1-(7-Hydroxy-8-methoxy-17-oxa-5,15-diazahexacyclo[13.4.3.01,16.04,12.06,11.012,16]docosa-6(11),7,9-trien-5-yl)propan-1-one

Details

Top
Internal ID 828af3be-cf21-4f56-b2c9-09fe9d1de40f
Taxonomy Organoheterocyclic compounds > Indoles and derivatives > Carbazoles
IUPAC Name 1-(7-hydroxy-8-methoxy-17-oxa-5,15-diazahexacyclo[13.4.3.01,16.04,12.06,11.012,16]docosa-6(11),7,9-trien-5-yl)propan-1-one
SMILES (Canonical) CCC(=O)N1C2CCC34CCCN5C3(C2(CC5)C6=C1C(=C(C=C6)OC)O)OCC4
SMILES (Isomeric) CCC(=O)N1C2CCC34CCCN5C3(C2(CC5)C6=C1C(=C(C=C6)OC)O)OCC4
InChI InChI=1S/C23H30N2O4/c1-3-18(26)25-17-7-9-21-8-4-12-24-13-10-22(17,23(21,24)29-14-11-21)15-5-6-16(28-2)20(27)19(15)25/h5-6,17,27H,3-4,7-14H2,1-2H3
InChI Key BQUQIANAVWLUAX-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C23H30N2O4
Molecular Weight 398.50 g/mol
Exact Mass 398.22055744 g/mol
Topological Polar Surface Area (TPSA) 62.20 Ų
XlogP 2.50
Atomic LogP (AlogP) 3.16
H-Bond Acceptor 5
H-Bond Donor 1
Rotatable Bonds 2

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of 1-(7-Hydroxy-8-methoxy-17-oxa-5,15-diazahexacyclo[13.4.3.01,16.04,12.06,11.012,16]docosa-6(11),7,9-trien-5-yl)propan-1-one

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9603 96.03%
Caco-2 + 0.6825 68.25%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.7099 70.99%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8614 86.14%
OATP1B3 inhibitior + 0.9465 94.65%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior + 0.6885 68.85%
P-glycoprotein inhibitior - 0.7130 71.30%
P-glycoprotein substrate + 0.6174 61.74%
CYP3A4 substrate + 0.6683 66.83%
CYP2C9 substrate - 0.5976 59.76%
CYP2D6 substrate - 0.7713 77.13%
CYP3A4 inhibition + 0.7339 73.39%
CYP2C9 inhibition - 0.6790 67.90%
CYP2C19 inhibition - 0.5549 55.49%
CYP2D6 inhibition - 0.7280 72.80%
CYP1A2 inhibition - 0.8397 83.97%
CYP2C8 inhibition + 0.6537 65.37%
CYP inhibitory promiscuity - 0.6676 66.76%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.6316 63.16%
Eye corrosion - 0.9904 99.04%
Eye irritation - 0.9624 96.24%
Skin irritation - 0.8311 83.11%
Skin corrosion - 0.9495 94.95%
Ames mutagenesis - 0.7100 71.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4796 47.96%
Micronuclear + 0.7500 75.00%
Hepatotoxicity - 0.5823 58.23%
skin sensitisation - 0.8689 86.89%
Respiratory toxicity + 0.8222 82.22%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity - 0.8390 83.90%
Acute Oral Toxicity (c) III 0.7125 71.25%
Estrogen receptor binding + 0.7092 70.92%
Androgen receptor binding + 0.7651 76.51%
Thyroid receptor binding + 0.5181 51.81%
Glucocorticoid receptor binding - 0.4632 46.32%
Aromatase binding + 0.6529 65.29%
PPAR gamma + 0.6253 62.53%
Honey bee toxicity - 0.8867 88.67%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6604 66.04%
Fish aquatic toxicity - 0.4279 42.79%

Targets

Top

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 99.42% 96.09%
CHEMBL2581 P07339 Cathepsin D 94.50% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.41% 91.11%
CHEMBL5608 Q16288 NT-3 growth factor receptor 92.84% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.93% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.60% 86.33%
CHEMBL241 Q14432 Phosphodiesterase 3A 87.05% 92.94%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.90% 85.14%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.24% 94.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 85.80% 90.71%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.31% 89.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.07% 92.62%
CHEMBL4895 P30530 Tyrosine-protein kinase receptor UFO 82.77% 90.95%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 82.46% 96.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.89% 100.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.51% 94.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.37% 95.56%
CHEMBL5028 O14672 ADAM10 81.31% 97.50%

Plants that contains it

Top
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.
Aspidosperma megalocarpon

Cross-Links

Top
PubChem 12309861
LOTUS LTS0121241
wikiData Q104944582