(4S,4aR,7S,7aS)-2,4,7-trimethyl-2-oxido-3,4,4a,5,6,7-hexahydro-1H-cyclopenta[c]pyridin-2-ium-7a-ol

Details

• Internal ID: 52b6f21f-af77-49b8-ac10-41b8ac8e0f3c
• Taxonomy: Organoheterocyclic compounds > Piperidines
• IUPAC Name: (4S,4aR,7S,7aS)-2,4,7-trimethyl-2-oxido-3,4,4a,5,6,7-hexahydro-1H-cyclopenta[c]pyridin-2-ium-7a-ol
• SMILES (Canonical): CC1CCC2C1(C[N+](CC2C)(C)[O-])O
• SMILES (Isomeric): C[C@H]1CC[C@H]2[C@@]1(C[N+](C[C@H]2C)(C)[O-])O
• InChI: InChI=1S/C11H21NO2/c1-8-6-12(3,14)7-11(13)9(2)4-5-10(8)11/h8-10,13H,4-7H2,1-3H3/t8-,9+,10-,11+,12?/m1/s1
• InChI Key: WNNYIIINIZJRMW-OGZKGVCFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₂₁NO₂
• Molecular Weight: 199.29 g/mol
• Exact Mass: 199.157228913 g/mol
• Topological Polar Surface Area (TPSA): 38.30 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 1.36
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6900	69.00%
Caco-2	+	0.7185	71.85%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Lysosomes	0.6337	63.37%
OATP2B1 inhibitior	-	0.8421	84.21%
OATP1B1 inhibitior	+	0.9447	94.47%
OATP1B3 inhibitior	+	0.9388	93.88%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.9619	96.19%
P-glycoprotein inhibitior	-	0.9529	95.29%
P-glycoprotein substrate	-	0.8561	85.61%
CYP3A4 substrate	+	0.5487	54.87%
CYP2C9 substrate	-	0.7962	79.62%
CYP2D6 substrate	-	0.8041	80.41%
CYP3A4 inhibition	-	0.8682	86.82%
CYP2C9 inhibition	-	0.8471	84.71%
CYP2C19 inhibition	-	0.8214	82.14%
CYP2D6 inhibition	-	0.8175	81.75%
CYP1A2 inhibition	-	0.8347	83.47%
CYP2C8 inhibition	-	0.8029	80.29%
CYP inhibitory promiscuity	-	0.9937	99.37%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8200	82.00%
Carcinogenicity (trinary)	Non-required	0.5093	50.93%
Eye corrosion	-	0.9731	97.31%
Eye irritation	+	0.6476	64.76%
Skin irritation	-	0.7206	72.06%
Skin corrosion	-	0.8624	86.24%
Ames mutagenesis	-	0.7519	75.19%
Human Ether-a-go-go-Related Gene inhibition	-	0.5074	50.74%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	+	0.5626	56.26%
skin sensitisation	-	0.8243	82.43%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.6709	67.09%
Acute Oral Toxicity (c)	III	0.6086	60.86%
Estrogen receptor binding	-	0.7200	72.00%
Androgen receptor binding	-	0.6148	61.48%
Thyroid receptor binding	-	0.7615	76.15%
Glucocorticoid receptor binding	-	0.8109	81.09%
Aromatase binding	-	0.7571	75.71%
PPAR gamma	-	0.8011	80.11%
Honey bee toxicity	-	0.9021	90.21%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	-	0.8623	86.23%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.70%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.20%	97.25%
CHEMBL206	P03372	Estrogen receptor alpha	86.77%	97.64%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	85.88%	92.68%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.64%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.02%	92.94%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.17%	97.09%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	82.93%	96.38%

Plants that contains it

• Kopsia dasyrachis

Cross-Links

• PubChem: 15489797
• LOTUS: LTS0142766
• wikiData: Q105309190