[(4R,4aR,7R,7aR)-2,2,4-trimethyl-1,3,4,4a,5,6,7,7a-octahydrocyclopenta[c]pyridin-2-ium-7-yl]methyl benzoate

Details

• Internal ID: 94b13b83-2c1c-4994-a053-0b2dc4cb9a30
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Benzoic acid esters
• IUPAC Name: [(4R,4aR,7R,7aR)-2,2,4-trimethyl-1,3,4,4a,5,6,7,7a-octahydrocyclopenta[c]pyridin-2-ium-7-yl]methyl benzoate
• SMILES (Canonical): CC1C[N+](CC2C1CCC2COC(=O)C3=CC=CC=C3)(C)C
• SMILES (Isomeric): C[C@H]1C[N+](C[C@@H]2[C@@H]1CC[C@H]2COC(=O)C3=CC=CC=C3)(C)C
• InChI: InChI=1S/C19H28NO2/c1-14-11-20(2,3)12-18-16(9-10-17(14)18)13-22-19(21)15-7-5-4-6-8-15/h4-8,14,16-18H,9-13H2,1-3H3/q+1/t14-,16-,17+,18-/m0/s1
• InChI Key: WIZMGHKBJJVAEH-OWLYRPNTSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₈NO₂+
• Molecular Weight: 302.40 g/mol
• Exact Mass: 302.212004136 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 3.21
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.9463	94.63%
Caco-2	+	0.8440	84.40%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.4928	49.28%
OATP2B1 inhibitior	-	0.8602	86.02%
OATP1B1 inhibitior	+	0.9341	93.41%
OATP1B3 inhibitior	+	0.9411	94.11%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	+	0.6750	67.50%
BSEP inhibitior	-	0.7029	70.29%
P-glycoprotein inhibitior	-	0.7091	70.91%
P-glycoprotein substrate	-	0.7026	70.26%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7595	75.95%
CYP3A4 inhibition	-	0.8601	86.01%
CYP2C9 inhibition	-	0.8739	87.39%
CYP2C19 inhibition	-	0.8369	83.69%
CYP2D6 inhibition	-	0.5086	50.86%
CYP1A2 inhibition	-	0.7228	72.28%
CYP2C8 inhibition	+	0.4554	45.54%
CYP inhibitory promiscuity	-	0.8643	86.43%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6405	64.05%
Eye corrosion	-	0.9789	97.89%
Eye irritation	-	0.7048	70.48%
Skin irritation	-	0.7665	76.65%
Skin corrosion	-	0.8561	85.61%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6881	68.81%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.8284	82.84%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.9401	94.01%
Acute Oral Toxicity (c)	III	0.6536	65.36%
Estrogen receptor binding	-	0.6158	61.58%
Androgen receptor binding	+	0.5718	57.18%
Thyroid receptor binding	-	0.7416	74.16%
Glucocorticoid receptor binding	-	0.7921	79.21%
Aromatase binding	-	0.6853	68.53%
PPAR gamma	-	0.7050	70.50%
Honey bee toxicity	-	0.9581	95.81%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9114	91.14%

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	97.21%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.75%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.84%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.07%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	89.42%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.44%	95.56%
CHEMBL2535	P11166	Glucose transporter	84.21%	98.75%
CHEMBL5028	O14672	ADAM10	83.24%	97.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.79%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.30%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	80.05%	91.11%

Plants that contains it

• Incarvillea delavayi

Cross-Links

• PubChem: 101250592
• LOTUS: LTS0076885
• wikiData: Q105306613