methyl (13R,15R,17R,19R)-13-ethyl-17-hydroxy-1,11-diazapentacyclo[9.6.2.02,7.08,18.015,19]nonadeca-2,4,6,8(18)-tetraene-17-carboxylate

Details

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Internal ID 15c6644e-0b1d-4188-a929-2ab675358d00
Taxonomy Alkaloids and derivatives > Tacaman alkaloids
IUPAC Name methyl (13R,15R,17R,19R)-13-ethyl-17-hydroxy-1,11-diazapentacyclo[9.6.2.02,7.08,18.015,19]nonadeca-2,4,6,8(18)-tetraene-17-carboxylate
SMILES (Canonical) CCC1CC2CC(N3C4=CC=CC=C4C5=C3C2N(C1)CC5)(C(=O)OC)O
SMILES (Isomeric) CC[C@@H]1C[C@@H]2C[C@](N3C4=CC=CC=C4C5=C3[C@@H]2N(C1)CC5)(C(=O)OC)O
InChI InChI=1S/C21H26N2O3/c1-3-13-10-14-11-21(25,20(24)26-2)23-17-7-5-4-6-15(17)16-8-9-22(12-13)18(14)19(16)23/h4-7,13-14,18,25H,3,8-12H2,1-2H3/t13-,14-,18-,21-/m1/s1
InChI Key JUVLOHBIAARAPO-BJIKLQPUSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C21H26N2O3
Molecular Weight 354.40 g/mol
Exact Mass 354.19434270 g/mol
Topological Polar Surface Area (TPSA) 54.70 Ų
XlogP 2.90
Atomic LogP (AlogP) 2.81
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 methyl (13R,15R,17R,19R)-13-ethyl-17-hydroxy-1,11-diazapentacyclo[9.6.2.02,7.08,18.015,19]nonadeca-2,4,6,8(18)-tetraene-17-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9146 91.46%
Caco-2 + 0.8497 84.97%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.5357 53.57%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9333 93.33%
OATP1B3 inhibitior + 0.9451 94.51%
MATE1 inhibitior - 0.5418 54.18%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.6474 64.74%
P-glycoprotein inhibitior - 0.5827 58.27%
P-glycoprotein substrate + 0.8004 80.04%
CYP3A4 substrate + 0.6889 68.89%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate + 0.4728 47.28%
CYP3A4 inhibition - 0.6630 66.30%
CYP2C9 inhibition - 0.8896 88.96%
CYP2C19 inhibition - 0.8669 86.69%
CYP2D6 inhibition + 0.8383 83.83%
CYP1A2 inhibition - 0.8570 85.70%
CYP2C8 inhibition + 0.4936 49.36%
CYP inhibitory promiscuity + 0.5412 54.12%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6927 69.27%
Eye corrosion - 0.9926 99.26%
Eye irritation - 0.9850 98.50%
Skin irritation - 0.7995 79.95%
Skin corrosion - 0.9394 93.94%
Ames mutagenesis - 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7365 73.65%
Micronuclear + 0.6300 63.00%
Hepatotoxicity - 0.5165 51.65%
skin sensitisation - 0.8833 88.33%
Respiratory toxicity + 0.8667 86.67%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.9750 97.50%
Nephrotoxicity - 0.8335 83.35%
Acute Oral Toxicity (c) III 0.7996 79.96%
Estrogen receptor binding - 0.6252 62.52%
Androgen receptor binding + 0.5375 53.75%
Thyroid receptor binding - 0.5301 53.01%
Glucocorticoid receptor binding + 0.6464 64.64%
Aromatase binding - 0.5216 52.16%
PPAR gamma - 0.6882 68.82%
Honey bee toxicity - 0.8336 83.36%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5600 56.00%
Fish aquatic toxicity - 0.5411 54.11%

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 99.06% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.48% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.60% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.93% 95.56%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 92.21% 94.08%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.97% 85.14%
CHEMBL255 P29275 Adenosine A2b receptor 90.83% 98.59%
CHEMBL1914 P06276 Butyrylcholinesterase 90.05% 95.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 89.14% 92.62%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 87.36% 94.23%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.64% 97.09%
CHEMBL240 Q12809 HERG 86.02% 89.76%
CHEMBL5028 O14672 ADAM10 84.69% 97.50%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.56% 94.45%
CHEMBL2581 P07339 Cathepsin D 83.98% 98.95%
CHEMBL2535 P11166 Glucose transporter 82.79% 98.75%
CHEMBL4208 P20618 Proteasome component C5 81.91% 90.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.90% 99.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.09% 86.33%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 80.41% 82.69%

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.
Tabernaemontana eglandulosa
Tabernaemontana pandacaqui

Cross-Links

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PubChem 11024649
LOTUS LTS0183284
wikiData Q105135440