2-[(4bR,10aS)-4b,7,7,10a-tetramethyl-6,6a,8,9,10,10b,11,12-octahydro-5H-naphtho[2,1-f]isoquinolin-2-ium-2-yl]acetate

Details

• Internal ID: d57ce084-b0ca-4842-8f87-1295d2e55a58
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives
• IUPAC Name: 2-[(4bR,10aS)-4b,7,7,10a-tetramethyl-6,6a,8,9,10,10b,11,12-octahydro-5H-naphtho[2,1-f]isoquinolin-2-ium-2-yl]acetate
• SMILES (Canonical): CC1(CCCC2(C1CCC3(C2CCC4=C3C=C[N+](=C4)CC(=O)[O-])C)C)C
• SMILES (Isomeric): C[C@]12CCCC(C1CC[C@@]3(C2CCC4=C3C=C[N+](=C4)CC(=O)[O-])C)(C)C
• InChI: InChI=1S/C23H33NO2/c1-21(2)10-5-11-23(4)18(21)8-12-22(3)17-9-13-24(15-20(25)26)14-16(17)6-7-19(22)23/h9,13-14,18-19H,5-8,10-12,15H2,1-4H3/t18?,19?,22-,23-/m0/s1
• InChI Key: VYIMDGZFMLBRMF-SAVSZJDKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₃NO₂
• Molecular Weight: 355.50 g/mol
• Exact Mass: 355.251129295 g/mol
• Topological Polar Surface Area (TPSA): 44.00 Ų
• XlogP: 7.10
• Atomic LogP (AlogP): 3.17
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7458	74.58%
Caco-2	+	0.6468	64.68%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7025	70.25%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8760	87.60%
OATP1B3 inhibitior	+	0.9412	94.12%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	+	0.9063	90.63%
P-glycoprotein inhibitior	-	0.6591	65.91%
P-glycoprotein substrate	-	0.7686	76.86%
CYP3A4 substrate	+	0.6472	64.72%
CYP2C9 substrate	-	0.7962	79.62%
CYP2D6 substrate	-	0.8754	87.54%
CYP3A4 inhibition	-	0.6747	67.47%
CYP2C9 inhibition	-	0.8233	82.33%
CYP2C19 inhibition	-	0.5946	59.46%
CYP2D6 inhibition	+	0.5000	50.00%
CYP1A2 inhibition	-	0.6593	65.93%
CYP2C8 inhibition	+	0.5284	52.84%
CYP inhibitory promiscuity	-	0.6237	62.37%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6443	64.43%
Eye corrosion	-	0.9825	98.25%
Eye irritation	-	0.9774	97.74%
Skin irritation	-	0.7485	74.85%
Skin corrosion	-	0.8480	84.80%
Ames mutagenesis	-	0.8300	83.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3952	39.52%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.6875	68.75%
skin sensitisation	-	0.8133	81.33%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.5059	50.59%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.8356	83.56%
Acute Oral Toxicity (c)	III	0.7186	71.86%
Estrogen receptor binding	+	0.7874	78.74%
Androgen receptor binding	+	0.6305	63.05%
Thyroid receptor binding	+	0.7382	73.82%
Glucocorticoid receptor binding	+	0.6983	69.83%
Aromatase binding	+	0.7940	79.40%
PPAR gamma	+	0.7129	71.29%
Honey bee toxicity	-	0.8766	87.66%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5737	57.37%
Fish aquatic toxicity	+	0.8983	89.83%

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	97.67%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.46%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.85%	95.56%
CHEMBL2581	P07339	Cathepsin D	91.56%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.38%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.34%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	88.37%	83.82%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.86%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.77%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.36%	95.89%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	82.63%	96.38%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10338304
• LOTUS: LTS0155570
• wikiData: Q105299002