(7S,7aR)-7-(4-hydroxy-3,5-dimethoxyphenyl)-5,7,7a,8,9,10-hexahydroindolizino[7,6-c]quinoline-6,12-dione

Details

• Internal ID: 7b414406-6d89-4e23-8468-262664346f0e
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Quinolones and derivatives > Hydroquinolones
• IUPAC Name: (7S,7aR)-7-(4-hydroxy-3,5-dimethoxyphenyl)-5,7,7a,8,9,10-hexahydroindolizino[7,6-c]quinoline-6,12-dione
• SMILES (Canonical): COC1=CC(=CC(=C1O)OC)C2C3CCCN3C(=O)C4=C2C(=O)NC5=CC=CC=C54
• SMILES (Isomeric): COC1=CC(=CC(=C1O)OC)[C@@H]2[C@H]3CCCN3C(=O)C4=C2C(=O)NC5=CC=CC=C54
• InChI: InChI=1S/C23H22N2O5/c1-29-16-10-12(11-17(30-2)21(16)26)18-15-8-5-9-25(15)23(28)19-13-6-3-4-7-14(13)24-22(27)20(18)19/h3-4,6-7,10-11,15,18,26H,5,8-9H2,1-2H3,(H,24,27)/t15-,18-/m1/s1
• InChI Key: IWGANRXBUPWVLV-CRAIPNDOSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₂N₂O₅
• Molecular Weight: 406.40 g/mol
• Exact Mass: 406.15287181 g/mol
• Topological Polar Surface Area (TPSA): 88.10 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 3.00
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9286	92.86%
Caco-2	+	0.4924	49.24%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8648	86.48%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8317	83.17%
OATP1B3 inhibitior	+	0.9244	92.44%
MATE1 inhibitior	-	0.6600	66.00%
OCT2 inhibitior	-	0.6675	66.75%
BSEP inhibitior	+	0.6632	66.32%
P-glycoprotein inhibitior	+	0.8142	81.42%
P-glycoprotein substrate	+	0.5285	52.85%
CYP3A4 substrate	+	0.6493	64.93%
CYP2C9 substrate	-	0.8027	80.27%
CYP2D6 substrate	-	0.8154	81.54%
CYP3A4 inhibition	-	0.7123	71.23%
CYP2C9 inhibition	-	0.7473	74.73%
CYP2C19 inhibition	-	0.9169	91.69%
CYP2D6 inhibition	-	0.9327	93.27%
CYP1A2 inhibition	-	0.7017	70.17%
CYP2C8 inhibition	+	0.5146	51.46%
CYP inhibitory promiscuity	-	0.7412	74.12%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6118	61.18%
Eye corrosion	-	0.9918	99.18%
Eye irritation	-	0.9805	98.05%
Skin irritation	-	0.8296	82.96%
Skin corrosion	-	0.9527	95.27%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6605	66.05%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.9295	92.95%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.7533	75.33%
Acute Oral Toxicity (c)	III	0.6223	62.23%
Estrogen receptor binding	+	0.7736	77.36%
Androgen receptor binding	+	0.8063	80.63%
Thyroid receptor binding	+	0.5386	53.86%
Glucocorticoid receptor binding	+	0.7078	70.78%
Aromatase binding	-	0.6210	62.10%
PPAR gamma	+	0.7071	70.71%
Honey bee toxicity	-	0.8996	89.96%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.6643	66.43%

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	99.30%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.99%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.61%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.16%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.68%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.17%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.86%	89.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	93.59%	93.99%
CHEMBL241	Q14432	Phosphodiesterase 3A	92.76%	92.94%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.64%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.30%	95.89%
CHEMBL213	P08588	Beta-1 adrenergic receptor	92.29%	95.56%
CHEMBL2535	P11166	Glucose transporter	91.94%	98.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.54%	97.09%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	87.76%	93.03%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.58%	92.62%
CHEMBL5203	P33316	dUTP pyrophosphatase	86.23%	99.18%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.92%	94.00%
CHEMBL3524	P56524	Histone deacetylase 4	85.79%	92.97%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.03%	89.62%
CHEMBL4208	P20618	Proteasome component C5	82.15%	90.00%
CHEMBL1902	P62942	FK506-binding protein 1A	81.50%	97.05%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.32%	86.33%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	80.51%	92.67%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	80.07%	96.21%

Plants that contains it

• Isatis tinctoria

Cross-Links

• PubChem: 6325413
• NPASS: NPC271928