(3E,12bS)-3-ethylidene-9-methoxy-2,4,6,7,12,12b-hexahydro-1H-indolo[2,3-a]quinolizine

Details

• Internal ID: 342400f0-6107-4f2e-93a5-cae0e7d3565a
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Pyridoindoles > Beta carbolines
• IUPAC Name: (3E,12bS)-3-ethylidene-9-methoxy-2,4,6,7,12,12b-hexahydro-1H-indolo[2,3-a]quinolizine
• SMILES (Canonical): CC=C1CCC2C3=C(CCN2C1)C4=C(N3)C=CC(=C4)OC
• SMILES (Isomeric): C/C=C/1\CC[C@H]2C3=C(CCN2C1)C4=C(N3)C=CC(=C4)OC
• InChI: InChI=1S/C18H22N2O/c1-3-12-4-7-17-18-14(8-9-20(17)11-12)15-10-13(21-2)5-6-16(15)19-18/h3,5-6,10,17,19H,4,7-9,11H2,1-2H3/b12-3+/t17-/m0/s1
• InChI Key: VIDIFMROPRGMQN-CITNRARMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₂N₂O
• Molecular Weight: 282.40 g/mol
• Exact Mass: 282.173213330 g/mol
• Topological Polar Surface Area (TPSA): 28.30 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.82
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9954	99.54%
Caco-2	+	0.9397	93.97%
Blood Brain Barrier	+	0.8629	86.29%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.5610	56.10%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8906	89.06%
OATP1B3 inhibitior	+	0.9305	93.05%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	+	0.7250	72.50%
BSEP inhibitior	+	0.8045	80.45%
P-glycoprotein inhibitior	-	0.6703	67.03%
P-glycoprotein substrate	+	0.5669	56.69%
CYP3A4 substrate	+	0.5897	58.97%
CYP2C9 substrate	-	0.7890	78.90%
CYP2D6 substrate	+	0.7061	70.61%
CYP3A4 inhibition	+	0.6038	60.38%
CYP2C9 inhibition	-	0.7855	78.55%
CYP2C19 inhibition	-	0.9061	90.61%
CYP2D6 inhibition	+	0.8940	89.40%
CYP1A2 inhibition	+	0.7893	78.93%
CYP2C8 inhibition	-	0.6692	66.92%
CYP inhibitory promiscuity	+	0.5952	59.52%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7292	72.92%
Eye corrosion	-	0.9864	98.64%
Eye irritation	-	0.9704	97.04%
Skin irritation	-	0.6930	69.30%
Skin corrosion	-	0.9120	91.20%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8969	89.69%
Micronuclear	-	0.5300	53.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.8632	86.32%
Respiratory toxicity	+	0.8556	85.56%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.6607	66.07%
Acute Oral Toxicity (c)	III	0.4912	49.12%
Estrogen receptor binding	+	0.6294	62.94%
Androgen receptor binding	+	0.5764	57.64%
Thyroid receptor binding	+	0.7010	70.10%
Glucocorticoid receptor binding	+	0.5834	58.34%
Aromatase binding	-	0.6632	66.32%
PPAR gamma	+	0.6448	64.48%
Honey bee toxicity	-	0.8676	86.76%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.7100	71.00%
Fish aquatic toxicity	+	0.8844	88.44%

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	97.82%	91.11%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	96.99%	93.40%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.74%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.61%	94.45%
CHEMBL240	Q12809	HERG	95.47%	89.76%
CHEMBL5747	Q92793	CREB-binding protein	94.49%	95.12%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.78%	95.56%
CHEMBL241	Q14432	Phosphodiesterase 3A	92.73%	92.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.56%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.40%	97.09%
CHEMBL2535	P11166	Glucose transporter	91.11%	98.75%
CHEMBL3192	Q9BY41	Histone deacetylase 8	90.87%	93.99%
CHEMBL2581	P07339	Cathepsin D	86.44%	98.95%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	86.33%	100.00%
CHEMBL4208	P20618	Proteasome component C5	85.88%	90.00%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	85.74%	91.71%
CHEMBL3438	Q05513	Protein kinase C zeta	84.28%	88.48%
CHEMBL255	P29275	Adenosine A2b receptor	83.45%	98.59%
CHEMBL1907	P15144	Aminopeptidase N	83.11%	93.31%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	82.66%	90.24%
CHEMBL5203	P33316	dUTP pyrophosphatase	82.63%	99.18%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.19%	95.89%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	82.17%	90.95%
CHEMBL1938212	Q9UPP1	Histone lysine demethylase PHF8	81.21%	98.33%
CHEMBL4581	P52732	Kinesin-like protein 1	80.97%	93.18%
CHEMBL3155	P34969	Serotonin 7 (5-HT7) receptor	80.53%	90.71%

Plants that contains it

• Alstonia coriacea
• Alstonia lanceolifera

Cross-Links

• PubChem: 163193527
• LOTUS: LTS0032777
• wikiData: Q105286766