Quinadoline B

Details

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Internal ID f0b0ec3b-bb98-412f-be9c-944de5566684
Taxonomy Organoheterocyclic compounds > Pyridopyrimidines
IUPAC Name (1'S,8S,9R,12'S,14S)-spiro[1,10-diazatetracyclo[7.6.0.02,7.010,14]pentadeca-2,4,6-triene-8,16'-2,10,13-triazatetracyclo[10.2.2.02,11.04,9]hexadeca-4,6,8,10-tetraene]-3',14',15-trione
SMILES (Canonical) C1CC2C(=O)N3C(N2C1)C4(CC5C(=O)NC4C6=NC7=CC=CC=C7C(=O)N56)C8=CC=CC=C83
SMILES (Isomeric) C1C[C@H]2C(=O)N3[C@@H](N2C1)[C@@]4(C[C@H]5C(=O)N[C@@H]4C6=NC7=CC=CC=C7C(=O)N56)C8=CC=CC=C83
InChI InChI=1S/C25H21N5O3/c31-21-18-12-25(19(27-21)20-26-15-8-3-1-6-13(15)22(32)29(18)20)14-7-2-4-9-16(14)30-23(33)17-10-5-11-28(17)24(25)30/h1-4,6-9,17-19,24H,5,10-12H2,(H,27,31)/t17-,18-,19+,24+,25-/m0/s1
InChI Key GACSRZKCZGCRJX-DMTGPLMPSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C25H21N5O3
Molecular Weight 439.50 g/mol
Exact Mass 439.16443955 g/mol
Topological Polar Surface Area (TPSA) 85.30 Ų
XlogP 1.60
Atomic LogP (AlogP) 1.60
H-Bond Acceptor 6
H-Bond Donor 1
Rotatable Bonds 0

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of Quinadoline B

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9956 99.56%
Caco-2 - 0.8467 84.67%
Blood Brain Barrier + 0.8250 82.50%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.8156 81.56%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8863 88.63%
OATP1B3 inhibitior + 0.9395 93.95%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.5072 50.72%
BSEP inhibitior + 0.9647 96.47%
P-glycoprotein inhibitior + 0.8205 82.05%
P-glycoprotein substrate + 0.5844 58.44%
CYP3A4 substrate + 0.6616 66.16%
CYP2C9 substrate - 0.6044 60.44%
CYP2D6 substrate - 0.8678 86.78%
CYP3A4 inhibition + 0.7702 77.02%
CYP2C9 inhibition - 0.6176 61.76%
CYP2C19 inhibition - 0.7083 70.83%
CYP2D6 inhibition - 0.8867 88.67%
CYP1A2 inhibition + 0.7253 72.53%
CYP2C8 inhibition + 0.5556 55.56%
CYP inhibitory promiscuity - 0.5557 55.57%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8900 89.00%
Carcinogenicity (trinary) Non-required 0.6880 68.80%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.9884 98.84%
Skin irritation - 0.8146 81.46%
Skin corrosion - 0.9540 95.40%
Ames mutagenesis + 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7398 73.98%
Micronuclear + 0.8400 84.00%
Hepatotoxicity + 0.7000 70.00%
skin sensitisation - 0.8914 89.14%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity + 0.6259 62.59%
Acute Oral Toxicity (c) III 0.4659 46.59%
Estrogen receptor binding + 0.6897 68.97%
Androgen receptor binding + 0.7250 72.50%
Thyroid receptor binding + 0.5192 51.92%
Glucocorticoid receptor binding + 0.6221 62.21%
Aromatase binding + 0.6132 61.32%
PPAR gamma + 0.7124 71.24%
Honey bee toxicity - 0.8393 83.93%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.5900 59.00%
Fish aquatic toxicity + 0.7632 76.32%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.13% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.26% 95.56%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 95.21% 94.62%
CHEMBL217 P14416 Dopamine D2 receptor 95.18% 95.62%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 94.62% 99.23%
CHEMBL2581 P07339 Cathepsin D 94.26% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.73% 96.09%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 91.64% 97.64%
CHEMBL2095172 P14867 GABA-A receptor; alpha-1/beta-2/gamma-2 90.94% 92.67%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 89.80% 96.39%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.88% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.07% 86.33%
CHEMBL3384 Q16512 Protein kinase N1 86.75% 80.71%
CHEMBL204 P00734 Thrombin 86.74% 96.01%
CHEMBL4302 P08183 P-glycoprotein 1 86.48% 92.98%
CHEMBL3155 P34969 Serotonin 7 (5-HT7) receptor 84.95% 90.71%
CHEMBL3524 P56524 Histone deacetylase 4 84.06% 92.97%
CHEMBL5805 Q9NR97 Toll-like receptor 8 83.48% 96.25%
CHEMBL1937 Q92769 Histone deacetylase 2 83.37% 94.75%
CHEMBL264 Q9Y5N1 Histamine H3 receptor 83.31% 91.43%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 82.69% 91.11%
CHEMBL1741221 Q9Y4P1 Cysteine protease ATG4B 82.57% 87.50%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 82.56% 93.04%
CHEMBL228 P31645 Serotonin transporter 82.45% 95.51%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.35% 95.89%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 81.63% 95.00%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 80.79% 98.33%

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 72547182
LOTUS LTS0150650
wikiData Q105005307