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(1R,2R,12R,15R)-1,2-dihydroxy-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-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 2f04bee5-3dfd-4b1e-be62-5b7e4531ddba
Taxonomy Organoheterocyclic compounds > Indoles and derivatives > Pyridoindoles > Beta carbolines
IUPAC Name (1R,2R,12R,15R)-1,2-dihydroxy-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-14,20-dione
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C27H33N3O5/c1-15(2)10-12-28-20-14-17(35-5)8-9-18(20)22-23(28)21(13-16(3)4)30-25(32)19-7-6-11-29(19)26(33)27(30,34)24(22)31/h8-10,13-14,19,21,24,31,34H,6-7,11-12H2,1-5H3/t19-,21-,24-,27-/m1/s1
InChI Key WEIYXEFMCIRZHC-KFXDNTNKSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C27H33N3O5
Molecular Weight 479.60 g/mol
Exact Mass 479.24202116 g/mol
Topological Polar Surface Area (TPSA) 95.20 Ų
XlogP 2.70
Atomic LogP (AlogP) 3.19
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,2R,12R,15R)-1,2-dihydroxy-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-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 + 0.5794 57.94%
Caco-2 - 0.5449 54.49%
Blood Brain Barrier - 0.8000 80.00%
Human oral bioavailability + 0.5571 55.71%
Subcellular localzation Mitochondria 0.6652 66.52%
OATP2B1 inhibitior - 0.8554 85.54%
OATP1B1 inhibitior + 0.8771 87.71%
OATP1B3 inhibitior + 0.9196 91.96%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.9295 92.95%
P-glycoprotein inhibitior + 0.7068 70.68%
P-glycoprotein substrate + 0.6773 67.73%
CYP3A4 substrate + 0.7001 70.01%
CYP2C9 substrate - 0.8006 80.06%
CYP2D6 substrate - 0.8007 80.07%
CYP3A4 inhibition - 0.7935 79.35%
CYP2C9 inhibition - 0.8280 82.80%
CYP2C19 inhibition - 0.8141 81.41%
CYP2D6 inhibition - 0.8961 89.61%
CYP1A2 inhibition - 0.8516 85.16%
CYP2C8 inhibition + 0.4707 47.07%
CYP inhibitory promiscuity - 0.6361 63.61%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.5764 57.64%
Eye corrosion - 0.9887 98.87%
Eye irritation - 0.9519 95.19%
Skin irritation - 0.7694 76.94%
Skin corrosion - 0.9372 93.72%
Ames mutagenesis - 0.5000 50.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6984 69.84%
Micronuclear + 0.7400 74.00%
Hepatotoxicity - 0.5280 52.80%
skin sensitisation - 0.8875 88.75%
Respiratory toxicity + 0.8444 84.44%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity - 0.6392 63.92%
Acute Oral Toxicity (c) III 0.6702 67.02%
Estrogen receptor binding + 0.6844 68.44%
Androgen receptor binding + 0.7537 75.37%
Thyroid receptor binding + 0.5311 53.11%
Glucocorticoid receptor binding + 0.8129 81.29%
Aromatase binding + 0.7359 73.59%
PPAR gamma + 0.6563 65.63%
Honey bee toxicity - 0.7337 73.37%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9289 92.89%

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 98.43% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.72% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.84% 96.09%
CHEMBL1902 P62942 FK506-binding protein 1A 95.46% 97.05%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.77% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.69% 94.45%
CHEMBL1871 P10275 Androgen Receptor 91.48% 96.43%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.95% 95.89%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 90.04% 93.40%
CHEMBL4208 P20618 Proteasome component C5 89.61% 90.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.96% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.82% 86.33%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 86.79% 92.62%
CHEMBL221 P23219 Cyclooxygenase-1 86.47% 90.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.93% 97.09%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.79% 92.94%
CHEMBL253 P34972 Cannabinoid CB2 receptor 84.73% 97.25%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 84.72% 90.24%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 84.56% 93.00%
CHEMBL3192 Q9BY41 Histone deacetylase 8 82.57% 93.99%
CHEMBL284 P27487 Dipeptidyl peptidase IV 82.10% 95.69%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.92% 89.00%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 81.44% 91.03%
CHEMBL5203 P33316 dUTP pyrophosphatase 80.99% 99.18%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 80.29% 93.03%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 162987268
LOTUS LTS0185962
wikiData Q105303070