Indolo[2,3-a]quinolizine

Details

• Internal ID: 6933c073-6182-49ed-97af-663fdafac1f5
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Pyridoindoles > Beta carbolines
• IUPAC Name: indolo[2,3-a]quinolizine
• SMILES (Canonical): C1=CC2=C3C=CN4C=CC=CC4=C3N=C2C=C1
• SMILES (Isomeric): C1=CC2=C3C=CN4C=CC=CC4=C3N=C2C=C1
• InChI: InChI=1S/C15H10N2/c1-2-6-13-11(5-1)12-8-10-17-9-4-3-7-14(17)15(12)16-13/h1-10H
• InChI Key: CMLQXZNMSSZRCH-UHFFFAOYSA-N
• Popularity: 8 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₀N₂
• Molecular Weight: 218.25 g/mol
• Exact Mass: 218.084398327 g/mol
• Topological Polar Surface Area (TPSA): 17.80 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 3.59
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• 239-15-6
• SCHEMBL3112229
• DTXSID50552983

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9929	99.29%
Caco-2	+	0.9232	92.32%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	+	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7410	74.10%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9562	95.62%
OATP1B3 inhibitior	+	0.9561	95.61%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7819	78.19%
BSEP inhibitior	+	0.7842	78.42%
P-glycoprotein inhibitior	-	0.9299	92.99%
P-glycoprotein substrate	-	0.9230	92.30%
CYP3A4 substrate	-	0.5475	54.75%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7700	77.00%
CYP3A4 inhibition	-	0.5862	58.62%
CYP2C9 inhibition	-	0.8165	81.65%
CYP2C19 inhibition	-	0.6030	60.30%
CYP2D6 inhibition	+	0.6044	60.44%
CYP1A2 inhibition	+	0.8518	85.18%
CYP2C8 inhibition	+	0.6143	61.43%
CYP inhibitory promiscuity	+	0.7671	76.71%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5311	53.11%
Eye corrosion	-	0.8614	86.14%
Eye irritation	+	0.6633	66.33%
Skin irritation	+	0.7139	71.39%
Skin corrosion	-	0.9187	91.87%
Ames mutagenesis	+	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7433	74.33%
Micronuclear	+	0.7159	71.59%
Hepatotoxicity	+	0.7199	71.99%
skin sensitisation	-	0.8374	83.74%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	+	0.4793	47.93%
Acute Oral Toxicity (c)	III	0.5733	57.33%
Estrogen receptor binding	+	0.9755	97.55%
Androgen receptor binding	+	0.8181	81.81%
Thyroid receptor binding	+	0.8047	80.47%
Glucocorticoid receptor binding	+	0.9517	95.17%
Aromatase binding	+	0.9093	90.93%
PPAR gamma	+	0.9253	92.53%
Honey bee toxicity	-	0.9400	94.00%
Biodegradation	-	1.0000	100.00%
Crustacea aquatic toxicity	+	0.7800	78.00%
Fish aquatic toxicity	-	0.4472	44.72%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.59%	85.14%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	92.58%	94.62%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	88.61%	89.44%
CHEMBL2581	P07339	Cathepsin D	88.42%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.19%	99.23%
CHEMBL5805	Q9NR97	Toll-like receptor 8	87.17%	96.25%
CHEMBL1868	P17948	Vascular endothelial growth factor receptor 1	86.23%	96.47%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.10%	86.33%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	85.76%	96.67%
CHEMBL3902	P09211	Glutathione S-transferase Pi	85.10%	93.81%
CHEMBL1781	P11387	DNA topoisomerase I	84.52%	97.00%
CHEMBL1899	P46098	Serotonin 3a (5-HT3a) receptor	84.42%	100.00%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	84.30%	94.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.93%	95.56%
CHEMBL2094121	P14867	GABA-A receptor; alpha-1/beta-3/gamma-2	81.40%	95.50%

Plants that contains it

• Gonioma kamassi

Cross-Links

• PubChem: 13943966
• LOTUS: LTS0153883
• wikiData: Q82433435