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(4aR,6aS,12aS,12bR,12cS)-9-hydroxy-15-methyl-4a,5,12,12a,12b,12c-hexahydro-11H-6a,4-(ethanoiminomethano)-1-oxa-10b-azacyclohepta[1,2,3-cd]fluoranthene-6,11(2H)-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 1e043cca-4e9b-4efb-aef6-ed6820d3336f
Taxonomy Organoheterocyclic compounds > Indoles and derivatives > Carbazoles
IUPAC Name (1S,10S,22R,23R,24S)-16-hydroxy-4-methyl-9-oxa-4,13-diazahexacyclo[11.6.5.01,24.06,22.010,23.014,19]tetracosa-6,14(19),15,17-tetraene-12,20-dione
SMILES (Canonical) CN1CCC23C4C5C(CC2=O)C(=CCOC5CC(=O)N4C6=C3C=CC(=C6)O)C1
SMILES (Isomeric) CN1CC[C@]23[C@@H]4[C@H]5[C@@H](CC2=O)C(=CCO[C@H]5CC(=O)N4C6=C3C=CC(=C6)O)C1
InChI InChI=1S/C22H24N2O4/c1-23-6-5-22-15-3-2-13(25)8-16(15)24-19(27)10-17-20(21(22)24)14(9-18(22)26)12(11-23)4-7-28-17/h2-4,8,14,17,20-21,25H,5-7,9-11H2,1H3/t14-,17-,20-,21-,22+/m0/s1
InChI Key RBXVKQIMYZTQER-ZXXLSYNSSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C22H24N2O4
Molecular Weight 380.40 g/mol
Exact Mass 380.17360725 g/mol
Topological Polar Surface Area (TPSA) 70.10 Ų
XlogP -0.10
Atomic LogP (AlogP) 1.61
H-Bond Acceptor 5
H-Bond Donor 1
Rotatable Bonds 0

Synonyms

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CHEBI:132700
11-hydroxy-19-methyl-16,19-seco-strychnidine-10,16-dione
(4aR,6aS,12aS,12bR,12cS)-9-hydroxy-15-methyl-4a,5,12,12a,12b,12c-hexahydro-11H-6a,4-(ethanoiminomethano)-1-oxa-10b-azacyclohepta[1,2,3-cd]fluoranthene-6,11(2H)-dione

2D Structure

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2D Structure of (4aR,6aS,12aS,12bR,12cS)-9-hydroxy-15-methyl-4a,5,12,12a,12b,12c-hexahydro-11H-6a,4-(ethanoiminomethano)-1-oxa-10b-azacyclohepta[1,2,3-cd]fluoranthene-6,11(2H)-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9896 98.96%
Caco-2 + 0.8804 88.04%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.7070 70.70%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8756 87.56%
OATP1B3 inhibitior + 0.9469 94.69%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior - 0.6235 62.35%
P-glycoprotein inhibitior - 0.5528 55.28%
P-glycoprotein substrate + 0.6083 60.83%
CYP3A4 substrate + 0.6605 66.05%
CYP2C9 substrate - 0.6087 60.87%
CYP2D6 substrate + 0.3545 35.45%
CYP3A4 inhibition - 0.9295 92.95%
CYP2C9 inhibition - 0.9092 90.92%
CYP2C19 inhibition - 0.8726 87.26%
CYP2D6 inhibition - 0.9331 93.31%
CYP1A2 inhibition - 0.8824 88.24%
CYP2C8 inhibition + 0.4462 44.62%
CYP inhibitory promiscuity - 0.9696 96.96%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.8800 88.00%
Carcinogenicity (trinary) Non-required 0.5376 53.76%
Eye corrosion - 0.9851 98.51%
Eye irritation - 0.9774 97.74%
Skin irritation - 0.7857 78.57%
Skin corrosion - 0.9306 93.06%
Ames mutagenesis - 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6772 67.72%
Micronuclear + 0.7400 74.00%
Hepatotoxicity - 0.5365 53.65%
skin sensitisation - 0.8459 84.59%
Respiratory toxicity + 0.8444 84.44%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity + 0.7025 70.25%
Acute Oral Toxicity (c) III 0.4959 49.59%
Estrogen receptor binding + 0.5722 57.22%
Androgen receptor binding + 0.7252 72.52%
Thyroid receptor binding - 0.6037 60.37%
Glucocorticoid receptor binding + 0.5999 59.99%
Aromatase binding + 0.5650 56.50%
PPAR gamma - 0.5558 55.58%
Honey bee toxicity - 0.8993 89.93%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.6400 64.00%
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
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 97.23% 90.71%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.21% 96.09%
CHEMBL2581 P07339 Cathepsin D 94.96% 98.95%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 94.86% 93.40%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.55% 86.33%
CHEMBL204 P00734 Thrombin 93.49% 96.01%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.04% 85.14%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 91.66% 94.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.81% 95.56%
CHEMBL217 P14416 Dopamine D2 receptor 90.62% 95.62%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 89.18% 91.11%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.95% 99.23%
CHEMBL5409 Q8TDU6 G-protein coupled bile acid receptor 1 87.44% 93.65%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 86.90% 93.10%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 86.89% 85.11%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 85.55% 100.00%
CHEMBL4208 P20618 Proteasome component C5 84.15% 90.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.25% 95.89%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 81.68% 90.24%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 81.58% 97.33%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 81.04% 96.39%
CHEMBL4829 O00763 Acetyl-CoA carboxylase 2 80.52% 98.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.03% 97.09%

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 57412270
NPASS NPC122899