8-Hydroxy-7-phenyl-1,6,10-triazatricyclo[11.9.0.014,19]docosa-14,16,18,20-tetraene-9,22-dione

Details

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Internal ID 2b8729d0-e587-4497-abc0-b780b2a86cb4
Taxonomy Phenylpropanoids and polyketides > Macrolactams
IUPAC Name 8-hydroxy-7-phenyl-1,6,10-triazatricyclo[11.9.0.014,19]docosa-14,16,18,20-tetraene-9,22-dione
SMILES (Canonical) C1CCN2C(CCNC(=O)C(C(NC1)C3=CC=CC=C3)O)C4=CC=CC=C4C=CC2=O
SMILES (Isomeric) C1CCN2C(CCNC(=O)C(C(NC1)C3=CC=CC=C3)O)C4=CC=CC=C4C=CC2=O
InChI InChI=1S/C25H29N3O3/c29-22-13-12-18-8-4-5-11-20(18)21-14-16-27-25(31)24(30)23(19-9-2-1-3-10-19)26-15-6-7-17-28(21)22/h1-5,8-13,21,23-24,26,30H,6-7,14-17H2,(H,27,31)
InChI Key SIQVIAKJJUTAEQ-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C25H29N3O3
Molecular Weight 419.50 g/mol
Exact Mass 419.22089180 g/mol
Topological Polar Surface Area (TPSA) 81.70 Ų
XlogP 2.10
Atomic LogP (AlogP) 2.58
H-Bond Acceptor 4
H-Bond Donor 3
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 8-Hydroxy-7-phenyl-1,6,10-triazatricyclo[11.9.0.014,19]docosa-14,16,18,20-tetraene-9,22-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8104 81.04%
Caco-2 - 0.7484 74.84%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.7201 72.01%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9101 91.01%
OATP1B3 inhibitior + 0.9399 93.99%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.9517 95.17%
P-glycoprotein inhibitior + 0.7522 75.22%
P-glycoprotein substrate + 0.5358 53.58%
CYP3A4 substrate + 0.5972 59.72%
CYP2C9 substrate - 0.8067 80.67%
CYP2D6 substrate - 0.6987 69.87%
CYP3A4 inhibition + 0.5112 51.12%
CYP2C9 inhibition - 0.7915 79.15%
CYP2C19 inhibition - 0.6544 65.44%
CYP2D6 inhibition - 0.7900 79.00%
CYP1A2 inhibition - 0.7994 79.94%
CYP2C8 inhibition - 0.6116 61.16%
CYP inhibitory promiscuity - 0.8602 86.02%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.7108 71.08%
Eye corrosion - 0.9891 98.91%
Eye irritation - 0.9915 99.15%
Skin irritation - 0.7606 76.06%
Skin corrosion - 0.9388 93.88%
Ames mutagenesis - 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8184 81.84%
Micronuclear + 0.8400 84.00%
Hepatotoxicity + 0.6125 61.25%
skin sensitisation - 0.8722 87.22%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity + 0.5504 55.04%
Acute Oral Toxicity (c) III 0.5536 55.36%
Estrogen receptor binding + 0.6221 62.21%
Androgen receptor binding + 0.7303 73.03%
Thyroid receptor binding - 0.5277 52.77%
Glucocorticoid receptor binding - 0.6002 60.02%
Aromatase binding - 0.5900 59.00%
PPAR gamma + 0.5443 54.43%
Honey bee toxicity - 0.9080 90.80%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.8205 82.05%

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 98.55% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.11% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.36% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.42% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.83% 96.09%
CHEMBL1902 P62942 FK506-binding protein 1A 87.23% 97.05%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.15% 95.89%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 86.91% 93.00%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 86.67% 93.03%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.40% 99.23%
CHEMBL238 Q01959 Dopamine transporter 85.09% 95.88%
CHEMBL3192 Q9BY41 Histone deacetylase 8 84.41% 93.99%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 84.11% 93.04%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 83.66% 91.11%
CHEMBL3524 P56524 Histone deacetylase 4 83.11% 92.97%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 82.23% 90.24%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.71% 86.33%

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.
Pleurostylia opposita

Cross-Links

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PubChem 163046376
LOTUS LTS0128926
wikiData Q105253972