Methyl 19-hydroxy-18-(hydroxymethyl)-14-methyl-12-azahexacyclo[10.6.1.11,4.010,18.015,19.07,20]icosa-7(20),16-diene-3-carboxylate

Details

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Internal ID 5b020c02-e8b7-43c0-881a-4403aa7fb760
Taxonomy Organoheterocyclic compounds > Azaspirodecane derivatives
IUPAC Name methyl 19-hydroxy-18-(hydroxymethyl)-14-methyl-12-azahexacyclo[10.6.1.11,4.010,18.015,19.07,20]icosa-7(20),16-diene-3-carboxylate
SMILES (Canonical) CC1CN2CC3CCC4=C5C(CC4)C(CC56C3(C=CC1C62O)CO)C(=O)OC
SMILES (Isomeric) CC1CN2CC3CCC4=C5C(CC4)C(CC56C3(C=CC1C62O)CO)C(=O)OC
InChI InChI=1S/C23H31NO4/c1-13-10-24-11-15-5-3-14-4-6-16-17(20(26)28-2)9-22(19(14)16)21(15,12-25)8-7-18(13)23(22,24)27/h7-8,13,15-18,25,27H,3-6,9-12H2,1-2H3
InChI Key KJJSHRRLRCGALL-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C23H31NO4
Molecular Weight 385.50 g/mol
Exact Mass 385.22530847 g/mol
Topological Polar Surface Area (TPSA) 70.00 Ų
XlogP 1.30
Atomic LogP (AlogP) 2.10
H-Bond Acceptor 5
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of Methyl 19-hydroxy-18-(hydroxymethyl)-14-methyl-12-azahexacyclo[10.6.1.11,4.010,18.015,19.07,20]icosa-7(20),16-diene-3-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8835 88.35%
Caco-2 + 0.6596 65.96%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.6712 67.12%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8885 88.85%
OATP1B3 inhibitior + 0.9421 94.21%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.7091 70.91%
P-glycoprotein inhibitior - 0.8750 87.50%
P-glycoprotein substrate + 0.5572 55.72%
CYP3A4 substrate + 0.6877 68.77%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8617 86.17%
CYP3A4 inhibition - 0.7046 70.46%
CYP2C9 inhibition - 0.7818 78.18%
CYP2C19 inhibition - 0.8362 83.62%
CYP2D6 inhibition - 0.8403 84.03%
CYP1A2 inhibition - 0.8371 83.71%
CYP2C8 inhibition - 0.6468 64.68%
CYP inhibitory promiscuity - 0.7266 72.66%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5489 54.89%
Eye corrosion - 0.9856 98.56%
Eye irritation - 0.9515 95.15%
Skin irritation - 0.7588 75.88%
Skin corrosion - 0.9201 92.01%
Ames mutagenesis - 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3758 37.58%
Micronuclear + 0.5200 52.00%
Hepatotoxicity - 0.5250 52.50%
skin sensitisation - 0.8479 84.79%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity - 0.6973 69.73%
Acute Oral Toxicity (c) III 0.6144 61.44%
Estrogen receptor binding + 0.7884 78.84%
Androgen receptor binding + 0.7806 78.06%
Thyroid receptor binding + 0.5811 58.11%
Glucocorticoid receptor binding + 0.7700 77.00%
Aromatase binding + 0.5412 54.12%
PPAR gamma - 0.6334 63.34%
Honey bee toxicity - 0.8201 82.01%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.8012 80.12%

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 99.33% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.62% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.46% 85.14%
CHEMBL2581 P07339 Cathepsin D 92.60% 98.95%
CHEMBL4040 P28482 MAP kinase ERK2 92.26% 83.82%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.92% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.20% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 86.32% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.61% 95.56%
CHEMBL332 P03956 Matrix metalloproteinase-1 84.45% 94.50%
CHEMBL226 P30542 Adenosine A1 receptor 84.20% 95.93%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.12% 100.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.79% 94.33%
CHEMBL340 P08684 Cytochrome P450 3A4 82.29% 91.19%
CHEMBL4072 P07858 Cathepsin B 80.25% 93.67%

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.
Daphniphyllum macropodum

Cross-Links

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PubChem 74075817
LOTUS LTS0160856
wikiData Q105141868