(1R,8S,11R,12S)-11-amino-3,4-dimethoxy-13-methyl-9-oxa-13-azapentacyclo[9.4.2.18,12.01,12.02,7]octadeca-2(7),3,5-trien-10-one

Details

• Internal ID: 5e99b9b5-e7ef-4f02-a2c8-b7493afff070
• Taxonomy: Benzenoids > Tetralins
• IUPAC Name: (1R,8S,11R,12S)-11-amino-3,4-dimethoxy-13-methyl-9-oxa-13-azapentacyclo[9.4.2.18,12.01,12.02,7]octadeca-2(7),3,5-trien-10-one
• InChI: InChI=1S/C19H24N2O4/c1-21-9-8-17-6-7-18(20)16(22)25-13(10-19(17,18)21)11-4-5-12(23-2)15(24-3)14(11)17/h4-5,13H,6-10,20H2,1-3H3/t13-,17+,18-,19-/m0/s1
• InChI Key: QGWBFBVNIRAHGF-PZGXJPJSSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₄N₂O₄
• Molecular Weight: 344.40 g/mol
• Exact Mass: 344.17360725 g/mol
• Topological Polar Surface Area (TPSA): 74.00 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 1.51
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8968	89.68%
Caco-2	+	0.7720	77.20%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Lysosomes	0.8521	85.21%
OATP2B1 inhibitior	-	0.8595	85.95%
OATP1B1 inhibitior	+	0.9459	94.59%
OATP1B3 inhibitior	+	0.9125	91.25%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7849	78.49%
BSEP inhibitior	-	0.7098	70.98%
P-glycoprotein inhibitior	-	0.8016	80.16%
P-glycoprotein substrate	-	0.5494	54.94%
CYP3A4 substrate	+	0.6473	64.73%
CYP2C9 substrate	-	0.5701	57.01%
CYP2D6 substrate	+	0.5790	57.90%
CYP3A4 inhibition	-	0.7952	79.52%
CYP2C9 inhibition	-	0.8976	89.76%
CYP2C19 inhibition	-	0.8410	84.10%
CYP2D6 inhibition	-	0.5481	54.81%
CYP1A2 inhibition	-	0.8483	84.83%
CYP2C8 inhibition	-	0.7467	74.67%
CYP inhibitory promiscuity	-	0.8800	88.00%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6091	60.91%
Eye corrosion	-	0.9867	98.67%
Eye irritation	-	0.9896	98.96%
Skin irritation	-	0.7782	77.82%
Skin corrosion	-	0.9386	93.86%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7498	74.98%
Micronuclear	+	0.5400	54.00%
Hepatotoxicity	-	0.5094	50.94%
skin sensitisation	-	0.8675	86.75%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9875	98.75%
Nephrotoxicity	-	0.6403	64.03%
Acute Oral Toxicity (c)	II	0.4408	44.08%
Estrogen receptor binding	+	0.7091	70.91%
Androgen receptor binding	+	0.7636	76.36%
Thyroid receptor binding	+	0.7309	73.09%
Glucocorticoid receptor binding	+	0.6478	64.78%
Aromatase binding	+	0.5628	56.28%
PPAR gamma	+	0.7137	71.37%
Honey bee toxicity	-	0.8675	86.75%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.8635	86.35%

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	98.09%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.08%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.96%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.21%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.19%	86.33%
CHEMBL4040	P28482	MAP kinase ERK2	91.07%	83.82%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.59%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.34%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.88%	97.25%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.75%	94.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	84.30%	89.62%
CHEMBL2535	P11166	Glucose transporter	83.97%	98.75%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.50%	97.14%
CHEMBL2581	P07339	Cathepsin D	82.06%	98.95%

Plants that contains it

• Stephania japonica

Cross-Links

• PubChem: 162417415
• LOTUS: LTS0257550
• wikiData: Q105220722