Methyl 12-(1-hydroxyethyl)-6-methoxy-8,14-diazapentacyclo[9.5.2.01,9.02,7.014,17]octadeca-3,5,9-triene-10-carboxylate

Details

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Internal ID 35e53c81-3993-459c-a6fa-dcce496f79df
Taxonomy Organoheterocyclic compounds > Diazaspirononane derivatives
IUPAC Name methyl 12-(1-hydroxyethyl)-6-methoxy-8,14-diazapentacyclo[9.5.2.01,9.02,7.014,17]octadeca-3,5,9-triene-10-carboxylate
SMILES (Canonical) CC(C1CN2CCC34C2CC1C(=C3NC5C4C=CC=C5OC)C(=O)OC)O
SMILES (Isomeric) CC(C1CN2CCC34C2CC1C(=C3NC5C4C=CC=C5OC)C(=O)OC)O
InChI InChI=1S/C21H28N2O4/c1-11(24)13-10-23-8-7-21-14-5-4-6-15(26-2)18(14)22-19(21)17(20(25)27-3)12(13)9-16(21)23/h4-6,11-14,16,18,22,24H,7-10H2,1-3H3
InChI Key XZHLHHGHUMEGDZ-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C21H28N2O4
Molecular Weight 372.50 g/mol
Exact Mass 372.20490738 g/mol
Topological Polar Surface Area (TPSA) 71.00 Ų
XlogP 1.40
Atomic LogP (AlogP) 1.19
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of Methyl 12-(1-hydroxyethyl)-6-methoxy-8,14-diazapentacyclo[9.5.2.01,9.02,7.014,17]octadeca-3,5,9-triene-10-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7941 79.41%
Caco-2 + 0.7780 77.80%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.7000 70.00%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9144 91.44%
OATP1B3 inhibitior + 0.9330 93.30%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior - 0.8256 82.56%
P-glycoprotein inhibitior - 0.7055 70.55%
P-glycoprotein substrate + 0.7742 77.42%
CYP3A4 substrate + 0.6504 65.04%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8487 84.87%
CYP3A4 inhibition - 0.9555 95.55%
CYP2C9 inhibition - 0.8450 84.50%
CYP2C19 inhibition - 0.9060 90.60%
CYP2D6 inhibition - 0.7414 74.14%
CYP1A2 inhibition - 0.8202 82.02%
CYP2C8 inhibition - 0.7046 70.46%
CYP inhibitory promiscuity - 0.8727 87.27%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.4789 47.89%
Eye corrosion - 0.9847 98.47%
Eye irritation - 0.9954 99.54%
Skin irritation - 0.7439 74.39%
Skin corrosion - 0.9222 92.22%
Ames mutagenesis - 0.7000 70.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7343 73.43%
Micronuclear + 0.7300 73.00%
Hepatotoxicity + 0.6173 61.73%
skin sensitisation - 0.8378 83.78%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity - 0.8057 80.57%
Acute Oral Toxicity (c) III 0.5391 53.91%
Estrogen receptor binding + 0.6079 60.79%
Androgen receptor binding + 0.6729 67.29%
Thyroid receptor binding + 0.5532 55.32%
Glucocorticoid receptor binding - 0.4730 47.30%
Aromatase binding - 0.4847 48.47%
PPAR gamma - 0.5409 54.09%
Honey bee toxicity - 0.7738 77.38%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.7200 72.00%
Fish aquatic toxicity + 0.8275 82.75%

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 99.71% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.84% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.73% 94.45%
CHEMBL2581 P07339 Cathepsin D 94.71% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.14% 97.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 90.46% 91.11%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 90.00% 96.38%
CHEMBL340 P08684 Cytochrome P450 3A4 89.66% 91.19%
CHEMBL261 P00915 Carbonic anhydrase I 89.24% 96.76%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 88.59% 90.71%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.79% 97.25%
CHEMBL4227 P25090 Lipoxin A4 receptor 87.65% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.88% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.18% 95.89%
CHEMBL299 P17252 Protein kinase C alpha 86.07% 98.03%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.58% 97.14%
CHEMBL3359 P21462 Formyl peptide receptor 1 85.53% 93.56%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 84.91% 93.03%
CHEMBL205 P00918 Carbonic anhydrase II 83.68% 98.44%
CHEMBL2094135 Q96BI3 Gamma-secretase 83.38% 98.05%
CHEMBL5028 O14672 ADAM10 82.77% 97.50%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 81.55% 100.00%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.39% 100.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.25% 94.33%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.86% 96.90%

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.
Alstonia venenata

Cross-Links

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PubChem 162880427
LOTUS LTS0011622
wikiData Q104246324