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(1R,2S,12R,13R,15S)-1,2-dihydroxy-7-methoxy-10-(3-methylbut-2-enyl)-12-(2-methylprop-1-enyl)-10,19-diazapentacyclo[11.7.0.03,11.04,9.015,19]icosa-3(11),4(9),5,7-tetraene-14,20-dione

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 d2dad9df-1bc9-40b5-8317-617b30e026e6
Taxonomy Organoheterocyclic compounds > Indoles and derivatives > Carbazoles
IUPAC Name (1R,2S,12R,13R,15S)-1,2-dihydroxy-7-methoxy-10-(3-methylbut-2-enyl)-12-(2-methylprop-1-enyl)-10,19-diazapentacyclo[11.7.0.03,11.04,9.015,19]icosa-3(11),4(9),5,7-tetraene-14,20-dione
SMILES (Canonical) CC(=CCN1C2=C(C=CC(=C2)OC)C3=C1C(C4C(=O)C5CCCN5C(=O)C4(C3O)O)C=C(C)C)C
SMILES (Isomeric) CC(=CCN1C2=C(C=CC(=C2)OC)C3=C1[C@@H]([C@H]4C(=O)[C@@H]5CCCN5C(=O)[C@@]4([C@H]3O)O)C=C(C)C)C
InChI InChI=1S/C28H34N2O5/c1-15(2)10-12-29-21-14-17(35-5)8-9-18(21)22-24(29)19(13-16(3)4)23-25(31)20-7-6-11-30(20)27(33)28(23,34)26(22)32/h8-10,13-14,19-20,23,26,32,34H,6-7,11-12H2,1-5H3/t19-,20+,23+,26+,28-/m1/s1
InChI Key KGGKDBGWQMLMND-KCZDIRIGSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H34N2O5
Molecular Weight 478.60 g/mol
Exact Mass 478.24677219 g/mol
Topological Polar Surface Area (TPSA) 92.00 Ų
XlogP 3.10
Atomic LogP (AlogP) 3.63
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,12R,13R,15S)-1,2-dihydroxy-7-methoxy-10-(3-methylbut-2-enyl)-12-(2-methylprop-1-enyl)-10,19-diazapentacyclo[11.7.0.03,11.04,9.015,19]icosa-3(11),4(9),5,7-tetraene-14,20-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6845 68.45%
Caco-2 - 0.5856 58.56%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability + 0.5286 52.86%
Subcellular localzation Mitochondria 0.7458 74.58%
OATP2B1 inhibitior - 0.8555 85.55%
OATP1B1 inhibitior + 0.8881 88.81%
OATP1B3 inhibitior + 0.9278 92.78%
MATE1 inhibitior - 0.8635 86.35%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.9435 94.35%
P-glycoprotein inhibitior + 0.7087 70.87%
P-glycoprotein substrate + 0.6678 66.78%
CYP3A4 substrate + 0.6913 69.13%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8145 81.45%
CYP3A4 inhibition - 0.8361 83.61%
CYP2C9 inhibition - 0.8254 82.54%
CYP2C19 inhibition - 0.8276 82.76%
CYP2D6 inhibition - 0.8808 88.08%
CYP1A2 inhibition - 0.8345 83.45%
CYP2C8 inhibition + 0.5905 59.05%
CYP inhibitory promiscuity - 0.6688 66.88%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9000 90.00%
Carcinogenicity (trinary) Non-required 0.5463 54.63%
Eye corrosion - 0.9886 98.86%
Eye irritation - 0.9545 95.45%
Skin irritation - 0.7792 77.92%
Skin corrosion - 0.9361 93.61%
Ames mutagenesis + 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4328 43.28%
Micronuclear + 0.7200 72.00%
Hepatotoxicity + 0.5168 51.68%
skin sensitisation - 0.8789 87.89%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity - 0.7015 70.15%
Acute Oral Toxicity (c) III 0.6285 62.85%
Estrogen receptor binding + 0.7069 70.69%
Androgen receptor binding + 0.7609 76.09%
Thyroid receptor binding + 0.5327 53.27%
Glucocorticoid receptor binding + 0.8262 82.62%
Aromatase binding + 0.7394 73.94%
PPAR gamma + 0.6416 64.16%
Honey bee toxicity - 0.7359 73.59%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9362 93.62%

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
CHEMBL2581 P07339 Cathepsin D 98.24% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.89% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.51% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.32% 94.45%
CHEMBL3192 Q9BY41 Histone deacetylase 8 95.02% 93.99%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.70% 85.14%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 94.46% 93.40%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.26% 95.56%
CHEMBL1902 P62942 FK506-binding protein 1A 93.06% 97.05%
CHEMBL5608 Q16288 NT-3 growth factor receptor 92.03% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.86% 86.33%
CHEMBL1929 P47989 Xanthine dehydrogenase 87.23% 96.12%
CHEMBL284 P27487 Dipeptidyl peptidase IV 86.91% 95.69%
CHEMBL3524 P56524 Histone deacetylase 4 86.50% 92.97%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.42% 89.00%
CHEMBL255 P29275 Adenosine A2b receptor 85.97% 98.59%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.86% 92.62%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.80% 94.00%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 85.78% 93.03%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.02% 97.09%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 84.77% 93.00%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 83.95% 90.24%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.60% 92.94%
CHEMBL3922 P50579 Methionine aminopeptidase 2 82.82% 97.28%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 82.52% 91.03%
CHEMBL5203 P33316 dUTP pyrophosphatase 82.13% 99.18%
CHEMBL4208 P20618 Proteasome component C5 81.74% 90.00%
CHEMBL1871 P10275 Androgen Receptor 81.61% 96.43%
CHEMBL1937 Q92769 Histone deacetylase 2 81.21% 94.75%
CHEMBL221 P23219 Cyclooxygenase-1 81.02% 90.17%

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.
Mikania congesta

Cross-Links

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PubChem 162975835
LOTUS LTS0259035
wikiData Q105351828