[(1S,2R,3R,5S,6S)-3-hydroxy-2-[(S)-hydroxy(phenyl)methyl]-8-methyl-8-azabicyclo[3.2.1]octan-6-yl] benzoate

Details

• Internal ID: 38f475f6-abe3-4275-98d3-0a5f4bfb9796
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Benzoic acid esters
• IUPAC Name: [(1S,2R,3R,5S,6S)-3-hydroxy-2-[(S)-hydroxy(phenyl)methyl]-8-methyl-8-azabicyclo[3.2.1]octan-6-yl] benzoate
• InChI: InChI=1S/C22H25NO4/c1-23-16-12-18(24)20(21(25)14-8-4-2-5-9-14)17(23)13-19(16)27-22(26)15-10-6-3-7-11-15/h2-11,16-21,24-25H,12-13H2,1H3/t16-,17-,18+,19-,20+,21+/m0/s1
• InChI Key: OPWGXFVDYRHRHH-OXVGXARHSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₅NO₄
• Molecular Weight: 367.40 g/mol
• Exact Mass: 367.17835828 g/mol
• Topological Polar Surface Area (TPSA): 70.00 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 2.40
• H-Bond Acceptor: 5
• 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	+	0.7850	78.50%
Caco-2	+	0.7392	73.92%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Lysosomes	0.6242	62.42%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9429	94.29%
OATP1B3 inhibitior	+	0.9431	94.31%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.7954	79.54%
P-glycoprotein inhibitior	-	0.7098	70.98%
P-glycoprotein substrate	-	0.5923	59.23%
CYP3A4 substrate	+	0.5891	58.91%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.4435	44.35%
CYP3A4 inhibition	-	0.9288	92.88%
CYP2C9 inhibition	-	0.9154	91.54%
CYP2C19 inhibition	-	0.9108	91.08%
CYP2D6 inhibition	-	0.8124	81.24%
CYP1A2 inhibition	-	0.8814	88.14%
CYP2C8 inhibition	-	0.9003	90.03%
CYP inhibitory promiscuity	-	0.9352	93.52%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6164	61.64%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.9688	96.88%
Skin irritation	-	0.8035	80.35%
Skin corrosion	-	0.9477	94.77%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7400	74.00%
Micronuclear	+	0.6700	67.00%
Hepatotoxicity	-	0.6093	60.93%
skin sensitisation	-	0.8958	89.58%
Respiratory toxicity	+	0.8556	85.56%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.8048	80.48%
Acute Oral Toxicity (c)	III	0.5672	56.72%
Estrogen receptor binding	-	0.5362	53.62%
Androgen receptor binding	-	0.5535	55.35%
Thyroid receptor binding	-	0.6599	65.99%
Glucocorticoid receptor binding	-	0.7054	70.54%
Aromatase binding	-	0.7139	71.39%
PPAR gamma	-	0.6710	67.10%
Honey bee toxicity	-	0.8617	86.17%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.8064	80.64%

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	98.06%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	97.85%	90.17%
CHEMBL2581	P07339	Cathepsin D	97.50%	98.95%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	92.17%	94.08%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.85%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.08%	95.56%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	87.43%	94.23%
CHEMBL2535	P11166	Glucose transporter	86.50%	98.75%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	85.79%	94.62%
CHEMBL4208	P20618	Proteasome component C5	85.46%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.93%	99.23%
CHEMBL4267	P37173	TGF-beta receptor type II	83.95%	88.18%
CHEMBL5028	O14672	ADAM10	83.81%	97.50%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	81.16%	83.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.83%	97.21%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162968747
• LOTUS: LTS0198615
• wikiData: Q105196608