[(1R,3S,4R,5S,7R)-6-methyl-2-oxa-6-azatricyclo[3.3.1.03,7]nonan-4-yl] (2R)-2,3-dihydroxy-2-phenylpropanoate

Details

• Internal ID: 7eb9d610-91e6-4fc6-8647-5bd9a07042a9
• Taxonomy: Organoheterocyclic compounds > Oxazepines > 1,4-oxazepines
• IUPAC Name: [(1R,3S,4R,5S,7R)-6-methyl-2-oxa-6-azatricyclo[3.3.1.03,7]nonan-4-yl] (2R)-2,3-dihydroxy-2-phenylpropanoate
• SMILES (Canonical): CN1C2CC3CC1C(C2O3)OC(=O)C(CO)(C4=CC=CC=C4)O
• SMILES (Isomeric): CN1[C@@H]2C[C@@H]3C[C@H]1[C@H]([C@H]2O3)OC(=O)[C@](CO)(C4=CC=CC=C4)O
• InChI: InChI=1S/C17H21NO5/c1-18-12-7-11-8-13(18)15(14(12)22-11)23-16(20)17(21,9-19)10-5-3-2-4-6-10/h2-6,11-15,19,21H,7-9H2,1H3/t11-,12-,13+,14+,15-,17+/m1/s1
• InChI Key: XPSOWKZBQQGOCO-IXYRMGKJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₁NO₅
• Molecular Weight: 319.40 g/mol
• Exact Mass: 319.14197277 g/mol
• Topological Polar Surface Area (TPSA): 79.20 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 0.02
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8999	89.99%
Caco-2	+	0.7471	74.71%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Lysosomes	0.6809	68.09%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8980	89.80%
OATP1B3 inhibitior	+	0.9470	94.70%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.7308	73.08%
P-glycoprotein inhibitior	-	0.8737	87.37%
P-glycoprotein substrate	-	0.7704	77.04%
CYP3A4 substrate	+	0.5227	52.27%
CYP2C9 substrate	-	0.8024	80.24%
CYP2D6 substrate	+	0.3987	39.87%
CYP3A4 inhibition	-	0.9224	92.24%
CYP2C9 inhibition	-	0.9162	91.62%
CYP2C19 inhibition	-	0.8946	89.46%
CYP2D6 inhibition	-	0.9299	92.99%
CYP1A2 inhibition	-	0.8772	87.72%
CYP2C8 inhibition	-	0.8291	82.91%
CYP inhibitory promiscuity	-	0.9517	95.17%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6281	62.81%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.9347	93.47%
Skin irritation	-	0.8010	80.10%
Skin corrosion	-	0.9417	94.17%
Ames mutagenesis	-	0.6854	68.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6772	67.72%
Micronuclear	+	0.7500	75.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.8403	84.03%
Respiratory toxicity	+	0.9222	92.22%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.9875	98.75%
Nephrotoxicity	-	0.7152	71.52%
Acute Oral Toxicity (c)	III	0.6575	65.75%
Estrogen receptor binding	-	0.5227	52.27%
Androgen receptor binding	-	0.5219	52.19%
Thyroid receptor binding	+	0.6023	60.23%
Glucocorticoid receptor binding	-	0.5539	55.39%
Aromatase binding	-	0.5146	51.46%
PPAR gamma	-	0.5513	55.13%
Honey bee toxicity	-	0.9291	92.91%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	-	0.7549	75.49%

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	98.39%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	95.76%	83.82%
CHEMBL2581	P07339	Cathepsin D	95.26%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.64%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.47%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.02%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.24%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	86.19%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.35%	99.17%
CHEMBL5028	O14672	ADAM10	82.02%	97.50%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	80.90%	94.23%

Plants that contains it

• Anisodus tanguticus

Cross-Links

• PubChem: 163041692
• LOTUS: LTS0127834
• wikiData: Q105338978