N-[2-(7-hydroxy-3,4,6-trimethoxyphenanthren-1-yl)ethyl]-N-methylacetamide

Details

• Internal ID: 0c36e890-72fc-4e93-9bdf-48ae4e2d496f
• Taxonomy: Alkaloids and derivatives > 6,6a-secoaporphines
• IUPAC Name: N-[2-(7-hydroxy-3,4,6-trimethoxyphenanthren-1-yl)ethyl]-N-methylacetamide
• SMILES (Canonical): CC(=O)N(C)CCC1=CC(=C(C2=C1C=CC3=CC(=C(C=C32)OC)O)OC)OC
• SMILES (Isomeric): CC(=O)N(C)CCC1=CC(=C(C2=C1C=CC3=CC(=C(C=C32)OC)O)OC)OC
• InChI: InChI=1S/C22H25NO5/c1-13(24)23(2)9-8-15-11-20(27-4)22(28-5)21-16(15)7-6-14-10-18(25)19(26-3)12-17(14)21/h6-7,10-12,25H,8-9H2,1-5H3
• InChI Key: UXHXFNAMTQWXOM-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₅NO₅
• Molecular Weight: 383.40 g/mol
• Exact Mass: 383.17327290 g/mol
• Topological Polar Surface Area (TPSA): 68.20 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.75
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9548	95.48%
Caco-2	+	0.8781	87.81%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6731	67.31%
OATP2B1 inhibitior	-	0.8678	86.78%
OATP1B1 inhibitior	+	0.9137	91.37%
OATP1B3 inhibitior	+	0.9387	93.87%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.9711	97.11%
P-glycoprotein inhibitior	+	0.6125	61.25%
P-glycoprotein substrate	-	0.5634	56.34%
CYP3A4 substrate	+	0.6144	61.44%
CYP2C9 substrate	-	0.5878	58.78%
CYP2D6 substrate	-	0.7313	73.13%
CYP3A4 inhibition	+	0.5631	56.31%
CYP2C9 inhibition	-	0.5535	55.35%
CYP2C19 inhibition	-	0.7419	74.19%
CYP2D6 inhibition	-	0.8937	89.37%
CYP1A2 inhibition	+	0.6594	65.94%
CYP2C8 inhibition	+	0.6486	64.86%
CYP inhibitory promiscuity	-	0.8313	83.13%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.6811	68.11%
Eye corrosion	-	0.9931	99.31%
Eye irritation	-	0.9217	92.17%
Skin irritation	-	0.7738	77.38%
Skin corrosion	-	0.9396	93.96%
Ames mutagenesis	+	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6496	64.96%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.8996	89.96%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.8949	89.49%
Acute Oral Toxicity (c)	III	0.6645	66.45%
Estrogen receptor binding	+	0.8904	89.04%
Androgen receptor binding	+	0.6265	62.65%
Thyroid receptor binding	+	0.7183	71.83%
Glucocorticoid receptor binding	+	0.8255	82.55%
Aromatase binding	+	0.6930	69.30%
PPAR gamma	+	0.7531	75.31%
Honey bee toxicity	-	0.8431	84.31%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5804	58.04%
Fish aquatic toxicity	+	0.8943	89.43%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.73%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.88%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.39%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.39%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.71%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.03%	95.56%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	87.55%	89.62%
CHEMBL2535	P11166	Glucose transporter	87.23%	98.75%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.71%	96.00%
CHEMBL1255126	O15151	Protein Mdm4	86.05%	90.20%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.60%	92.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.93%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.91%	89.00%
CHEMBL1287628	Q9Y5S8	NADPH oxidase 1	80.64%	95.48%

Plants that contains it

• Magnolia elegans

Cross-Links

• PubChem: 10249378
• LOTUS: LTS0177541
• wikiData: Q105280817