(E)-3-[(1R,4S,7S,9aS)-1,7-dimethyl-2,3,4,6,7,8,9,9a-octahydro-1H-quinolizin-4-yl]-4-oxobut-2-enoic acid

Details

• Internal ID: 317efe1e-5c88-41da-a39c-315b5f6cdcc7
• Taxonomy: Organoheterocyclic compounds > Quinolizines
• IUPAC Name: (E)-3-[(1R,4S,7S,9aS)-1,7-dimethyl-2,3,4,6,7,8,9,9a-octahydro-1H-quinolizin-4-yl]-4-oxobut-2-enoic acid
• InChI: InChI=1S/C15H23NO3/c1-10-3-5-13-11(2)4-6-14(16(13)8-10)12(9-17)7-15(18)19/h7,9-11,13-14H,3-6,8H2,1-2H3,(H,18,19)/b12-7-/t10-,11+,13-,14-/m0/s1
• InChI Key: XLENIFHWAQKXIF-CCWXKUQJSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₃NO₃
• Molecular Weight: 265.35 g/mol
• Exact Mass: 265.16779360 g/mol
• Topological Polar Surface Area (TPSA): 57.60 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): 2.10
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9696	96.96%
Caco-2	+	0.8523	85.23%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6707	67.07%
OATP2B1 inhibitior	-	0.8561	85.61%
OATP1B1 inhibitior	+	0.9088	90.88%
OATP1B3 inhibitior	+	0.9428	94.28%
MATE1 inhibitior	-	0.9209	92.09%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	-	0.8757	87.57%
P-glycoprotein inhibitior	-	0.9274	92.74%
P-glycoprotein substrate	-	0.8202	82.02%
CYP3A4 substrate	+	0.5265	52.65%
CYP2C9 substrate	-	0.5939	59.39%
CYP2D6 substrate	-	0.8102	81.02%
CYP3A4 inhibition	-	0.9389	93.89%
CYP2C9 inhibition	-	0.8128	81.28%
CYP2C19 inhibition	-	0.8409	84.09%
CYP2D6 inhibition	-	0.8292	82.92%
CYP1A2 inhibition	-	0.6533	65.33%
CYP2C8 inhibition	-	0.9203	92.03%
CYP inhibitory promiscuity	-	0.9434	94.34%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6589	65.89%
Eye corrosion	-	0.9681	96.81%
Eye irritation	-	0.9447	94.47%
Skin irritation	-	0.6806	68.06%
Skin corrosion	-	0.8952	89.52%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4748	47.48%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	+	0.6500	65.00%
skin sensitisation	-	0.7937	79.37%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.6721	67.21%
Acute Oral Toxicity (c)	III	0.7291	72.91%
Estrogen receptor binding	-	0.6986	69.86%
Androgen receptor binding	-	0.6290	62.90%
Thyroid receptor binding	+	0.5350	53.50%
Glucocorticoid receptor binding	+	0.5931	59.31%
Aromatase binding	-	0.6896	68.96%
PPAR gamma	+	0.5251	52.51%
Honey bee toxicity	-	0.8748	87.48%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9667	96.67%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	98.02%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.85%	96.09%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	90.05%	93.00%
CHEMBL340	P08684	Cytochrome P450 3A4	88.51%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.02%	95.56%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	84.64%	98.46%
CHEMBL5255	O00206	Toll-like receptor 4	83.32%	92.50%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.28%	97.25%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.03%	93.56%
CHEMBL2581	P07339	Cathepsin D	80.52%	98.95%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 44140345
• LOTUS: LTS0190850
• wikiData: Q105329922