(9aR)-3-hexanoyl-9a-methyl-6-[(E)-prop-1-enyl]-7H-furo[3,2-g]isoquinoline-2,9-dione

Details

• Internal ID: 08a9b1fe-4ed8-43ed-9125-d9c3ecf5983d
• Taxonomy: Organoheterocyclic compounds > Tetrahydroisoquinolines
• IUPAC Name: (9aR)-3-hexanoyl-9a-methyl-6-[(E)-prop-1-enyl]-7H-furo[3,2-g]isoquinoline-2,9-dione
• SMILES (Canonical): CCCCCC(=O)C1=C2C=C3C=C(NC=C3C(=O)C2(OC1=O)C)C=CC
• SMILES (Isomeric): CCCCCC(=O)C1=C2C=C3C=C(NC=C3C(=O)[C@@]2(OC1=O)C)/C=C/C
• InChI: InChI=1S/C21H23NO4/c1-4-6-7-9-17(23)18-16-11-13-10-14(8-5-2)22-12-15(13)19(24)21(16,3)26-20(18)25/h5,8,10-12,22H,4,6-7,9H2,1-3H3/b8-5+/t21-/m1/s1
• InChI Key: OVOAWDOEFJNCGI-WKOQKXSESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₃NO₄
• Molecular Weight: 353.40 g/mol
• Exact Mass: 353.16270821 g/mol
• Topological Polar Surface Area (TPSA): 72.50 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.20
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9870	98.70%
Caco-2	+	0.7191	71.91%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6741	67.41%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.6964	69.64%
OATP1B3 inhibitior	+	0.9435	94.35%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.8395	83.95%
P-glycoprotein inhibitior	+	0.5956	59.56%
P-glycoprotein substrate	-	0.5177	51.77%
CYP3A4 substrate	+	0.6023	60.23%
CYP2C9 substrate	-	0.6076	60.76%
CYP2D6 substrate	-	0.8789	87.89%
CYP3A4 inhibition	-	0.5585	55.85%
CYP2C9 inhibition	-	0.7903	79.03%
CYP2C19 inhibition	-	0.7102	71.02%
CYP2D6 inhibition	-	0.8485	84.85%
CYP1A2 inhibition	+	0.6882	68.82%
CYP2C8 inhibition	+	0.5276	52.76%
CYP inhibitory promiscuity	+	0.6003	60.03%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4382	43.82%
Eye corrosion	-	0.9876	98.76%
Eye irritation	-	0.9513	95.13%
Skin irritation	-	0.6396	63.96%
Skin corrosion	-	0.8746	87.46%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8129	81.29%
Micronuclear	-	0.5000	50.00%
Hepatotoxicity	-	0.5301	53.01%
skin sensitisation	-	0.8156	81.56%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.4918	49.18%
Acute Oral Toxicity (c)	III	0.5710	57.10%
Estrogen receptor binding	+	0.6450	64.50%
Androgen receptor binding	+	0.6664	66.64%
Thyroid receptor binding	+	0.5165	51.65%
Glucocorticoid receptor binding	+	0.6425	64.25%
Aromatase binding	+	0.6914	69.14%
PPAR gamma	+	0.7539	75.39%
Honey bee toxicity	-	0.8881	88.81%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.6153	61.53%
Fish aquatic toxicity	+	0.9534	95.34%

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	98.08%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.51%	98.95%
CHEMBL230	P35354	Cyclooxygenase-2	94.13%	89.63%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.60%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.24%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.51%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.91%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.87%	94.45%
CHEMBL299	P17252	Protein kinase C alpha	84.10%	98.03%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.64%	99.23%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	83.52%	85.94%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.38%	97.25%
CHEMBL3401	O75469	Pregnane X receptor	81.88%	94.73%
CHEMBL221	P23219	Cyclooxygenase-1	80.94%	90.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 6452444
• LOTUS: LTS0254698
• wikiData: Q105200891