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4-(1H-indol-3-ylmethyl)-2,4-dihydro-1H-pyrazino[2,1-b]quinazoline-3,6-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 6e9ff398-b640-4fb0-b52a-6bfc97f2284a
Taxonomy Organoheterocyclic compounds > Diazanaphthalenes > Benzodiazines > Quinazolines
IUPAC Name 4-(1H-indol-3-ylmethyl)-2,4-dihydro-1H-pyrazino[2,1-b]quinazoline-3,6-dione
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C20H16N4O2/c25-19-17(9-12-10-21-15-7-3-1-5-13(12)15)24-18(11-22-19)23-16-8-4-2-6-14(16)20(24)26/h1-8,10,17,21H,9,11H2,(H,22,25)
InChI Key YFNRNQBGKNOAPT-UHFFFAOYSA-N
Popularity 5 references in papers

Physical and Chemical Properties

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Molecular Formula C20H16N4O2
Molecular Weight 344.40 g/mol
Exact Mass 344.12732577 g/mol
Topological Polar Surface Area (TPSA) 77.60 Ų
XlogP 2.10
Atomic LogP (AlogP) 2.29
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

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142382-42-1
4-(1H-indol-3-ylmethyl)-2,4-dihydro-1H-pyrazino[2,1-b]quinazoline-3,6-dione
DTXSID40931420
CHEBI:181039
NCGC00384831-01
2H-Pyrazino(2,1-b)quinazoline-3,6(1H,4H)-dione, 4-(1H-indol-3-ylmethyl)-
3-Hydroxy-4-[(1H-indol-3-yl)methyl]-1,4-dihydro-6H-pyrazino[2,1-b]quinazolin-6-one
NCGC00384831-01_C20H16N4O2_4-(1H-Indol-3-ylmethyl)-2H-pyrazino[2,1-b]quinazoline-3,6(1H,4H)-dione

2D Structure

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2D Structure of 4-(1H-indol-3-ylmethyl)-2,4-dihydro-1H-pyrazino[2,1-b]quinazoline-3,6-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9920 99.20%
Caco-2 - 0.6446 64.46%
Blood Brain Barrier + 0.8250 82.50%
Human oral bioavailability + 0.5286 52.86%
Subcellular localzation Mitochondria 0.7717 77.17%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9415 94.15%
OATP1B3 inhibitior + 0.9432 94.32%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.6149 61.49%
BSEP inhibitior + 0.8593 85.93%
P-glycoprotein inhibitior - 0.6209 62.09%
P-glycoprotein substrate - 0.6547 65.47%
CYP3A4 substrate + 0.6034 60.34%
CYP2C9 substrate - 0.7411 74.11%
CYP2D6 substrate - 0.8661 86.61%
CYP3A4 inhibition + 0.7066 70.66%
CYP2C9 inhibition + 0.5069 50.69%
CYP2C19 inhibition - 0.5694 56.94%
CYP2D6 inhibition - 0.9293 92.93%
CYP1A2 inhibition + 0.7162 71.62%
CYP2C8 inhibition + 0.5762 57.62%
CYP inhibitory promiscuity + 0.8073 80.73%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.6968 69.68%
Eye corrosion - 0.9920 99.20%
Eye irritation - 0.9949 99.49%
Skin irritation - 0.8342 83.42%
Skin corrosion - 0.9580 95.80%
Ames mutagenesis + 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7510 75.10%
Micronuclear + 0.9100 91.00%
Hepatotoxicity + 0.5194 51.94%
skin sensitisation - 0.9109 91.09%
Respiratory toxicity + 0.8222 82.22%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity - 0.6033 60.33%
Acute Oral Toxicity (c) II 0.5766 57.66%
Estrogen receptor binding + 0.7798 77.98%
Androgen receptor binding - 0.6153 61.53%
Thyroid receptor binding + 0.5399 53.99%
Glucocorticoid receptor binding + 0.7451 74.51%
Aromatase binding + 0.5898 58.98%
PPAR gamma + 0.7843 78.43%
Honey bee toxicity - 0.8536 85.36%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity - 0.5478 54.78%

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
CHEMBL2581 P07339 Cathepsin D 95.20% 98.95%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 94.71% 94.62%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.58% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 94.24% 91.49%
CHEMBL255 P29275 Adenosine A2b receptor 93.86% 98.59%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.07% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.76% 96.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.26% 99.23%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 91.24% 97.64%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 90.92% 96.39%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.91% 94.00%
CHEMBL3310 Q96DB2 Histone deacetylase 11 89.79% 88.56%
CHEMBL2095172 P14867 GABA-A receptor; alpha-1/beta-2/gamma-2 89.68% 92.67%
CHEMBL3155 P34969 Serotonin 7 (5-HT7) receptor 88.93% 90.71%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 88.49% 92.62%
CHEMBL3192 Q9BY41 Histone deacetylase 8 88.23% 93.99%
CHEMBL5805 Q9NR97 Toll-like receptor 8 87.18% 96.25%
CHEMBL1781 P11387 DNA topoisomerase I 85.66% 97.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.31% 95.56%
CHEMBL228 P31645 Serotonin transporter 83.08% 95.51%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 82.70% 95.71%
CHEMBL3038469 P24941 CDK2/Cyclin A 80.53% 91.38%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.18% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.10% 89.00%

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.
There are no matching plants.

Cross-Links

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PubChem 132422
LOTUS LTS0062844
wikiData Q82906975