2-(1,2,3,4,6,7,12,12b-Octahydroindolo[2,3-a]quinolizin-2-yl)but-2-en-1-ol

Details

• Internal ID: e02af92a-ddf6-433c-8a35-8eed7118750e
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Pyridoindoles > Beta carbolines
• IUPAC Name: 2-(1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]quinolizin-2-yl)but-2-en-1-ol
• SMILES (Canonical): CC=C(CO)C1CCN2CCC3=C(C2C1)NC4=CC=CC=C34
• SMILES (Isomeric): CC=C(CO)C1CCN2CCC3=C(C2C1)NC4=CC=CC=C34
• InChI: InChI=1S/C19H24N2O/c1-2-13(12-22)14-7-9-21-10-8-16-15-5-3-4-6-17(15)20-19(16)18(21)11-14/h2-6,14,18,20,22H,7-12H2,1H3
• InChI Key: OLINLOVNBVHJHR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₄N₂O
• Molecular Weight: 296.40 g/mol
• Exact Mass: 296.188863393 g/mol
• Topological Polar Surface Area (TPSA): 39.30 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.42
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9861	98.61%
Caco-2	+	0.8531	85.31%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.4354	43.54%
OATP2B1 inhibitior	-	0.8584	85.84%
OATP1B1 inhibitior	+	0.8706	87.06%
OATP1B3 inhibitior	+	0.9427	94.27%
MATE1 inhibitior	-	0.9218	92.18%
OCT2 inhibitior	+	0.6250	62.50%
BSEP inhibitior	+	0.6650	66.50%
P-glycoprotein inhibitior	-	0.7666	76.66%
P-glycoprotein substrate	+	0.5503	55.03%
CYP3A4 substrate	+	0.6241	62.41%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.5766	57.66%
CYP3A4 inhibition	-	0.8130	81.30%
CYP2C9 inhibition	-	0.8958	89.58%
CYP2C19 inhibition	-	0.8982	89.82%
CYP2D6 inhibition	+	0.6446	64.46%
CYP1A2 inhibition	-	0.5365	53.65%
CYP2C8 inhibition	-	0.6293	62.93%
CYP inhibitory promiscuity	-	0.6995	69.95%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7261	72.61%
Eye corrosion	-	0.9857	98.57%
Eye irritation	-	0.9816	98.16%
Skin irritation	-	0.7111	71.11%
Skin corrosion	-	0.8835	88.35%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8608	86.08%
Micronuclear	+	0.5500	55.00%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	-	0.8502	85.02%
Respiratory toxicity	+	0.9000	90.00%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.6587	65.87%
Acute Oral Toxicity (c)	III	0.7329	73.29%
Estrogen receptor binding	+	0.6247	62.47%
Androgen receptor binding	+	0.6326	63.26%
Thyroid receptor binding	-	0.5086	50.86%
Glucocorticoid receptor binding	-	0.6325	63.25%
Aromatase binding	-	0.7226	72.26%
PPAR gamma	-	0.6314	63.14%
Honey bee toxicity	-	0.9425	94.25%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.8562	85.62%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.17%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.75%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.75%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.72%	95.56%
CHEMBL3310	Q96DB2	Histone deacetylase 11	92.60%	88.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.12%	97.09%
CHEMBL240	Q12809	HERG	89.17%	89.76%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	87.19%	91.71%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.52%	97.25%
CHEMBL228	P31645	Serotonin transporter	85.14%	95.51%
CHEMBL3155	P34969	Serotonin 7 (5-HT7) receptor	84.05%	90.71%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.62%	100.00%
CHEMBL5103	Q969S8	Histone deacetylase 10	83.13%	90.08%
CHEMBL3192	Q9BY41	Histone deacetylase 8	82.55%	93.99%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.77%	95.89%

Plants that contains it

• Strychnos johnsonii

Cross-Links

• PubChem: 163016791
• LOTUS: LTS0011154
• wikiData: Q105193990