3-Ethyl-6,7-dihydroindolo[2,3-a]quinolizine-2-carboxylic acid

Details

• Internal ID: 9ee5017e-2311-4638-b5e4-f2b2ebfc764a
• Taxonomy: Organoheterocyclic compounds > Quinolizines
• IUPAC Name: 3-ethyl-6,7-dihydroindolo[2,3-a]quinolizine-2-carboxylic acid
• SMILES (Canonical): CCC1=CN2CCC3=C4C=CC=CC4=NC3=C2C=C1C(=O)O
• SMILES (Isomeric): CCC1=CN2CCC3=C4C=CC=CC4=NC3=C2C=C1C(=O)O
• InChI: InChI=1S/C18H16N2O2/c1-2-11-10-20-8-7-13-12-5-3-4-6-15(12)19-17(13)16(20)9-14(11)18(21)22/h3-6,9-10H,2,7-8H2,1H3,(H,21,22)
• InChI Key: CZBXROWRBACCHV-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₆N₂O₂
• Molecular Weight: 292.30 g/mol
• Exact Mass: 292.121177757 g/mol
• Topological Polar Surface Area (TPSA): 52.90 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.71
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9763	97.63%
Caco-2	+	0.8087	80.87%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7890	78.90%
OATP2B1 inhibitior	-	0.7039	70.39%
OATP1B1 inhibitior	+	0.9220	92.20%
OATP1B3 inhibitior	+	0.9415	94.15%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.7508	75.08%
P-glycoprotein inhibitior	-	0.7341	73.41%
P-glycoprotein substrate	-	0.6553	65.53%
CYP3A4 substrate	+	0.5293	52.93%
CYP2C9 substrate	-	0.8071	80.71%
CYP2D6 substrate	-	0.9085	90.85%
CYP3A4 inhibition	+	0.6021	60.21%
CYP2C9 inhibition	-	0.6097	60.97%
CYP2C19 inhibition	-	0.7356	73.56%
CYP2D6 inhibition	-	0.6848	68.48%
CYP1A2 inhibition	+	0.5312	53.12%
CYP2C8 inhibition	-	0.7005	70.05%
CYP inhibitory promiscuity	+	0.7631	76.31%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.6620	66.20%
Eye corrosion	-	0.9826	98.26%
Eye irritation	-	0.9558	95.58%
Skin irritation	-	0.7338	73.38%
Skin corrosion	-	0.9049	90.49%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4569	45.69%
Micronuclear	+	0.6200	62.00%
Hepatotoxicity	-	0.5323	53.23%
skin sensitisation	-	0.8057	80.57%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.7387	73.87%
Acute Oral Toxicity (c)	III	0.5450	54.50%
Estrogen receptor binding	+	0.8534	85.34%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.6914	69.14%
Glucocorticoid receptor binding	+	0.7477	74.77%
Aromatase binding	+	0.5793	57.93%
PPAR gamma	+	0.8646	86.46%
Honey bee toxicity	-	0.9649	96.49%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9476	94.76%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.47%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.25%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	93.62%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.87%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.15%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.89%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.55%	99.23%
CHEMBL5028	O14672	ADAM10	82.43%	97.50%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	80.14%	91.11%

Plants that contains it

• Vinca major

Cross-Links

• PubChem: 163192523
• LOTUS: LTS0115706
• wikiData: Q104972641