(3S)-11-hydroxy-3-methoxy-3,7-dimethyl-2-oxa-6-azatricyclo[7.3.1.05,13]trideca-1(13),5,7,9,11-pentaen-4-one

Details

• Internal ID: ed13f609-4538-4bb6-abaf-69516f09e93f
• Taxonomy: Organoheterocyclic compounds > Isoquinolines and derivatives
• IUPAC Name: (3S)-11-hydroxy-3-methoxy-3,7-dimethyl-2-oxa-6-azatricyclo[7.3.1.05,13]trideca-1(13),5,7,9,11-pentaen-4-one
• SMILES (Canonical): CC1=CC2=CC(=CC3=C2C(=N1)C(=O)C(O3)(C)OC)O
• SMILES (Isomeric): CC1=CC2=CC(=CC3=C2C(=N1)C(=O)[C@@](O3)(C)OC)O
• InChI: InChI=1S/C14H13NO4/c1-7-4-8-5-9(16)6-10-11(8)12(15-7)13(17)14(2,18-3)19-10/h4-6,16H,1-3H3/t14-/m0/s1
• InChI Key: MQQYHSBZXCCKJH-AWEZNQCLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₃NO₄
• Molecular Weight: 259.26 g/mol
• Exact Mass: 259.08445790 g/mol
• Topological Polar Surface Area (TPSA): 68.60 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.19
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8585	85.85%
Caco-2	+	0.6040	60.40%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5627	56.27%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8923	89.23%
OATP1B3 inhibitior	+	0.9270	92.70%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.4833	48.33%
P-glycoprotein inhibitior	-	0.9262	92.62%
P-glycoprotein substrate	-	0.9167	91.67%
CYP3A4 substrate	+	0.5631	56.31%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8267	82.67%
CYP3A4 inhibition	-	0.6512	65.12%
CYP2C9 inhibition	-	0.9774	97.74%
CYP2C19 inhibition	-	0.7427	74.27%
CYP2D6 inhibition	-	0.9262	92.62%
CYP1A2 inhibition	-	0.6703	67.03%
CYP2C8 inhibition	+	0.6968	69.68%
CYP inhibitory promiscuity	-	0.7595	75.95%
UGT catelyzed	+	0.6362	63.62%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4558	45.58%
Eye corrosion	-	0.9907	99.07%
Eye irritation	+	0.6381	63.81%
Skin irritation	-	0.8152	81.52%
Skin corrosion	-	0.9764	97.64%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5248	52.48%
Micronuclear	+	0.7300	73.00%
Hepatotoxicity	+	0.6150	61.50%
skin sensitisation	-	0.9054	90.54%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.8506	85.06%
Acute Oral Toxicity (c)	III	0.5474	54.74%
Estrogen receptor binding	+	0.6300	63.00%
Androgen receptor binding	+	0.7372	73.72%
Thyroid receptor binding	+	0.6499	64.99%
Glucocorticoid receptor binding	+	0.5878	58.78%
Aromatase binding	+	0.6616	66.16%
PPAR gamma	+	0.5279	52.79%
Honey bee toxicity	-	0.8480	84.80%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	-	0.5688	56.88%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.49%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.97%	94.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.73%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.52%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	94.27%	94.73%
CHEMBL2581	P07339	Cathepsin D	89.54%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.41%	99.23%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	88.65%	94.42%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.41%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.02%	94.45%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.08%	99.15%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	81.97%	82.38%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.21%	96.09%

Plants that contains it

• Senna siamea

Cross-Links

• PubChem: 162867063
• LOTUS: LTS0064421
• wikiData: Q105170218