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(2E)-2-[(1R,11S,12R,13R,19S,21S)-10-(3-ethyl-8-methoxyindolo[2,3-a]quinolizin-2-yl)-11-hydroxy-8,16-diazahexacyclo[11.5.2.11,8.02,7.016,19.012,21]henicosa-2,4,6,9-tetraen-14-ylidene]acetic acid

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 7405b571-3ddd-404d-bb96-81b0ec7ec855
Taxonomy Alkaloids and derivatives > Strychnos alkaloids
IUPAC Name (2E)-2-[(1R,11S,12R,13R,19S,21S)-10-(3-ethyl-8-methoxyindolo[2,3-a]quinolizin-2-yl)-11-hydroxy-8,16-diazahexacyclo[11.5.2.11,8.02,7.016,19.012,21]henicosa-2,4,6,9-tetraen-14-ylidene]acetic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C39H36N4O4/c1-3-21-18-41-13-11-23-34-28(8-6-10-31(34)47-2)40-36(23)30(41)16-24(21)26-20-43-29-9-5-4-7-27(29)39-12-14-42-19-22(15-33(44)45)25(17-32(39)42)35(37(26)46)38(39)43/h4-11,13,15-16,18,20,25,32,35,37-38,46H,3,12,14,17,19H2,1-2H3,(H,44,45)/b22-15-/t25-,32-,35-,37+,38-,39+/m0/s1
InChI Key BAOFYTRCQGOFJD-VWIAFJSDSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C39H36N4O4
Molecular Weight 624.70 g/mol
Exact Mass 624.27365564 g/mol
Topological Polar Surface Area (TPSA) 91.10 Ų
XlogP 2.70
Atomic LogP (AlogP) 5.74
H-Bond Acceptor 7
H-Bond Donor 2
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2E)-2-[(1R,11S,12R,13R,19S,21S)-10-(3-ethyl-8-methoxyindolo[2,3-a]quinolizin-2-yl)-11-hydroxy-8,16-diazahexacyclo[11.5.2.11,8.02,7.016,19.012,21]henicosa-2,4,6,9-tetraen-14-ylidene]acetic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9340 93.40%
Caco-2 - 0.7957 79.57%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.8951 89.51%
OATP2B1 inhibitior + 0.8575 85.75%
OATP1B1 inhibitior + 0.8591 85.91%
OATP1B3 inhibitior + 0.9285 92.85%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.9971 99.71%
P-glycoprotein inhibitior + 0.8903 89.03%
P-glycoprotein substrate + 0.7850 78.50%
CYP3A4 substrate + 0.7264 72.64%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8188 81.88%
CYP3A4 inhibition - 0.5400 54.00%
CYP2C9 inhibition - 0.6268 62.68%
CYP2C19 inhibition - 0.6793 67.93%
CYP2D6 inhibition - 0.6636 66.36%
CYP1A2 inhibition - 0.6658 66.58%
CYP2C8 inhibition + 0.8311 83.11%
CYP inhibitory promiscuity + 0.8990 89.90%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5663 56.63%
Eye corrosion - 0.9875 98.75%
Eye irritation - 0.9484 94.84%
Skin irritation - 0.7802 78.02%
Skin corrosion - 0.9393 93.93%
Ames mutagenesis - 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8778 87.78%
Micronuclear + 0.8500 85.00%
Hepatotoxicity - 0.5000 50.00%
skin sensitisation - 0.8618 86.18%
Respiratory toxicity + 0.8556 85.56%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity - 0.7413 74.13%
Acute Oral Toxicity (c) III 0.6153 61.53%
Estrogen receptor binding + 0.8947 89.47%
Androgen receptor binding + 0.7738 77.38%
Thyroid receptor binding + 0.7026 70.26%
Glucocorticoid receptor binding + 0.8347 83.47%
Aromatase binding + 0.6088 60.88%
PPAR gamma + 0.7479 74.79%
Honey bee toxicity - 0.6914 69.14%
Biodegradation - 0.9500 95.00%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.9791 97.91%

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 99.80% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 98.85% 86.33%
CHEMBL240 Q12809 HERG 97.41% 89.76%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.38% 85.14%
CHEMBL2581 P07339 Cathepsin D 93.80% 98.95%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 90.40% 89.62%
CHEMBL221 P23219 Cyclooxygenase-1 89.77% 90.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.74% 95.56%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 88.66% 82.69%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.68% 99.23%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.61% 89.00%
CHEMBL4829 O00763 Acetyl-CoA carboxylase 2 87.12% 98.00%
CHEMBL2243 O00519 Anandamide amidohydrolase 86.16% 97.53%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 86.11% 95.50%
CHEMBL4040 P28482 MAP kinase ERK2 86.08% 83.82%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.78% 97.09%
CHEMBL1741221 Q9Y4P1 Cysteine protease ATG4B 85.44% 87.50%
CHEMBL3492 P49721 Proteasome Macropain subunit 85.17% 90.24%
CHEMBL5028 O14672 ADAM10 85.12% 97.50%
CHEMBL2535 P11166 Glucose transporter 83.65% 98.75%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.20% 96.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.12% 92.62%
CHEMBL4895 P30530 Tyrosine-protein kinase receptor UFO 82.92% 90.95%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 82.65% 96.67%
CHEMBL4306 P22460 Voltage-gated potassium channel subunit Kv1.5 82.65% 94.03%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.13% 90.71%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 81.98% 91.11%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.19% 94.00%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 80.22% 90.24%

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.
Strychnos guianensis

Cross-Links

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PubChem 163194796
LOTUS LTS0114376
wikiData Q104922342