[(1R,2S,4S,5S)-9-methyl-3-oxa-9-azatricyclo[3.3.1.02,4]nonan-7-yl] (2S)-3-hydroxy-2-phenylpropanoate

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	26b15dcc-ea76-4bea-aac3-6dae79d45f31
Taxonomy	Organic acids and derivatives > Hydroxy acids and derivatives > Beta hydroxy acids and derivatives
IUPAC Name	[(1R,2S,4S,5S)-9-methyl-3-oxa-9-azatricyclo[3.3.1.02,4]nonan-7-yl] (2S)-3-hydroxy-2-phenylpropanoate
SMILES (Canonical)	CN1C2CC(CC1C3C2O3)OC(=O)C(CO)C4=CC=CC=C4
SMILES (Isomeric)	CN1[C@@H]2CC(C[C@H]1[C@H]3[C@H]2O3)OC(=O)[C@H](CO)C4=CC=CC=C4
InChI	InChI=1S/C17H21NO4/c1-18-13-7-11(8-14(18)16-15(13)22-16)21-17(20)12(9-19)10-5-3-2-4-6-10/h2-6,11-16,19H,7-9H2,1H3/t11?,12-,13-,14+,15+,16+/m1/s1
InChI Key	STECJAGHUSJQJN-SFSMXDMGSA-N
Popularity	7,563 references in papers

Physical and Chemical Properties

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Molecular Formula	C₁₇H₂₁NO₄
Molecular Weight	303.35 g/mol
Exact Mass	303.14705815 g/mol
Topological Polar Surface Area (TPSA)	62.30 Å²
XlogP	0.90
Atomic LogP (AlogP)	0.92
H-Bond Acceptor	5
H-Bond Donor	1
Rotatable Bonds	4

Synonyms

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Isoptpo Hyoscine

[(1R,2S,4S,5S)-9-methyl-3-oxa-9-azatricyclo[3.3.1.02,4]nonan-7-yl] (2S)-3-hydroxy-2-phenylpropanoate

[(1S,2R,4S,5S)-9-Methyl-3-oxa-9-azatricyclo[3.3.1.02,4]nonan-7-yl] (2S)-3-hydroxy-2-phenylpropanoate

51-34-3

CHEMBL1187846

STECJAGHUSJQJN-ODICJLLRSA-N

BDBM50452855

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9761	97.61%
Caco-2	+	0.9313	93.13%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.9714	97.14%
Subcellular localzation	Lysosomes	0.5921	59.21%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9449	94.49%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.7500	75.00%
BSEP inhibitior	-	0.7557	75.57%
P-glycoprotein inhibitior	-	0.9166	91.66%
P-glycoprotein substrate	-	0.9362	93.62%
CYP3A4 substrate	+	0.5353	53.53%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.3936	39.36%
CYP3A4 inhibition	-	0.8310	83.10%
CYP2C9 inhibition	-	0.9070	90.70%
CYP2C19 inhibition	-	0.9025	90.25%
CYP2D6 inhibition	-	0.9270	92.70%
CYP1A2 inhibition	-	0.9045	90.45%
CYP2C8 inhibition	-	0.9801	98.01%
CYP inhibitory promiscuity	-	0.8682	86.82%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6988	69.88%
Eye corrosion	-	0.9842	98.42%
Eye irritation	-	0.9787	97.87%
Skin irritation	-	0.8036	80.36%
Skin corrosion	-	0.9463	94.63%
Ames mutagenesis	-	0.9500	95.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7261	72.61%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	-	1.0000	100.00%
skin sensitisation	-	0.8585	85.85%
Respiratory toxicity	+	0.9889	98.89%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	1.0000	100.00%
Nephrotoxicity	-	0.8857	88.57%
Acute Oral Toxicity (c)	III	0.7702	77.02%
Estrogen receptor binding	-	0.8431	84.31%
Androgen receptor binding	-	0.6130	61.30%
Thyroid receptor binding	-	0.7747	77.47%
Glucocorticoid receptor binding	-	0.7911	79.11%
Aromatase binding	-	0.6418	64.18%
PPAR gamma	+	0.5707	57.07%
Honey bee toxicity	-	0.9122	91.22%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5855	58.55%
Fish aquatic toxicity	-	0.6915	69.15%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	1.514 nM	IC50	via Super-PRED
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	3.02 nM	Ki	via Super-PRED
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	6.5 nM	Ki	via Super-PRED
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	0.5754 nM	IC50	via Super-PRED
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	1.288 nM	Ki	via Super-PRED
CHEMBL1293235	P02545	Prelamin-A/C	125.9 nM	Potency	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.97%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.65%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.64%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.94%	86.33%
CHEMBL4040	P28482	MAP kinase ERK2	86.43%	83.82%
CHEMBL5028	O14672	ADAM10	85.81%	97.50%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.72%	97.25%
CHEMBL340	P08684	Cytochrome P450 3A4	84.08%	91.19%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.41%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.22%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.69%	89.00%
CHEMBL4208	P20618	Proteasome component C5	80.04%	90.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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