(12S,13S)-13,16-dimethoxy-3,5-dioxa-11-azapentacyclo[10.7.1.02,6.08,20.014,19]icosa-1(20),2(6),7,14(19),15,17-hexaene

Details

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Internal ID 566b6db1-046d-412e-8d0d-62d697034046
Taxonomy Alkaloids and derivatives > Aporphines
IUPAC Name (12S,13S)-13,16-dimethoxy-3,5-dioxa-11-azapentacyclo[10.7.1.02,6.08,20.014,19]icosa-1(20),2(6),7,14(19),15,17-hexaene
SMILES (Canonical) COC1C2C3=C(C4=C1C=C(C=C4)OC)C5=C(C=C3CCN2)OCO5
SMILES (Isomeric) CO[C@@H]1[C@@H]2C3=C(C4=C1C=C(C=C4)OC)C5=C(C=C3CCN2)OCO5
InChI InChI=1S/C19H19NO4/c1-21-11-3-4-12-13(8-11)18(22-2)17-15-10(5-6-20-17)7-14-19(16(12)15)24-9-23-14/h3-4,7-8,17-18,20H,5-6,9H2,1-2H3/t17-,18-/m0/s1
InChI Key FYUJUDUQDIRMAJ-ROUUACIJSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C19H19NO4
Molecular Weight 325.40 g/mol
Exact Mass 325.13140809 g/mol
Topological Polar Surface Area (TPSA) 49.00 Ų
XlogP 2.20
Atomic LogP (AlogP) 2.98
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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2D Structure of (12S,13S)-13,16-dimethoxy-3,5-dioxa-11-azapentacyclo[10.7.1.02,6.08,20.014,19]icosa-1(20),2(6),7,14(19),15,17-hexaene

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9717 97.17%
Caco-2 + 0.9118 91.18%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability + 0.5714 57.14%
Subcellular localzation Lysosomes 0.4755 47.55%
OATP2B1 inhibitior - 0.8670 86.70%
OATP1B1 inhibitior + 0.9138 91.38%
OATP1B3 inhibitior + 0.9455 94.55%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.7611 76.11%
P-glycoprotein inhibitior + 0.6695 66.95%
P-glycoprotein substrate - 0.5279 52.79%
CYP3A4 substrate + 0.6207 62.07%
CYP2C9 substrate - 0.8312 83.12%
CYP2D6 substrate + 0.6152 61.52%
CYP3A4 inhibition - 0.5855 58.55%
CYP2C9 inhibition - 0.6336 63.36%
CYP2C19 inhibition - 0.5000 50.00%
CYP2D6 inhibition + 0.6986 69.86%
CYP1A2 inhibition + 0.7774 77.74%
CYP2C8 inhibition - 0.6764 67.64%
CYP inhibitory promiscuity + 0.8240 82.40%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6304 63.04%
Eye corrosion - 0.9872 98.72%
Eye irritation - 0.9784 97.84%
Skin irritation - 0.7293 72.93%
Skin corrosion - 0.9320 93.20%
Ames mutagenesis + 0.7500 75.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8235 82.35%
Micronuclear + 0.5700 57.00%
Hepatotoxicity - 0.7250 72.50%
skin sensitisation - 0.8310 83.10%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity - 0.6952 69.52%
Acute Oral Toxicity (c) III 0.5160 51.60%
Estrogen receptor binding + 0.6739 67.39%
Androgen receptor binding + 0.7650 76.50%
Thyroid receptor binding + 0.7753 77.53%
Glucocorticoid receptor binding + 0.7537 75.37%
Aromatase binding - 0.4948 49.48%
PPAR gamma + 0.7530 75.30%
Honey bee toxicity - 0.8113 81.13%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.6100 61.00%
Fish aquatic toxicity - 0.8550 85.50%

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
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 97.88% 96.77%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.33% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.70% 91.11%
CHEMBL2581 P07339 Cathepsin D 95.95% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.46% 97.09%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 92.29% 92.62%
CHEMBL2039 P27338 Monoamine oxidase B 92.13% 92.51%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.55% 95.89%
CHEMBL4208 P20618 Proteasome component C5 91.13% 90.00%
CHEMBL5311 P37023 Serine/threonine-protein kinase receptor R3 88.83% 82.67%
CHEMBL3438 Q05513 Protein kinase C zeta 88.74% 88.48%
CHEMBL4225 P49760 Dual specificity protein kinase CLK2 88.32% 80.96%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.83% 94.45%
CHEMBL3192 Q9BY41 Histone deacetylase 8 86.98% 93.99%
CHEMBL1951 P21397 Monoamine oxidase A 86.38% 91.49%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.04% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.98% 95.56%
CHEMBL4581 P52732 Kinesin-like protein 1 85.62% 93.18%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.59% 94.00%
CHEMBL2056 P21728 Dopamine D1 receptor 84.88% 91.00%
CHEMBL2041 P07949 Tyrosine-protein kinase receptor RET 84.60% 91.79%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 84.59% 93.40%
CHEMBL3231 Q13464 Rho-associated protein kinase 1 82.36% 95.55%
CHEMBL226 P30542 Adenosine A1 receptor 82.31% 95.93%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 82.01% 90.24%
CHEMBL4940 P07195 L-lactate dehydrogenase B chain 81.29% 95.53%
CHEMBL241 Q14432 Phosphodiesterase 3A 81.25% 92.94%
CHEMBL1966 Q02127 Dihydroorotate dehydrogenase 80.87% 96.09%
CHEMBL5406 Q86X55 Histone-arginine methyltransferase CARM1 80.01% 94.33%

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.
Greenwayodendron suaveolens

Cross-Links

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PubChem 162976414
LOTUS LTS0220122
wikiData Q105004737