(1S,9S,10R)-3-hydroxy-4,13-dimethoxy-17-methyl-17-azatetracyclo[7.5.3.01,10.02,7]heptadeca-2(7),3,5,13-tetraen-12-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	d22c4588-4012-4bfa-b619-199ed208d305
Taxonomy	Alkaloids and derivatives > Morphinans
IUPAC Name	(1S,9S,10R)-3-hydroxy-4,13-dimethoxy-17-methyl-17-azatetracyclo[7.5.3.01,10.02,7]heptadeca-2(7),3,5,13-tetraen-12-one
SMILES (Canonical)	CN1CCC23C=C(C(=O)CC2C1CC4=C3C(=C(C=C4)OC)O)OC
SMILES (Isomeric)	CN1CC[C@@]23C=C(C(=O)C[C@H]2[C@@H]1CC4=C3C(=C(C=C4)OC)O)OC
InChI	InChI=1S/C19H23NO4/c1-20-7-6-19-10-16(24-3)14(21)9-12(19)13(20)8-11-4-5-15(23-2)18(22)17(11)19/h4-5,10,12-13,22H,6-9H2,1-3H3/t12-,13-,19+/m0/s1
InChI Key	OWDQPILTDJLGCN-WTOJCKNJSA-N
Popularity	0 references in papers

Physical and Chemical Properties

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Molecular Formula	C₁₉H₂₃NO₄
Molecular Weight	329.40 g/mol
Exact Mass	329.16270821 g/mol
Topological Polar Surface Area (TPSA)	59.00 Å²
XlogP	2.30
Atomic LogP (AlogP)	2.02
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	+	0.9473	94.73%
Caco-2	+	0.8437	84.37%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6638	66.38%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9221	92.21%
OATP1B3 inhibitior	+	0.9424	94.24%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	-	0.4582	45.82%
P-glycoprotein inhibitior	-	0.8044	80.44%
P-glycoprotein substrate	+	0.5732	57.32%
CYP3A4 substrate	+	0.7158	71.58%
CYP2C9 substrate	-	0.8178	81.78%
CYP2D6 substrate	+	0.4357	43.57%
CYP3A4 inhibition	-	0.8309	83.09%
CYP2C9 inhibition	-	0.9070	90.70%
CYP2C19 inhibition	-	0.9079	90.79%
CYP2D6 inhibition	+	0.6158	61.58%
CYP1A2 inhibition	-	0.6434	64.34%
CYP2C8 inhibition	-	0.9124	91.24%
CYP inhibitory promiscuity	-	0.9254	92.54%
UGT catelyzed	+	0.6362	63.62%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6559	65.59%
Eye corrosion	-	0.9921	99.21%
Eye irritation	-	0.9837	98.37%
Skin irritation	-	0.7486	74.86%
Skin corrosion	-	0.9398	93.98%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3987	39.87%
Micronuclear	-	0.6100	61.00%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	-	0.8649	86.49%
Respiratory toxicity	+	0.9444	94.44%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.5875	58.75%
Acute Oral Toxicity (c)	III	0.7166	71.66%
Estrogen receptor binding	-	0.5297	52.97%
Androgen receptor binding	-	0.6393	63.93%
Thyroid receptor binding	-	0.5506	55.06%
Glucocorticoid receptor binding	+	0.6644	66.44%
Aromatase binding	-	0.6196	61.96%
PPAR gamma	-	0.6387	63.87%
Honey bee toxicity	-	0.8288	82.88%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9122	91.22%

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	98.95%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	94.74%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.24%	95.56%
CHEMBL217	P14416	Dopamine D2 receptor	94.12%	95.62%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.89%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.51%	94.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	90.32%	93.99%
CHEMBL2581	P07339	Cathepsin D	89.29%	98.95%
CHEMBL2535	P11166	Glucose transporter	88.47%	98.75%
CHEMBL1951	P21397	Monoamine oxidase A	88.33%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.10%	86.33%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	87.78%	91.03%
CHEMBL4208	P20618	Proteasome component C5	87.36%	90.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	87.18%	93.40%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.96%	97.25%
CHEMBL220	P22303	Acetylcholinesterase	86.56%	94.45%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.42%	94.45%
CHEMBL2056	P21728	Dopamine D1 receptor	85.36%	91.00%
CHEMBL4829	O00763	Acetyl-CoA carboxylase 2	84.50%	98.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	84.49%	93.03%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.75%	90.71%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.13%	91.11%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.12%	89.62%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	81.05%	82.38%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.63%	91.07%

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.