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(1R,2S,12S,15S)-7-methoxy-10-(3-methylbut-2-enyl)-12-(2-methylprop-1-enyl)-10,13,19-triazapentacyclo[11.7.0.03,11.04,9.015,19]icosa-3(11),4(9),5,7-tetraene-1,2-diol

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 9027dd52-1261-401e-9622-5e4535aa5bae
Taxonomy Organoheterocyclic compounds > Indoles and derivatives > Pyridoindoles > Beta carbolines
IUPAC Name (1R,2S,12S,15S)-7-methoxy-10-(3-methylbut-2-enyl)-12-(2-methylprop-1-enyl)-10,13,19-triazapentacyclo[11.7.0.03,11.04,9.015,19]icosa-3(11),4(9),5,7-tetraene-1,2-diol
SMILES (Canonical) CC(=CCN1C2=C(C=CC(=C2)OC)C3=C1C(N4CC5CCCN5CC4(C3O)O)C=C(C)C)C
SMILES (Isomeric) CC(=CCN1C2=C(C=CC(=C2)OC)C3=C1[C@@H](N4C[C@@H]5CCCN5C[C@]4([C@H]3O)O)C=C(C)C)C
InChI InChI=1S/C27H37N3O3/c1-17(2)10-12-29-22-14-20(33-5)8-9-21(22)24-25(29)23(13-18(3)4)30-15-19-7-6-11-28(19)16-27(30,32)26(24)31/h8-10,13-14,19,23,26,31-32H,6-7,11-12,15-16H2,1-5H3/t19-,23-,26-,27+/m0/s1
InChI Key WKDABLWSPHOACG-DKNHICIASA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C27H37N3O3
Molecular Weight 451.60 g/mol
Exact Mass 451.28349205 g/mol
Topological Polar Surface Area (TPSA) 61.10 Ų
XlogP 3.70
Atomic LogP (AlogP) 4.14
H-Bond Acceptor 6
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 (1R,2S,12S,15S)-7-methoxy-10-(3-methylbut-2-enyl)-12-(2-methylprop-1-enyl)-10,13,19-triazapentacyclo[11.7.0.03,11.04,9.015,19]icosa-3(11),4(9),5,7-tetraene-1,2-diol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9244 92.44%
Caco-2 + 0.5643 56.43%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.7811 78.11%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8963 89.63%
OATP1B3 inhibitior + 0.9340 93.40%
MATE1 inhibitior - 0.6800 68.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.9074 90.74%
P-glycoprotein inhibitior + 0.7267 72.67%
P-glycoprotein substrate + 0.7563 75.63%
CYP3A4 substrate + 0.6809 68.09%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate + 0.5151 51.51%
CYP3A4 inhibition - 0.7838 78.38%
CYP2C9 inhibition - 0.8201 82.01%
CYP2C19 inhibition - 0.6890 68.90%
CYP2D6 inhibition - 0.6802 68.02%
CYP1A2 inhibition - 0.7957 79.57%
CYP2C8 inhibition + 0.4760 47.60%
CYP inhibitory promiscuity - 0.6516 65.16%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.6299 62.99%
Eye corrosion - 0.9883 98.83%
Eye irritation - 0.9699 96.99%
Skin irritation - 0.7561 75.61%
Skin corrosion - 0.9272 92.72%
Ames mutagenesis - 0.5000 50.00%
Human Ether-a-go-go-Related Gene inhibition + 0.9187 91.87%
Micronuclear + 0.7300 73.00%
Hepatotoxicity + 0.6718 67.18%
skin sensitisation - 0.8642 86.42%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity - 0.7558 75.58%
Acute Oral Toxicity (c) III 0.6368 63.68%
Estrogen receptor binding + 0.6500 65.00%
Androgen receptor binding + 0.7410 74.10%
Thyroid receptor binding + 0.5794 57.94%
Glucocorticoid receptor binding + 0.6928 69.28%
Aromatase binding + 0.7890 78.90%
PPAR gamma + 0.6560 65.60%
Honey bee toxicity - 0.7719 77.19%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.7846 78.46%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.49% 91.11%
CHEMBL3192 Q9BY41 Histone deacetylase 8 95.77% 93.99%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.25% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.45% 96.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 92.99% 95.89%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.63% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.88% 95.56%
CHEMBL241 Q14432 Phosphodiesterase 3A 89.96% 92.94%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 89.16% 89.62%
CHEMBL2581 P07339 Cathepsin D 89.04% 98.95%
CHEMBL240 Q12809 HERG 88.86% 89.76%
CHEMBL264 Q9Y5N1 Histamine H3 receptor 87.80% 91.43%
CHEMBL5203 P33316 dUTP pyrophosphatase 87.69% 99.18%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 87.58% 92.62%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.82% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.13% 86.33%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 83.86% 91.03%
CHEMBL4208 P20618 Proteasome component C5 83.01% 90.00%
CHEMBL284 P27487 Dipeptidyl peptidase IV 82.82% 95.69%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 82.61% 96.00%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 81.99% 90.24%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.78% 95.89%
CHEMBL4895 P30530 Tyrosine-protein kinase receptor UFO 81.70% 90.95%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 81.54% 98.33%
CHEMBL3438 Q05513 Protein kinase C zeta 81.09% 88.48%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 81.03% 93.40%
CHEMBL3922 P50579 Methionine aminopeptidase 2 80.06% 97.28%

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.
Arum italicum
Osmanthus fragrans
Verbascum thapsus

Cross-Links

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PubChem 46885607
LOTUS LTS0230241
wikiData Q105025611