetylase 8	89.14%	93.99%
CHEMBL2535	P11166	Glucose transporter	87.40%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.36%	86.33%
CHEMBL5103	Q969S8	Histone deacetylase 10	84.44%	90.08%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.16%	94.45%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11035072
• LOTUS: LTS0193341
• wikiData: Q104995654