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(1R,2S,12R,15R)-1-hydroxy-2,7-dimethoxy-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 770a33be-2c88-476d-bb12-efaa564b1f9a
Taxonomy Organoheterocyclic compounds > Indoles and derivatives > Pyridoindoles > Beta carbolines
IUPAC Name (1R,2S,12R,15R)-1-hydroxy-2,7-dimethoxy-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) CC(=CC1C2=C(C(C3(N1C(=O)C4CCCN4C3=O)O)OC)C5=C(N2)C=C(C=C5)OC)C
SMILES (Isomeric) CC(=C[C@@H]1C2=C([C@@H]([C@@]3(N1C(=O)[C@H]4CCCN4C3=O)O)OC)C5=C(N2)C=C(C=C5)OC)C
InChI InChI=1S/C23H27N3O5/c1-12(2)10-17-19-18(14-8-7-13(30-3)11-15(14)24-19)20(31-4)23(29)22(28)25-9-5-6-16(25)21(27)26(17)23/h7-8,10-11,16-17,20,24,29H,5-6,9H2,1-4H3/t16-,17-,20+,23-/m1/s1
InChI Key DARSEBUZHJPBHI-TVLQYADYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C23H27N3O5
Molecular Weight 425.50 g/mol
Exact Mass 425.19507097 g/mol
Topological Polar Surface Area (TPSA) 95.10 Ų
XlogP 1.60
Atomic LogP (AlogP) 2.41
H-Bond Acceptor 5
H-Bond Donor 2
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,2S,12R,15R)-1-hydroxy-2,7-dimethoxy-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 + 0.8207 82.07%
Caco-2 + 0.6747 67.47%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.8395 83.95%
OATP2B1 inhibitior - 0.8543 85.43%
OATP1B1 inhibitior + 0.8684 86.84%
OATP1B3 inhibitior + 0.9184 91.84%
MATE1 inhibitior - 0.7800 78.00%
OCT2 inhibitior - 0.7567 75.67%
BSEP inhibitior + 0.9711 97.11%
P-glycoprotein inhibitior + 0.6945 69.45%
P-glycoprotein substrate + 0.5350 53.50%
CYP3A4 substrate + 0.6906 69.06%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8165 81.65%
CYP3A4 inhibition - 0.8033 80.33%
CYP2C9 inhibition - 0.8206 82.06%
CYP2C19 inhibition - 0.8497 84.97%
CYP2D6 inhibition - 0.8939 89.39%
CYP1A2 inhibition - 0.6391 63.91%
CYP2C8 inhibition - 0.6341 63.41%
CYP inhibitory promiscuity - 0.6335 63.35%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5757 57.57%
Eye corrosion - 0.9892 98.92%
Eye irritation - 0.9430 94.30%
Skin irritation - 0.7871 78.71%
Skin corrosion - 0.9395 93.95%
Ames mutagenesis - 0.5770 57.70%
Human Ether-a-go-go-Related Gene inhibition - 0.4697 46.97%
Micronuclear + 0.7200 72.00%
Hepatotoxicity - 0.6062 60.62%
skin sensitisation - 0.8911 89.11%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity - 0.8511 85.11%
Acute Oral Toxicity (c) III 0.6400 64.00%
Estrogen receptor binding + 0.7774 77.74%
Androgen receptor binding + 0.8224 82.24%
Thyroid receptor binding + 0.5636 56.36%
Glucocorticoid receptor binding + 0.6659 66.59%
Aromatase binding + 0.6321 63.21%
PPAR gamma + 0.6443 64.43%
Honey bee toxicity - 0.7296 72.96%
Biodegradation - 0.9500 95.00%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.8836 88.36%

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 99.33% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.84% 94.45%
CHEMBL2581 P07339 Cathepsin D 98.56% 98.95%
CHEMBL1902 P62942 FK506-binding protein 1A 98.01% 97.05%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.12% 96.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 95.42% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.16% 95.56%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 94.69% 93.40%
CHEMBL284 P27487 Dipeptidyl peptidase IV 93.80% 95.69%
CHEMBL241 Q14432 Phosphodiesterase 3A 93.73% 92.94%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.57% 97.09%
CHEMBL1937 Q92769 Histone deacetylase 2 89.49% 94.75%
CHEMBL1951 P21397 Monoamine oxidase A 88.49% 91.49%
CHEMBL1871 P10275 Androgen Receptor 87.86% 96.43%
CHEMBL5203 P33316 dUTP pyrophosphatase 86.45% 99.18%
CHEMBL3192 Q9BY41 Histone deacetylase 8 86.37% 93.99%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.35% 94.00%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 84.36% 94.80%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 84.20% 91.03%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.16% 89.00%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 82.25% 86.92%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 82.16% 82.69%
CHEMBL4208 P20618 Proteasome component C5 81.57% 90.00%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 80.74% 82.38%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 80.30% 85.14%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.29% 92.62%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 80.12% 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 102379066
LOTUS LTS0095291
wikiData Q104973894