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

Details

• Internal ID: 973e6761-2cbc-4e5f-9387-49cfff18e4c1
• Taxonomy: Organoheterocyclic compounds > Isoquinolines and derivatives
• IUPAC Name: (3S)-3,7-dimethyl-2-oxa-6-azatricyclo[7.3.1.05,13]trideca-1(13),5,7,9,11-pentaen-11-ol
• SMILES (Canonical): CC1CC2=NC(=CC3=CC(=CC(=C23)O1)O)C
• SMILES (Isomeric): C[C@H]1CC2=NC(=CC3=CC(=CC(=C23)O1)O)C
• InChI: InChI=1S/C13H13NO2/c1-7-3-9-5-10(15)6-12-13(9)11(14-7)4-8(2)16-12/h3,5-6,8,15H,4H2,1-2H3/t8-/m0/s1
• InChI Key: RDTYCRMZIHUCEV-QMMMGPOBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₃NO₂
• Molecular Weight: 215.25 g/mol
• Exact Mass: 215.094628657 g/mol
• Topological Polar Surface Area (TPSA): 42.40 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.57
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9956	99.56%
Caco-2	+	0.6764	67.64%
Blood Brain Barrier	+	0.5379	53.79%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.4946	49.46%
OATP2B1 inhibitior	-	0.8612	86.12%
OATP1B1 inhibitior	+	0.9070	90.70%
OATP1B3 inhibitior	+	0.9640	96.40%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.8558	85.58%
P-glycoprotein inhibitior	-	0.9518	95.18%
P-glycoprotein substrate	-	0.8073	80.73%
CYP3A4 substrate	-	0.5571	55.71%
CYP2C9 substrate	-	0.8185	81.85%
CYP2D6 substrate	+	0.3978	39.78%
CYP3A4 inhibition	-	0.8592	85.92%
CYP2C9 inhibition	-	0.9507	95.07%
CYP2C19 inhibition	-	0.6479	64.79%
CYP2D6 inhibition	-	0.9442	94.42%
CYP1A2 inhibition	+	0.8355	83.55%
CYP2C8 inhibition	-	0.6108	61.08%
CYP inhibitory promiscuity	-	0.9130	91.30%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5590	55.90%
Eye corrosion	-	0.9902	99.02%
Eye irritation	+	0.7205	72.05%
Skin irritation	-	0.7918	79.18%
Skin corrosion	-	0.9560	95.60%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5987	59.87%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.7560	75.60%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.6559	65.59%
Acute Oral Toxicity (c)	III	0.6927	69.27%
Estrogen receptor binding	-	0.6515	65.15%
Androgen receptor binding	+	0.6781	67.81%
Thyroid receptor binding	+	0.5136	51.36%
Glucocorticoid receptor binding	-	0.4881	48.81%
Aromatase binding	-	0.5821	58.21%
PPAR gamma	-	0.5683	56.83%
Honey bee toxicity	-	0.9297	92.97%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	-	0.8443	84.43%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	96.20%	91.49%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	90.38%	86.00%
CHEMBL3401	O75469	Pregnane X receptor	89.25%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.21%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.61%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.93%	99.23%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	81.40%	93.65%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.40%	94.80%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.77%	95.56%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	80.28%	95.78%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.24%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.24%	96.09%

Plants that contains it

• Senna siamea

Cross-Links

• PubChem: 162997965
• LOTUS: LTS0015238
• wikiData: Q105234450