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(1R,16R,19R)-13,16-dimethyl-19-prop-1-en-2-yl-6-[(1S)-3,3,5-trimethyl-2,11-dihydro-1H-pyrano[3,2-a]carbazol-1-yl]-15-oxa-4-azapentacyclo[14.3.1.02,14.03,11.05,10]icosa-2(14),3(11),5(10),6,8,12-hexaene

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 4c84165b-433a-4084-8365-177d905c3332
Taxonomy Organoheterocyclic compounds > Indoles and derivatives > Carbazoles
IUPAC Name (1R,16R,19R)-13,16-dimethyl-19-prop-1-en-2-yl-6-[(1S)-3,3,5-trimethyl-2,11-dihydro-1H-pyrano[3,2-a]carbazol-1-yl]-15-oxa-4-azapentacyclo[14.3.1.02,14.03,11.05,10]icosa-2(14),3(11),5(10),6,8,12-hexaene
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C41H42N2O2/c1-21(2)24-15-16-41(7)20-31(24)34-37-29(18-23(4)39(34)45-41)26-12-10-13-27(35(26)43-37)30-19-40(5,6)44-38-22(3)17-28-25-11-8-9-14-32(25)42-36(28)33(30)38/h8-14,17-18,24,30-31,42-43H,1,15-16,19-20H2,2-7H3/t24-,30-,31+,41+/m0/s1
InChI Key GCLYVMBVNJATJH-IBTPHLBXSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C41H42N2O2
Molecular Weight 594.80 g/mol
Exact Mass 594.324628587 g/mol
Topological Polar Surface Area (TPSA) 50.00 Ų
XlogP 10.40
Atomic LogP (AlogP) 10.88
H-Bond Acceptor 2
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 (1R,16R,19R)-13,16-dimethyl-19-prop-1-en-2-yl-6-[(1S)-3,3,5-trimethyl-2,11-dihydro-1H-pyrano[3,2-a]carbazol-1-yl]-15-oxa-4-azapentacyclo[14.3.1.02,14.03,11.05,10]icosa-2(14),3(11),5(10),6,8,12-hexaene

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9940 99.40%
Caco-2 - 0.7708 77.08%
Blood Brain Barrier + 0.5629 56.29%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.6517 65.17%
OATP2B1 inhibitior - 0.5692 56.92%
OATP1B1 inhibitior + 0.8634 86.34%
OATP1B3 inhibitior + 0.9327 93.27%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.9927 99.27%
P-glycoprotein inhibitior + 0.9080 90.80%
P-glycoprotein substrate + 0.5641 56.41%
CYP3A4 substrate + 0.7199 71.99%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate + 0.3896 38.96%
CYP3A4 inhibition - 0.5388 53.88%
CYP2C9 inhibition - 0.5569 55.69%
CYP2C19 inhibition + 0.5404 54.04%
CYP2D6 inhibition - 0.8259 82.59%
CYP1A2 inhibition + 0.6109 61.09%
CYP2C8 inhibition + 0.8736 87.36%
CYP inhibitory promiscuity + 0.8953 89.53%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8600 86.00%
Carcinogenicity (trinary) Non-required 0.6026 60.26%
Eye corrosion - 0.9868 98.68%
Eye irritation - 0.8982 89.82%
Skin irritation - 0.7810 78.10%
Skin corrosion - 0.9306 93.06%
Ames mutagenesis + 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8438 84.38%
Micronuclear - 0.6000 60.00%
Hepatotoxicity - 0.5570 55.70%
skin sensitisation - 0.7786 77.86%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity - 0.8206 82.06%
Acute Oral Toxicity (c) III 0.5687 56.87%
Estrogen receptor binding + 0.8089 80.89%
Androgen receptor binding + 0.8150 81.50%
Thyroid receptor binding + 0.7360 73.60%
Glucocorticoid receptor binding + 0.8066 80.66%
Aromatase binding + 0.7527 75.27%
PPAR gamma + 0.7593 75.93%
Honey bee toxicity - 0.7504 75.04%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.7000 70.00%
Fish aquatic toxicity + 0.9906 99.06%

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
CHEMBL240 Q12809 HERG 99.95% 89.76%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.52% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.21% 96.09%
CHEMBL2581 P07339 Cathepsin D 95.74% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.90% 89.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.33% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.19% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.12% 95.56%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 91.03% 91.71%
CHEMBL4145 Q9UKV0 Histone deacetylase 9 90.41% 85.49%
CHEMBL3310 Q96DB2 Histone deacetylase 11 90.25% 88.56%
CHEMBL1937 Q92769 Histone deacetylase 2 89.64% 94.75%
CHEMBL3227 P41594 Metabotropic glutamate receptor 5 88.77% 96.42%
CHEMBL255 P29275 Adenosine A2b receptor 88.70% 98.59%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 88.54% 89.44%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 88.53% 96.39%
CHEMBL3192 Q9BY41 Histone deacetylase 8 88.17% 93.99%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 88.08% 92.62%
CHEMBL241 Q14432 Phosphodiesterase 3A 86.54% 92.94%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.52% 99.23%
CHEMBL253 P34972 Cannabinoid CB2 receptor 85.94% 97.25%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 85.26% 93.03%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.83% 97.14%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.66% 100.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.13% 93.56%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 81.62% 97.50%
CHEMBL1951 P21397 Monoamine oxidase A 80.89% 91.49%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.72% 86.33%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 80.49% 96.21%
CHEMBL5805 Q9NR97 Toll-like receptor 8 80.36% 96.25%
CHEMBL2146302 O94925 Glutaminase kidney isoform, mitochondrial 80.34% 100.00%
CHEMBL3902 P09211 Glutathione S-transferase Pi 80.15% 93.81%
CHEMBL4523377 Q86WV6 Stimulator of interferon genes protein 80.04% 95.48%

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.
Bergera euchrestifolia

Cross-Links

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PubChem 102145334
LOTUS LTS0008804
wikiData Q103785288