Nudaurine

Details

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Internal ID 4d74c8b9-1525-4ce7-a260-119c94c529fb
Taxonomy Benzenoids > Phenanthrenes and derivatives
IUPAC Name (1S,12S,15R)-16-methoxy-20-methyl-5,7-dioxa-20-azapentacyclo[10.5.3.01,13.02,10.04,8]icosa-2,4(8),9,13,16-pentaen-15-ol
SMILES (Canonical) CN1CCC23C=C(C(C=C2C1CC4=CC5=C(C=C34)OCO5)O)OC
SMILES (Isomeric) CN1CC[C@@]23C=C([C@@H](C=C2[C@@H]1CC4=CC5=C(C=C34)OCO5)O)OC
InChI InChI=1S/C19H21NO4/c1-20-4-3-19-9-18(22-2)15(21)7-13(19)14(20)5-11-6-16-17(8-12(11)19)24-10-23-16/h6-9,14-15,21H,3-5,10H2,1-2H3/t14-,15+,19-/m0/s1
InChI Key OGNDWOLQVJVEIF-KHYOSLBOSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C19H21NO4
Molecular Weight 327.40 g/mol
Exact Mass 327.14705815 g/mol
Topological Polar Surface Area (TPSA) 51.20 Ų
XlogP 1.60
Atomic LogP (AlogP) 1.74
H-Bond Acceptor 5
H-Bond Donor 1
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of Nudaurine

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9655 96.55%
Caco-2 + 0.8630 86.30%
Blood Brain Barrier + 0.8750 87.50%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.4853 48.53%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8986 89.86%
OATP1B3 inhibitior + 0.9494 94.94%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.6221 62.21%
P-glycoprotein inhibitior - 0.7965 79.65%
P-glycoprotein substrate - 0.5173 51.73%
CYP3A4 substrate + 0.6321 63.21%
CYP2C9 substrate - 0.8141 81.41%
CYP2D6 substrate + 0.5000 50.00%
CYP3A4 inhibition + 0.6006 60.06%
CYP2C9 inhibition - 0.8883 88.83%
CYP2C19 inhibition - 0.8068 80.68%
CYP2D6 inhibition + 0.6603 66.03%
CYP1A2 inhibition - 0.7696 76.96%
CYP2C8 inhibition - 0.8906 89.06%
CYP inhibitory promiscuity - 0.6565 65.65%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5605 56.05%
Eye corrosion - 0.9864 98.64%
Eye irritation - 0.9823 98.23%
Skin irritation - 0.7681 76.81%
Skin corrosion - 0.9319 93.19%
Ames mutagenesis - 0.5254 52.54%
Human Ether-a-go-go-Related Gene inhibition - 0.4879 48.79%
Micronuclear + 0.5200 52.00%
Hepatotoxicity - 0.5572 55.72%
skin sensitisation - 0.8183 81.83%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity + 0.4498 44.98%
Acute Oral Toxicity (c) III 0.5881 58.81%
Estrogen receptor binding + 0.6714 67.14%
Androgen receptor binding + 0.5973 59.73%
Thyroid receptor binding + 0.7144 71.44%
Glucocorticoid receptor binding + 0.7552 75.52%
Aromatase binding - 0.5078 50.78%
PPAR gamma + 0.5509 55.09%
Honey bee toxicity - 0.6918 69.18%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5700 57.00%
Fish aquatic toxicity + 0.9631 96.31%

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 99.18% 96.09%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 99.06% 96.77%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.25% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.82% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.43% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.60% 95.89%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 90.21% 91.03%
CHEMBL4208 P20618 Proteasome component C5 88.11% 90.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 87.60% 92.62%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 86.42% 82.38%
CHEMBL4073 P09237 Matrix metalloproteinase 7 85.71% 97.56%
CHEMBL3192 Q9BY41 Histone deacetylase 8 85.70% 93.99%
CHEMBL2581 P07339 Cathepsin D 85.11% 98.95%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.04% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.89% 86.33%
CHEMBL4895 P30530 Tyrosine-protein kinase receptor UFO 82.90% 90.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 82.66% 97.25%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.61% 94.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 81.95% 85.14%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.19% 90.71%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 80.78% 100.00%

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.
Papaver pygmaeum

Cross-Links

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PubChem 101286215
LOTUS LTS0042930
wikiData Q105191733