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methyl (1S,8R,10R,15R,18S,19R)-8,19-dihydroxy-14,18-dimethyl-12-azahexacyclo[10.6.1.11,4.010,18.015,19.07,20]icosa-3,7(20)-diene-3-carboxylate

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID b3f556cf-df0a-41e7-9e56-1ff83470005c
Taxonomy Organoheterocyclic compounds > Azaspirodecane derivatives
IUPAC Name methyl (1S,8R,10R,15R,18S,19R)-8,19-dihydroxy-14,18-dimethyl-12-azahexacyclo[10.6.1.11,4.010,18.015,19.07,20]icosa-3,7(20)-diene-3-carboxylate
SMILES (Canonical) CC1CN2CC3CC(C4=C5C(=C(CC56C3(CCC1C62O)C)C(=O)OC)CC4)O
SMILES (Isomeric) CC1CN2C[C@@H]3C[C@H](C4=C5C(=C(C[C@]56[C@]3(CC[C@H]1[C@@]62O)C)C(=O)OC)CC4)O
InChI InChI=1S/C23H31NO4/c1-12-10-24-11-13-8-18(25)15-5-4-14-16(20(26)28-3)9-22(19(14)15)21(13,2)7-6-17(12)23(22,24)27/h12-13,17-18,25,27H,4-11H2,1-3H3/t12?,13-,17+,18+,21-,22+,23+/m0/s1
InChI Key XGTHDNFQKJWUPJ-WXDSHUGTSA-N
Popularity 1 reference 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) 2.39
H-Bond Acceptor 5
H-Bond Donor 2
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (1S,8R,10R,15R,18S,19R)-8,19-dihydroxy-14,18-dimethyl-12-azahexacyclo[10.6.1.11,4.010,18.015,19.07,20]icosa-3,7(20)-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 + 0.9370 93.70%
Caco-2 + 0.7676 76.76%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability + 0.5286 52.86%
Subcellular localzation Mitochondria 0.5714 57.14%
OATP2B1 inhibitior - 0.8635 86.35%
OATP1B1 inhibitior + 0.8876 88.76%
OATP1B3 inhibitior + 0.9443 94.43%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.6232 62.32%
P-glycoprotein inhibitior - 0.8608 86.08%
P-glycoprotein substrate + 0.5186 51.86%
CYP3A4 substrate + 0.7584 75.84%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8708 87.08%
CYP3A4 inhibition - 0.8389 83.89%
CYP2C9 inhibition - 0.8539 85.39%
CYP2C19 inhibition - 0.8703 87.03%
CYP2D6 inhibition - 0.8662 86.62%
CYP1A2 inhibition - 0.8679 86.79%
CYP2C8 inhibition + 0.5382 53.82%
CYP inhibitory promiscuity - 0.9531 95.31%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5227 52.27%
Eye corrosion - 0.9870 98.70%
Eye irritation - 0.8714 87.14%
Skin irritation - 0.7420 74.20%
Skin corrosion - 0.9196 91.96%
Ames mutagenesis - 0.7000 70.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3681 36.81%
Micronuclear + 0.5200 52.00%
Hepatotoxicity - 0.6014 60.14%
skin sensitisation - 0.8538 85.38%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity - 0.6552 65.52%
Acute Oral Toxicity (c) III 0.5778 57.78%
Estrogen receptor binding + 0.7541 75.41%
Androgen receptor binding + 0.7685 76.85%
Thyroid receptor binding + 0.5702 57.02%
Glucocorticoid receptor binding + 0.8056 80.56%
Aromatase binding + 0.5922 59.22%
PPAR gamma + 0.5196 51.96%
Honey bee toxicity - 0.8014 80.14%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.5900 59.00%
Fish aquatic toxicity + 0.8261 82.61%

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 99.01% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 93.47% 90.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.30% 94.45%
CHEMBL4040 P28482 MAP kinase ERK2 91.11% 83.82%
CHEMBL1871 P10275 Androgen Receptor 90.75% 96.43%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 89.08% 82.69%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 89.00% 91.07%
CHEMBL284 P27487 Dipeptidyl peptidase IV 88.40% 95.69%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 86.19% 94.33%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 86.17% 91.11%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 85.91% 96.38%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.48% 100.00%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 84.40% 89.05%
CHEMBL340 P08684 Cytochrome P450 3A4 84.38% 91.19%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.25% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.42% 97.09%
CHEMBL279 P35968 Vascular endothelial growth factor receptor 2 82.20% 95.52%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 82.14% 96.77%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.09% 95.89%
CHEMBL241 Q14432 Phosphodiesterase 3A 81.21% 92.94%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.05% 90.71%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 81.02% 96.90%
CHEMBL1859 O95180 Voltage-gated T-type calcium channel alpha-1H subunit 80.21% 98.57%
CHEMBL5028 O14672 ADAM10 80.19% 97.50%

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 calycinum

Cross-Links

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PubChem 102596795
LOTUS LTS0020488
wikiData Q105327800