Aponoratropine

Details

• Internal ID: 3e3cbe0d-bd68-4c7b-9b77-85c8cbe07920
• Taxonomy: Alkaloids and derivatives > Tropane alkaloids
• IUPAC Name: 8-azabicyclo[3.2.1]octan-3-yl 2-phenylprop-2-enoate
• SMILES (Canonical): C=C(C1=CC=CC=C1)C(=O)OC2CC3CCC(C2)N3
• SMILES (Isomeric): C=C(C1=CC=CC=C1)C(=O)OC2CC3CCC(C2)N3
• InChI: InChI=1S/C16H19NO2/c1-11(12-5-3-2-4-6-12)16(18)19-15-9-13-7-8-14(10-15)17-13/h2-6,13-15,17H,1,7-10H2
• InChI Key: RDIVNYCOUBHXRH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₉NO₂
• Molecular Weight: 257.33 g/mol
• Exact Mass: 257.141578849 g/mol
• Topological Polar Surface Area (TPSA): 38.30 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 2.53
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

• Aponoratropine
• Noratropamine
• RDIVNYCOUBHXRH-UHFFFAOYSA-N
• Benzeneacetic acid, .alpha.-methylene-, (3-endo)-8-azabicyclo[3.2.1]oct-3-yl ester
• Benzeneacetic acid, .alpha.-methylene-, 8-azabicyclo[3.2.1]oct-3-yl ester, endo-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.7646	76.46%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6118	61.18%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9597	95.97%
OATP1B3 inhibitior	+	0.9391	93.91%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	+	0.6000	60.00%
BSEP inhibitior	-	0.9298	92.98%
P-glycoprotein inhibitior	-	0.9242	92.42%
P-glycoprotein substrate	-	0.8367	83.67%
CYP3A4 substrate	-	0.5419	54.19%
CYP2C9 substrate	-	0.8086	80.86%
CYP2D6 substrate	-	0.6637	66.37%
CYP3A4 inhibition	-	0.6896	68.96%
CYP2C9 inhibition	-	0.7181	71.81%
CYP2C19 inhibition	-	0.6043	60.43%
CYP2D6 inhibition	-	0.7045	70.45%
CYP1A2 inhibition	-	0.6224	62.24%
CYP2C8 inhibition	-	0.6300	63.00%
CYP inhibitory promiscuity	-	0.5920	59.20%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6197	61.97%
Eye corrosion	-	0.9804	98.04%
Eye irritation	-	0.7334	73.34%
Skin irritation	-	0.7872	78.72%
Skin corrosion	-	0.9527	95.27%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3804	38.04%
Micronuclear	-	0.5300	53.00%
Hepatotoxicity	+	0.5053	50.53%
skin sensitisation	-	0.8135	81.35%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.4927	49.27%
Acute Oral Toxicity (c)	III	0.6190	61.90%
Estrogen receptor binding	-	0.4949	49.49%
Androgen receptor binding	-	0.6024	60.24%
Thyroid receptor binding	-	0.6776	67.76%
Glucocorticoid receptor binding	-	0.8076	80.76%
Aromatase binding	-	0.5098	50.98%
PPAR gamma	+	0.6116	61.16%
Honey bee toxicity	-	0.8873	88.73%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.6755	67.55%
Fish aquatic toxicity	+	0.8432	84.32%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	97.21%	94.62%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	96.44%	94.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.47%	97.09%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	94.95%	94.08%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	93.37%	94.97%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.36%	96.09%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	90.07%	97.53%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.90%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.41%	95.56%
CHEMBL4040	P28482	MAP kinase ERK2	85.71%	83.82%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.78%	99.23%
CHEMBL221	P23219	Cyclooxygenase-1	82.04%	90.17%

Plants that contains it

• Anthotroche myoporoides

Cross-Links

• PubChem: 91704540
• LOTUS: LTS0225714
• wikiData: Q105234248