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(1R,12S,13R,14E,19S,21S)-10-[(1R,12S,13R,14E,17R,19S,21S)-14-ethylidene-9-oxo-8,16-diazahexacyclo[11.5.2.11,8.02,7.016,19.012,21]henicosa-2,4,6,10-tetraen-17-yl]-14-(2-hydroxyethylidene)-8,16-diazahexacyclo[11.5.2.11,8.02,7.016,19.012,21]henicosa-2,4,6,10-tetraen-9-one

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 30515109-0c67-438b-9d75-fe0c5c66763f
Taxonomy Alkaloids and derivatives > Strychnos alkaloids
IUPAC Name (1R,12S,13R,14E,19S,21S)-10-[(1R,12S,13R,14E,17R,19S,21S)-14-ethylidene-9-oxo-8,16-diazahexacyclo[11.5.2.11,8.02,7.016,19.012,21]henicosa-2,4,6,10-tetraen-17-yl]-14-(2-hydroxyethylidene)-8,16-diazahexacyclo[11.5.2.11,8.02,7.016,19.012,21]henicosa-2,4,6,10-tetraen-9-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C42H42N4O3/c1-2-23-22-44-34(20-42-31-8-4-5-9-32(31)45-37(48)12-11-25(38(42)45)26(23)19-36(42)44)29-17-28-27-18-35-41(14-15-43(35)21-24(27)13-16-47)30-7-3-6-10-33(30)46(39(28)41)40(29)49/h2-13,17,25-28,34-36,38-39,47H,14-16,18-22H2,1H3/b23-2-,24-13-/t25-,26-,27-,28-,34+,35-,36-,38-,39-,41+,42+/m0/s1
InChI Key UVZWIBPNECOSFG-WGWOREDMSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C42H42N4O3
Molecular Weight 650.80 g/mol
Exact Mass 650.32569121 g/mol
Topological Polar Surface Area (TPSA) 67.30 Ų
XlogP 2.80
Atomic LogP (AlogP) 4.48
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,12S,13R,14E,19S,21S)-10-[(1R,12S,13R,14E,17R,19S,21S)-14-ethylidene-9-oxo-8,16-diazahexacyclo[11.5.2.11,8.02,7.016,19.012,21]henicosa-2,4,6,10-tetraen-17-yl]-14-(2-hydroxyethylidene)-8,16-diazahexacyclo[11.5.2.11,8.02,7.016,19.012,21]henicosa-2,4,6,10-tetraen-9-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9709 97.09%
Caco-2 - 0.7999 79.99%
Blood Brain Barrier + 0.8750 87.50%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.8702 87.02%
OATP2B1 inhibitior + 0.5731 57.31%
OATP1B1 inhibitior + 0.8437 84.37%
OATP1B3 inhibitior + 0.9381 93.81%
MATE1 inhibitior - 0.9009 90.09%
OCT2 inhibitior + 0.5500 55.00%
BSEP inhibitior + 0.9941 99.41%
P-glycoprotein inhibitior + 0.8854 88.54%
P-glycoprotein substrate + 0.6913 69.13%
CYP3A4 substrate + 0.7011 70.11%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8034 80.34%
CYP3A4 inhibition + 0.7324 73.24%
CYP2C9 inhibition - 0.5754 57.54%
CYP2C19 inhibition - 0.7904 79.04%
CYP2D6 inhibition - 0.8177 81.77%
CYP1A2 inhibition - 0.6468 64.68%
CYP2C8 inhibition + 0.6440 64.40%
CYP inhibitory promiscuity - 0.7195 71.95%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.8900 89.00%
Carcinogenicity (trinary) Non-required 0.6295 62.95%
Eye corrosion - 0.9890 98.90%
Eye irritation - 0.9394 93.94%
Skin irritation - 0.7828 78.28%
Skin corrosion - 0.9307 93.07%
Ames mutagenesis - 0.6728 67.28%
Human Ether-a-go-go-Related Gene inhibition + 0.8440 84.40%
Micronuclear + 0.7300 73.00%
Hepatotoxicity - 0.5270 52.70%
skin sensitisation - 0.8580 85.80%
Respiratory toxicity + 0.8444 84.44%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity + 0.6391 63.91%
Acute Oral Toxicity (c) III 0.5619 56.19%
Estrogen receptor binding + 0.8705 87.05%
Androgen receptor binding + 0.7594 75.94%
Thyroid receptor binding + 0.5918 59.18%
Glucocorticoid receptor binding + 0.7673 76.73%
Aromatase binding - 0.5287 52.87%
PPAR gamma + 0.7586 75.86%
Honey bee toxicity - 0.7511 75.11%
Biodegradation - 0.9500 95.00%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.9816 98.16%

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 98.89% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 97.03% 95.56%
CHEMBL2581 P07339 Cathepsin D 93.77% 98.95%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 93.46% 82.69%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.94% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.53% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.07% 97.25%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 88.31% 95.83%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 87.99% 91.11%
CHEMBL4208 P20618 Proteasome component C5 87.54% 90.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 85.06% 90.71%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 84.70% 93.00%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 81.70% 100.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.89% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.87% 97.14%

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 icaja

Cross-Links

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PubChem 10032202
LOTUS LTS0069048
wikiData Q105280228