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(1R,4S,13R,14S)-10,13-dimethoxy-5-methyl-12-oxa-5-azapentacyclo[11.3.1.11,4.02,11.03,8]octadeca-2,8,10-trien-14-ol

Table of Contents

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 c297fca7-e60a-432b-8d0f-5e0b36429acc
Taxonomy Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Chromenopyridines
IUPAC Name (1R,4S,13R,14S)-10,13-dimethoxy-5-methyl-12-oxa-5-azapentacyclo[11.3.1.11,4.02,11.03,8]octadeca-2,8,10-trien-14-ol
SMILES (Canonical) CN1CCC2=CC(=C3C4=C2C1CC45CCC(C(C5)(O3)OC)O)OC
SMILES (Isomeric) CN1CCC2=CC(=C3C4=C2[C@@H]1C[C@@]45CC[C@@H]([C@@](C5)(O3)OC)O)OC
InChI InChI=1S/C19H25NO4/c1-20-7-5-11-8-13(22-2)17-16-15(11)12(20)9-18(16)6-4-14(21)19(10-18,23-3)24-17/h8,12,14,21H,4-7,9-10H2,1-3H3/t12-,14-,18+,19+/m0/s1
InChI Key RQLOGQPJLCEFLE-VBBPLHNESA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C19H25NO4
Molecular Weight 331.40 g/mol
Exact Mass 331.17835828 g/mol
Topological Polar Surface Area (TPSA) 51.20 Ų
XlogP 1.80
Atomic LogP (AlogP) 2.15
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 (1R,4S,13R,14S)-10,13-dimethoxy-5-methyl-12-oxa-5-azapentacyclo[11.3.1.11,4.02,11.03,8]octadeca-2,8,10-trien-14-ol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9455 94.55%
Caco-2 + 0.8430 84.30%
Blood Brain Barrier + 0.9500 95.00%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Lysosomes 0.6333 63.33%
OATP2B1 inhibitior - 0.8608 86.08%
OATP1B1 inhibitior + 0.9400 94.00%
OATP1B3 inhibitior + 0.9215 92.15%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.6849 68.49%
BSEP inhibitior - 0.6689 66.89%
P-glycoprotein inhibitior - 0.8627 86.27%
P-glycoprotein substrate + 0.5821 58.21%
CYP3A4 substrate + 0.6974 69.74%
CYP2C9 substrate - 0.8007 80.07%
CYP2D6 substrate + 0.5753 57.53%
CYP3A4 inhibition - 0.6801 68.01%
CYP2C9 inhibition - 0.8681 86.81%
CYP2C19 inhibition - 0.7484 74.84%
CYP2D6 inhibition + 0.5748 57.48%
CYP1A2 inhibition - 0.8866 88.66%
CYP2C8 inhibition - 0.7267 72.67%
CYP inhibitory promiscuity - 0.9708 97.08%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.6459 64.59%
Eye corrosion - 0.9910 99.10%
Eye irritation - 0.9866 98.66%
Skin irritation - 0.7906 79.06%
Skin corrosion - 0.9455 94.55%
Ames mutagenesis - 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6524 65.24%
Micronuclear - 0.6100 61.00%
Hepatotoxicity - 0.7769 77.69%
skin sensitisation - 0.8702 87.02%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity - 0.8576 85.76%
Acute Oral Toxicity (c) II 0.4543 45.43%
Estrogen receptor binding + 0.5701 57.01%
Androgen receptor binding + 0.6766 67.66%
Thyroid receptor binding + 0.6042 60.42%
Glucocorticoid receptor binding + 0.6688 66.88%
Aromatase binding - 0.5790 57.90%
PPAR gamma - 0.4844 48.44%
Honey bee toxicity - 0.8060 80.60%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.6500 65.00%
Fish aquatic toxicity + 0.7597 75.97%

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 99.37% 96.09%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 91.92% 91.03%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.33% 95.89%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.29% 85.14%
CHEMBL241 Q14432 Phosphodiesterase 3A 91.09% 92.94%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.04% 95.56%
CHEMBL5203 P33316 dUTP pyrophosphatase 89.85% 99.18%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.50% 97.14%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.41% 95.89%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 87.32% 91.11%
CHEMBL2730 P21980 Protein-glutamine gamma-glutamyltransferase 87.30% 92.38%
CHEMBL2581 P07339 Cathepsin D 87.25% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.13% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.73% 86.33%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.70% 92.62%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 85.40% 82.38%
CHEMBL2056 P21728 Dopamine D1 receptor 85.26% 91.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.09% 89.00%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 82.81% 93.40%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 82.38% 90.24%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.31% 94.00%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 81.97% 96.38%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 81.76% 95.78%
CHEMBL5555 O00767 Acyl-CoA desaturase 81.36% 97.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.92% 100.00%
CHEMBL344 Q99705 Melanin-concentrating hormone receptor 1 80.84% 92.50%
CHEMBL3192 Q9BY41 Histone deacetylase 8 80.53% 93.99%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 162947759
LOTUS LTS0224168
wikiData Q105243398