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Isoschizogaline

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 e5aa44c4-5fc5-4556-b863-de5e7c1db0bc
Taxonomy Organoheterocyclic compounds > Quinolines and derivatives > Aminoquinolines and derivatives
IUPAC Name (1S,8R,16S,17R)-12-methoxy-5,15-diazahexacyclo[13.4.2.01,16.05,16.08,17.09,14]henicosa-2,9(14),10,12-tetraen-21-one
SMILES (Canonical) COC1=CC2=C(C=C1)C3CCN4CC=CC56C4(C3CC5)N2C(=O)C6
SMILES (Isomeric) COC1=CC2=C(C=C1)[C@@H]3CCN4CC=C[C@]56[C@]4([C@@H]3CC5)N2C(=O)C6
InChI InChI=1S/C20H22N2O2/c1-24-13-3-4-15-14-6-10-21-9-2-7-19-8-5-16(14)20(19,21)22(17(15)11-13)18(23)12-19/h2-4,7,11,14,16H,5-6,8-10,12H2,1H3/t14-,16+,19-,20-/m0/s1
InChI Key GHZIYRPRBMQWSP-ZXUOCUECSA-N
Popularity 5 references in papers

Physical and Chemical Properties

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Molecular Formula C20H22N2O2
Molecular Weight 322.40 g/mol
Exact Mass 322.168127949 g/mol
Topological Polar Surface Area (TPSA) 32.80 Ų
XlogP 2.20
Atomic LogP (AlogP) 2.90
H-Bond Acceptor 3
H-Bond Donor 0
Rotatable Bonds 1

Synonyms

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(1S,8R,16S,17R)-12-methoxy-5,15-diazahexacyclo[13.4.2.01,16.05,16.08,17.09,14]henicosa-2,9(14),10,12-tetraen-21-one
(1S,8R,16S,17R)-12-methoxy-5,15-diazahexacyclo(13.4.2.01,16.05,16.08,17.09,14)henicosa-2,9(14),10,12-tetraen-21-one
RefChem:923798
CHEMBL445975
GHZIYRPRBMQWSP-ZXUOCUECSA-
InChI=1/C20H22N2O2/c1-24-13-3-4-15-14-6-10-21-9-2-7-19-8-5-16(14)20(19,21)22(17(15)11-13)18(23)12-19/h2-4,7,11,14,16H,5-6,8-10,12H2,1H3/t14-,16+,19-,20-/m0/s1

2D Structure

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2D Structure of Isoschizogaline

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 1.0000 100.00%
Caco-2 + 0.8490 84.90%
Blood Brain Barrier + 0.9379 93.79%
Human oral bioavailability + 0.6571 65.71%
Subcellular localzation Mitochondria 0.8011 80.11%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9015 90.15%
OATP1B3 inhibitior + 0.9485 94.85%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior + 0.6250 62.50%
BSEP inhibitior + 0.8281 82.81%
P-glycoprotein inhibitior - 0.5727 57.27%
P-glycoprotein substrate - 0.5432 54.32%
CYP3A4 substrate + 0.7160 71.60%
CYP2C9 substrate - 0.8000 80.00%
CYP2D6 substrate - 0.7711 77.11%
CYP3A4 inhibition + 0.5124 51.24%
CYP2C9 inhibition - 0.7455 74.55%
CYP2C19 inhibition - 0.6344 63.44%
CYP2D6 inhibition - 0.7867 78.67%
CYP1A2 inhibition - 0.5000 50.00%
CYP2C8 inhibition - 0.6084 60.84%
CYP inhibitory promiscuity - 0.5899 58.99%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.5448 54.48%
Eye corrosion - 0.9879 98.79%
Eye irritation - 0.9787 97.87%
Skin irritation - 0.7946 79.46%
Skin corrosion - 0.9344 93.44%
Ames mutagenesis - 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8768 87.68%
Micronuclear + 0.6900 69.00%
Hepatotoxicity - 0.5834 58.34%
skin sensitisation - 0.8514 85.14%
Respiratory toxicity + 0.8556 85.56%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity - 0.6054 60.54%
Acute Oral Toxicity (c) II 0.4407 44.07%
Estrogen receptor binding + 0.7571 75.71%
Androgen receptor binding + 0.7209 72.09%
Thyroid receptor binding - 0.4892 48.92%
Glucocorticoid receptor binding + 0.6357 63.57%
Aromatase binding + 0.6391 63.91%
PPAR gamma + 0.6941 69.41%
Honey bee toxicity - 0.8940 89.40%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.7200 72.00%
Fish aquatic toxicity - 0.6031 60.31%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.87% 96.09%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 97.05% 93.40%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.16% 95.56%
CHEMBL5203 P33316 dUTP pyrophosphatase 93.84% 99.18%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.77% 94.45%
CHEMBL2581 P07339 Cathepsin D 93.70% 98.95%
CHEMBL4208 P20618 Proteasome component C5 93.37% 90.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.13% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.01% 97.09%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 91.92% 96.77%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 91.82% 91.03%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.70% 95.89%
CHEMBL240 Q12809 HERG 90.44% 89.76%
CHEMBL4581 P52732 Kinesin-like protein 1 89.44% 93.18%
CHEMBL1907 P15144 Aminopeptidase N 89.00% 93.31%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 88.85% 90.24%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.19% 86.33%
CHEMBL3820 P35557 Hexokinase type IV 88.18% 91.96%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 88.17% 97.14%
CHEMBL1871 P10275 Androgen Receptor 88.08% 96.43%
CHEMBL2095172 P14867 GABA-A receptor; alpha-1/beta-2/gamma-2 88.08% 92.67%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.91% 85.14%
CHEMBL226 P30542 Adenosine A1 receptor 86.26% 95.93%
CHEMBL2146302 O94925 Glutaminase kidney isoform, mitochondrial 85.73% 100.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.35% 92.62%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.89% 94.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 84.89% 90.71%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.82% 95.89%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.32% 92.94%
CHEMBL2535 P11166 Glucose transporter 82.23% 98.75%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 81.67% 100.00%
CHEMBL3192 Q9BY41 Histone deacetylase 8 81.37% 93.99%
CHEMBL1929 P47989 Xanthine dehydrogenase 80.76% 96.12%

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.
Schizozygia coffaeoides

Cross-Links

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PubChem 636755
LOTUS LTS0200205
wikiData Q105008821