(1S,12S,13R,14R,15E,17R)-15-ethylidene-17-methyl-3-aza-17-azoniapentacyclo[12.3.1.02,10.04,9.012,17]octadeca-2(10),4,6,8-tetraene-13-carboxylate

Details

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Internal ID f6c2a12b-1fbd-4eba-b8a2-f5fb876731d1
Taxonomy Alkaloids and derivatives > Macroline alkaloids
IUPAC Name (1S,12S,13R,14R,15E,17R)-15-ethylidene-17-methyl-3-aza-17-azoniapentacyclo[12.3.1.02,10.04,9.012,17]octadeca-2(10),4,6,8-tetraene-13-carboxylate
SMILES (Canonical) CC=C1C[N+]2(C3CC1C(C2CC4=C3NC5=CC=CC=C45)C(=O)[O-])C
SMILES (Isomeric) C/C=C\1/C[N@+]2([C@H]3C[C@@H]1[C@H]([C@@H]2CC4=C3NC5=CC=CC=C45)C(=O)[O-])C
InChI InChI=1S/C20H22N2O2/c1-3-11-10-22(2)16-9-14-12-6-4-5-7-15(12)21-19(14)17(22)8-13(11)18(16)20(23)24/h3-7,13,16-18,21H,8-10H2,1-2H3/b11-3-/t13-,16-,17-,18+,22+/m0/s1
InChI Key JCECAVUEIWGKAR-BPZZNLCSSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C20H22N2O2
Molecular Weight 322.40 g/mol
Exact Mass 322.168127949 g/mol
Topological Polar Surface Area (TPSA) 55.90 Ų
XlogP 2.70
Atomic LogP (AlogP) 1.93
H-Bond Acceptor 2
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 (1S,12S,13R,14R,15E,17R)-15-ethylidene-17-methyl-3-aza-17-azoniapentacyclo[12.3.1.02,10.04,9.012,17]octadeca-2(10),4,6,8-tetraene-13-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6115 61.15%
Caco-2 + 0.7464 74.64%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.5007 50.07%
OATP2B1 inhibitior - 0.8612 86.12%
OATP1B1 inhibitior + 0.8426 84.26%
OATP1B3 inhibitior + 0.9341 93.41%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.5250 52.50%
BSEP inhibitior + 0.6577 65.77%
P-glycoprotein inhibitior - 0.7908 79.08%
P-glycoprotein substrate - 0.5550 55.50%
CYP3A4 substrate + 0.6451 64.51%
CYP2C9 substrate - 0.7987 79.87%
CYP2D6 substrate - 0.8214 82.14%
CYP3A4 inhibition - 0.7107 71.07%
CYP2C9 inhibition - 0.7742 77.42%
CYP2C19 inhibition - 0.8586 85.86%
CYP2D6 inhibition + 0.5975 59.75%
CYP1A2 inhibition - 0.5292 52.92%
CYP2C8 inhibition + 0.5796 57.96%
CYP inhibitory promiscuity - 0.7863 78.63%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6962 69.62%
Eye corrosion - 0.9867 98.67%
Eye irritation - 0.9515 95.15%
Skin irritation - 0.7567 75.67%
Skin corrosion - 0.9257 92.57%
Ames mutagenesis - 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7745 77.45%
Micronuclear + 0.5800 58.00%
Hepatotoxicity - 0.6591 65.91%
skin sensitisation - 0.8549 85.49%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity - 0.7971 79.71%
Acute Oral Toxicity (c) III 0.5371 53.71%
Estrogen receptor binding - 0.4855 48.55%
Androgen receptor binding + 0.7637 76.37%
Thyroid receptor binding - 0.5112 51.12%
Glucocorticoid receptor binding - 0.6148 61.48%
Aromatase binding - 0.5789 57.89%
PPAR gamma - 0.5817 58.17%
Honey bee toxicity - 0.8257 82.57%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.5700 57.00%
Fish aquatic toxicity + 0.9893 98.93%

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
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 97.69% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.28% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.30% 96.09%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 92.61% 94.62%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.60% 94.45%
CHEMBL2535 P11166 Glucose transporter 91.24% 98.75%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.50% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.00% 89.00%
CHEMBL255 P29275 Adenosine A2b receptor 89.44% 98.59%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.26% 99.23%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 82.26% 94.23%
CHEMBL340 P08684 Cytochrome P450 3A4 82.22% 91.19%
CHEMBL3192 Q9BY41 Histone deacetylase 8 81.65% 93.99%
CHEMBL1951 P21397 Monoamine oxidase A 80.57% 91.49%

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.
Alstonia rostrata

Cross-Links

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PubChem 163195116
LOTUS LTS0072650
wikiData Q105124759