(E)-2-[(5S,7S,9S)-9-hydroxy-4,10-diazatetracyclo[8.6.1.05,17.011,16]heptadeca-1(17),11,13,15-tetraen-7-yl]but-2-enal

Details

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Internal ID 084219fb-f942-4172-8084-7d51b617b96c
Taxonomy Organoheterocyclic compounds > Indoles and derivatives > Pyridoindoles > Beta carbolines
IUPAC Name (E)-2-[(5S,7S,9S)-9-hydroxy-4,10-diazatetracyclo[8.6.1.05,17.011,16]heptadeca-1(17),11,13,15-tetraen-7-yl]but-2-enal
SMILES (Canonical) CC=C(C=O)C1CC2C3=C(CCN2)C4=CC=CC=C4N3C(C1)O
SMILES (Isomeric) C/C=C(/C=O)\[C@H]1C[C@H]2C3=C(CCN2)C4=CC=CC=C4N3[C@H](C1)O
InChI InChI=1S/C19H22N2O2/c1-2-12(11-22)13-9-16-19-15(7-8-20-16)14-5-3-4-6-17(14)21(19)18(23)10-13/h2-6,11,13,16,18,20,23H,7-10H2,1H3/b12-2-/t13-,16-,18-/m0/s1
InChI Key YQIYGKCKHVXNPT-JQPPFCHESA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C19H22N2O2
Molecular Weight 310.40 g/mol
Exact Mass 310.168127949 g/mol
Topological Polar Surface Area (TPSA) 54.30 Ų
XlogP 1.70
Atomic LogP (AlogP) 2.87
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (E)-2-[(5S,7S,9S)-9-hydroxy-4,10-diazatetracyclo[8.6.1.05,17.011,16]heptadeca-1(17),11,13,15-tetraen-7-yl]but-2-enal

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9899 98.99%
Caco-2 + 0.8158 81.58%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.6977 69.77%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9000 90.00%
OATP1B3 inhibitior + 0.9435 94.35%
MATE1 inhibitior - 0.7400 74.00%
OCT2 inhibitior - 0.5250 52.50%
BSEP inhibitior + 0.5658 56.58%
P-glycoprotein inhibitior - 0.7230 72.30%
P-glycoprotein substrate - 0.5591 55.91%
CYP3A4 substrate + 0.6420 64.20%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7543 75.43%
CYP3A4 inhibition - 0.6467 64.67%
CYP2C9 inhibition - 0.7619 76.19%
CYP2C19 inhibition - 0.7541 75.41%
CYP2D6 inhibition - 0.7822 78.22%
CYP1A2 inhibition - 0.5845 58.45%
CYP2C8 inhibition - 0.6295 62.95%
CYP inhibitory promiscuity - 0.5716 57.16%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6402 64.02%
Eye corrosion - 0.9888 98.88%
Eye irritation - 0.9871 98.71%
Skin irritation - 0.8014 80.14%
Skin corrosion - 0.9413 94.13%
Ames mutagenesis + 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7833 78.33%
Micronuclear + 0.6400 64.00%
Hepatotoxicity + 0.5750 57.50%
skin sensitisation - 0.8721 87.21%
Respiratory toxicity + 0.8444 84.44%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity - 0.7277 72.77%
Acute Oral Toxicity (c) III 0.6133 61.33%
Estrogen receptor binding + 0.7878 78.78%
Androgen receptor binding + 0.5288 52.88%
Thyroid receptor binding + 0.7085 70.85%
Glucocorticoid receptor binding - 0.5980 59.80%
Aromatase binding + 0.6806 68.06%
PPAR gamma + 0.5866 58.66%
Honey bee toxicity - 0.8599 85.99%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity - 0.3755 37.55%

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 97.51% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.34% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.11% 97.25%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.20% 89.00%
CHEMBL1951 P21397 Monoamine oxidase A 90.44% 91.49%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.21% 97.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 87.48% 91.11%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.41% 99.23%
CHEMBL228 P31645 Serotonin transporter 85.42% 95.51%
CHEMBL5028 O14672 ADAM10 81.54% 97.50%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.75% 86.33%

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 johnsonii

Cross-Links

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PubChem 163187206
LOTUS LTS0039433
wikiData Q105352239