(1R,9S,10S)-4-acetyl-3-hydroxy-12-methoxy-17-methyl-17-azatetracyclo[7.5.3.01,10.02,7]heptadeca-2(7),3,5,11-tetraen-13-one

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	60280e53-e254-451d-be3e-1afde0dee574
Taxonomy	Alkaloids and derivatives > Morphinans
IUPAC Name	(1R,9S,10S)-4-acetyl-3-hydroxy-12-methoxy-17-methyl-17-azatetracyclo[7.5.3.01,10.02,7]heptadeca-2(7),3,5,11-tetraen-13-one
SMILES (Canonical)	CC(=O)C1=C(C2=C(CC3C4C2(CCN3C)CC(=O)C(=C4)OC)C=C1)O
SMILES (Isomeric)	CC(=O)C1=C(C2=C(C[C@H]3[C@@H]4[C@@]2(CCN3C)CC(=O)C(=C4)OC)C=C1)O
InChI	InChI=1S/C20H23NO4/c1-11(22)13-5-4-12-8-15-14-9-17(25-3)16(23)10-20(14,6-7-21(15)2)18(12)19(13)24/h4-5,9,14-15,24H,6-8,10H2,1-3H3/t14-,15+,20-/m1/s1
InChI Key	DWQIEUYIJNZWSH-QEEYODRMSA-N
Popularity	0 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₀H₂₃NO₄
Molecular Weight	341.40 g/mol
Exact Mass	341.16270821 g/mol
Topological Polar Surface Area (TPSA)	66.80 Å²
XlogP	2.40
Atomic LogP (AlogP)	2.21
H-Bond Acceptor	5
H-Bond Donor	1
Rotatable Bonds	2

Synonyms

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There are no found synonyms.

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9319	93.19%
Caco-2	+	0.7634	76.34%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6522	65.22%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9077	90.77%
OATP1B3 inhibitior	+	0.9294	92.94%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.5717	57.17%
P-glycoprotein inhibitior	-	0.6938	69.38%
P-glycoprotein substrate	+	0.6867	68.67%
CYP3A4 substrate	+	0.6938	69.38%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7498	74.98%
CYP3A4 inhibition	-	0.9231	92.31%
CYP2C9 inhibition	-	0.9331	93.31%
CYP2C19 inhibition	-	0.9403	94.03%
CYP2D6 inhibition	-	0.6857	68.57%
CYP1A2 inhibition	-	0.5969	59.69%
CYP2C8 inhibition	-	0.8744	87.44%
CYP inhibitory promiscuity	-	0.9687	96.87%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6144	61.44%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.9818	98.18%
Skin irritation	-	0.7601	76.01%
Skin corrosion	-	0.9405	94.05%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5690	56.90%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	-	0.7125	71.25%
skin sensitisation	-	0.8702	87.02%
Respiratory toxicity	+	0.8778	87.78%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.8242	82.42%
Acute Oral Toxicity (c)	III	0.7188	71.88%
Estrogen receptor binding	-	0.6453	64.53%
Androgen receptor binding	-	0.6140	61.40%
Thyroid receptor binding	-	0.6183	61.83%
Glucocorticoid receptor binding	+	0.5846	58.46%
Aromatase binding	-	0.6449	64.49%
PPAR gamma	-	0.5913	59.13%
Honey bee toxicity	-	0.7985	79.85%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9296	92.96%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
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	99.08%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.71%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.15%	94.45%
CHEMBL2581	P07339	Cathepsin D	93.16%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.22%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.12%	95.89%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.06%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.02%	97.25%
CHEMBL2535	P11166	Glucose transporter	91.01%	98.75%
CHEMBL233	P35372	Mu opioid receptor	89.40%	97.93%
CHEMBL4208	P20618	Proteasome component C5	89.26%	90.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	89.01%	93.03%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.89%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.32%	86.33%
CHEMBL217	P14416	Dopamine D2 receptor	86.99%	95.62%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.49%	99.23%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	86.29%	93.40%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	86.21%	91.03%
CHEMBL1951	P21397	Monoamine oxidase A	84.14%	91.49%
CHEMBL340	P08684	Cytochrome P450 3A4	83.29%	91.19%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.03%	93.04%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.92%	90.71%
CHEMBL2056	P21728	Dopamine D1 receptor	82.27%	91.00%
CHEMBL236	P41143	Delta opioid receptor	80.55%	99.35%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	80.28%	96.39%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.