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8-Methoxy-9-methyl-6,7,8,9-tetrahydro-5H,14H-5,9-epoxy-4b,9a,15-triazadibenzo[b,h]cyclonona[1,2,3,4-jkl]cyclopenta[e]-as-indacene-6,7,16-triol

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 a011844b-d450-44ca-93f7-496846c6a710
Taxonomy Organoheterocyclic compounds > Indoles and derivatives > Carbazoles > Pyrrolocarbazoles > Indolocarbazoles
IUPAC Name (2R,3S,4R,5S,6S)-4,5-dihydroxy-3-methoxy-2-methyl-29-oxa-1,7,17-triazaoctacyclo[12.12.2.12,6.07,28.08,13.015,19.020,27.021,26]nonacosa-8,10,12,14,19,21,23,25,27-nonaen-16-one
SMILES (Canonical) CC12C(C(C(C(O1)N3C4=CC=CC=C4C5=C6C(=C7C8=CC=CC=C8N2C7=C53)CNC6=O)O)O)OC
SMILES (Isomeric) C[C@]12[C@H]([C@@H]([C@@H]([C@H](O1)N3C4=CC=CC=C4C5=C6C(=C7C8=CC=CC=C8N2C7=C53)CNC6=O)O)O)OC
InChI InChI=1S/C27H23N3O5/c1-27-24(34-2)22(31)23(32)26(35-27)29-15-9-5-3-7-12(15)18-19-14(11-28-25(19)33)17-13-8-4-6-10-16(13)30(27)21(17)20(18)29/h3-10,22-24,26,31-32H,11H2,1-2H3,(H,28,33)/t22-,23+,24+,26+,27-/m1/s1
InChI Key CCOPBVQTBWBCIK-IKERNBKFSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C27H23N3O5
Molecular Weight 469.50 g/mol
Exact Mass 469.16377084 g/mol
Topological Polar Surface Area (TPSA) 97.90 Ų
XlogP 2.00
Atomic LogP (AlogP) 3.10
H-Bond Acceptor 7
H-Bond Donor 3
Rotatable Bonds 1

Synonyms

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SCHEMBL2155183
DTXSID20935204
8-Methoxy-9-methyl-6,7,8,9-tetrahydro-5H,14H-5,9-epoxy-4b,9a,15-triazadibenzo[b,h]cyclonona[1,2,3,4-jkl]cyclopenta[e]-as-indacene-6,7,16-triol

2D Structure

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2D Structure of 8-Methoxy-9-methyl-6,7,8,9-tetrahydro-5H,14H-5,9-epoxy-4b,9a,15-triazadibenzo[b,h]cyclonona[1,2,3,4-jkl]cyclopenta[e]-as-indacene-6,7,16-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.6617 66.17%
Caco-2 - 0.6873 68.73%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.3863 38.63%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8694 86.94%
OATP1B3 inhibitior + 0.9473 94.73%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9654 96.54%
P-glycoprotein inhibitior + 0.6738 67.38%
P-glycoprotein substrate + 0.7834 78.34%
CYP3A4 substrate + 0.6826 68.26%
CYP2C9 substrate - 0.8006 80.06%
CYP2D6 substrate - 0.8820 88.20%
CYP3A4 inhibition - 0.6216 62.16%
CYP2C9 inhibition - 0.7997 79.97%
CYP2C19 inhibition - 0.7489 74.89%
CYP2D6 inhibition - 0.9097 90.97%
CYP1A2 inhibition - 0.5793 57.93%
CYP2C8 inhibition + 0.6434 64.34%
CYP inhibitory promiscuity - 0.6139 61.39%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6441 64.41%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.9567 95.67%
Skin irritation - 0.7995 79.95%
Skin corrosion - 0.9453 94.53%
Ames mutagenesis + 0.6800 68.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6546 65.46%
Micronuclear + 0.9000 90.00%
Hepatotoxicity + 0.5302 53.02%
skin sensitisation - 0.8873 88.73%
Respiratory toxicity + 0.8222 82.22%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity + 0.4688 46.88%
Acute Oral Toxicity (c) III 0.5887 58.87%
Estrogen receptor binding + 0.7295 72.95%
Androgen receptor binding + 0.5908 59.08%
Thyroid receptor binding + 0.5694 56.94%
Glucocorticoid receptor binding + 0.7446 74.46%
Aromatase binding + 0.7837 78.37%
PPAR gamma + 0.7901 79.01%
Honey bee toxicity - 0.7604 76.04%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5700 57.00%
Fish aquatic toxicity - 0.6615 66.15%

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 99.35% 91.11%
CHEMBL2708 Q16584 Mitogen-activated protein kinase kinase kinase 11 98.90% 81.14%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.47% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.85% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.54% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.12% 95.56%
CHEMBL2581 P07339 Cathepsin D 95.90% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.52% 89.00%
CHEMBL3384 Q16512 Protein kinase N1 95.26% 80.71%
CHEMBL5600 P27448 Serine/threonine-protein kinase c-TAK1 94.97% 88.81%
CHEMBL5284 Q96RR4 CaM-kinase kinase beta 94.87% 89.23%
CHEMBL4924 Q9UK32 Ribosomal protein S6 kinase alpha 6 94.69% 80.00%
CHEMBL3830 Q2M2I8 Adaptor-associated kinase 94.61% 83.10%
CHEMBL2815 P04629 Nerve growth factor receptor Trk-A 94.51% 87.16%
CHEMBL5678 P34947 G protein-coupled receptor kinase 5 94.37% 88.00%
CHEMBL1868 P17948 Vascular endothelial growth factor receptor 1 93.97% 96.47%
CHEMBL4599 Q07912 Tyrosine kinase non-receptor protein 2 93.50% 94.29%
CHEMBL4598 Q13043 Serine/threonine-protein kinase MST1 93.09% 96.64%
CHEMBL1974 P36888 Tyrosine-protein kinase receptor FLT3 92.44% 91.83%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 92.23% 99.23%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 91.63% 95.64%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.55% 95.89%
CHEMBL2801 Q13557 CaM kinase II delta 91.50% 84.49%
CHEMBL5408 Q9UHD2 Serine/threonine-protein kinase TBK1 91.45% 90.48%
CHEMBL4630 O14757 Serine/threonine-protein kinase Chk1 91.25% 97.03%
CHEMBL2964 P36507 Dual specificity mitogen-activated protein kinase kinase 2 90.90% 80.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 90.74% 94.00%
CHEMBL3820 P35557 Hexokinase type IV 90.67% 91.96%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 90.59% 85.11%
CHEMBL3788 O00444 Serine/threonine-protein kinase PLK4 90.32% 83.65%
CHEMBL2041 P07949 Tyrosine-protein kinase receptor RET 90.26% 91.79%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 89.97% 93.03%
CHEMBL2292 Q13627 Dual-specificity tyrosine-phosphorylation regulated kinase 1A 89.80% 93.24%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 88.58% 96.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 87.99% 91.07%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 87.49% 95.83%
CHEMBL5314 Q06418 Tyrosine-protein kinase receptor TYRO3 87.02% 96.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.70% 86.33%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.62% 97.14%
CHEMBL5103 Q969S8 Histone deacetylase 10 86.37% 90.08%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 85.86% 85.30%
CHEMBL255 P29275 Adenosine A2b receptor 85.79% 98.59%
CHEMBL4895 P30530 Tyrosine-protein kinase receptor UFO 85.76% 90.95%
CHEMBL2535 P11166 Glucose transporter 85.73% 98.75%
CHEMBL253 P34972 Cannabinoid CB2 receptor 84.36% 97.25%
CHEMBL3192 Q9BY41 Histone deacetylase 8 84.29% 93.99%
CHEMBL4355 O14976 Serine/threonine-protein kinase GAK 83.99% 89.32%
CHEMBL2803 P43403 Tyrosine-protein kinase ZAP-70 83.83% 82.50%
CHEMBL4578 Q14680 Maternal embryonic leucine zipper kinase 83.64% 81.58%
CHEMBL2527 O96017 Serine/threonine-protein kinase Chk2 82.31% 97.50%
CHEMBL2095172 P14867 GABA-A receptor; alpha-1/beta-2/gamma-2 81.79% 92.67%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 81.64% 91.03%
CHEMBL3310 Q96DB2 Histone deacetylase 11 81.41% 88.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.96% 97.09%
CHEMBL4237 O75582 Ribosomal protein S6 kinase alpha 5 80.77% 91.00%
CHEMBL1936 P10721 Stem cell growth factor receptor 80.03% 84.17%

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 192702
LOTUS LTS0170010
wikiData Q77421030