methyl (13Z)-13-ethylidene-18-formyl-8,15-diazapentacyclo[10.5.1.01,9.02,7.010,15]octadeca-2,4,6,8-tetraene-18-carboxylate

Details

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Internal ID a95641f1-4ac2-494e-98df-e47a63f55bfd
Taxonomy Alkaloids and derivatives > Corynanthean-type alkaloids
IUPAC Name methyl (13Z)-13-ethylidene-18-formyl-8,15-diazapentacyclo[10.5.1.01,9.02,7.010,15]octadeca-2,4,6,8-tetraene-18-carboxylate
SMILES (Canonical) CC=C1CN2CCC34C5=CC=CC=C5N=C3C2CC1C4(C=O)C(=O)OC
SMILES (Isomeric) C/C=C/1\CN2CCC34C5=CC=CC=C5N=C3C2CC1C4(C=O)C(=O)OC
InChI InChI=1S/C21H22N2O3/c1-3-13-11-23-9-8-20-14-6-4-5-7-16(14)22-18(20)17(23)10-15(13)21(20,12-24)19(25)26-2/h3-7,12,15,17H,8-11H2,1-2H3/b13-3+
InChI Key NOKTUSVPNZHPFL-QLKAYGNNSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C21H22N2O3
Molecular Weight 350.40 g/mol
Exact Mass 350.16304257 g/mol
Topological Polar Surface Area (TPSA) 59.00 Ų
XlogP 1.30
Atomic LogP (AlogP) 2.42
H-Bond Acceptor 5
H-Bond Donor 0
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (13Z)-13-ethylidene-18-formyl-8,15-diazapentacyclo[10.5.1.01,9.02,7.010,15]octadeca-2,4,6,8-tetraene-18-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9530 95.30%
Caco-2 + 0.6529 65.29%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.7420 74.20%
OATP2B1 inhibitior - 0.8550 85.50%
OATP1B1 inhibitior + 0.8916 89.16%
OATP1B3 inhibitior + 0.9358 93.58%
MATE1 inhibitior - 0.7400 74.00%
OCT2 inhibitior - 0.5250 52.50%
BSEP inhibitior + 0.8448 84.48%
P-glycoprotein inhibitior - 0.4945 49.45%
P-glycoprotein substrate + 0.6212 62.12%
CYP3A4 substrate + 0.6808 68.08%
CYP2C9 substrate - 0.8087 80.87%
CYP2D6 substrate - 0.7327 73.27%
CYP3A4 inhibition - 0.6508 65.08%
CYP2C9 inhibition - 0.7324 73.24%
CYP2C19 inhibition - 0.8484 84.84%
CYP2D6 inhibition - 0.5892 58.92%
CYP1A2 inhibition - 0.5638 56.38%
CYP2C8 inhibition + 0.4767 47.67%
CYP inhibitory promiscuity - 0.8092 80.92%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8700 87.00%
Carcinogenicity (trinary) Non-required 0.6734 67.34%
Eye corrosion - 0.9828 98.28%
Eye irritation - 0.9924 99.24%
Skin irritation - 0.7610 76.10%
Skin corrosion - 0.9170 91.70%
Ames mutagenesis - 0.6737 67.37%
Human Ether-a-go-go-Related Gene inhibition + 0.7972 79.72%
Micronuclear + 0.5600 56.00%
Hepatotoxicity - 0.5209 52.09%
skin sensitisation - 0.8171 81.71%
Respiratory toxicity + 0.8556 85.56%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity + 0.6787 67.87%
Acute Oral Toxicity (c) III 0.6513 65.13%
Estrogen receptor binding + 0.6773 67.73%
Androgen receptor binding + 0.7407 74.07%
Thyroid receptor binding + 0.6480 64.80%
Glucocorticoid receptor binding + 0.7167 71.67%
Aromatase binding - 0.5555 55.55%
PPAR gamma - 0.5376 53.76%
Honey bee toxicity - 0.7915 79.15%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5800 58.00%
Fish aquatic toxicity + 0.9799 97.99%

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 98.45% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.09% 95.56%
CHEMBL4208 P20618 Proteasome component C5 89.68% 90.00%
CHEMBL5028 O14672 ADAM10 87.86% 97.50%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 86.68% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.38% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.33% 94.45%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 85.06% 82.38%
CHEMBL3492 P49721 Proteasome Macropain subunit 82.69% 90.24%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.61% 99.23%
CHEMBL2581 P07339 Cathepsin D 82.26% 98.95%

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.
Rhazya stricta
Tabernaemontana bovina

Cross-Links

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PubChem 5324378
LOTUS LTS0225701
wikiData Q104401544