methyl (1R,4S,5S,8R,9S,10S)-5,9-dimethyl-3-oxo-7-azahexacyclo[11.5.1.17,10.01,9.04,8.016,19]icosa-13(19),16-diene-17-carboxylate

Details

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Internal ID f49ed6bc-48c1-4ee5-a270-68cf87167e70
Taxonomy Organoheterocyclic compounds > Indoles and derivatives
IUPAC Name methyl (1R,4S,5S,8R,9S,10S)-5,9-dimethyl-3-oxo-7-azahexacyclo[11.5.1.17,10.01,9.04,8.016,19]icosa-13(19),16-diene-17-carboxylate
SMILES (Canonical) CC1CN2CC3CCC4=C5C(=C(CC56C3(C2C1C(=O)C6)C)C(=O)OC)CC4
SMILES (Isomeric) C[C@@H]1CN2C[C@H]3CCC4=C5C(=C(C[C@]56[C@]3([C@H]2[C@H]1C(=O)C6)C)C(=O)OC)CC4
InChI InChI=1S/C23H29NO3/c1-12-10-24-11-14-6-4-13-5-7-15-16(21(26)27-3)8-23(19(13)15)9-17(25)18(12)20(24)22(14,23)2/h12,14,18,20H,4-11H2,1-3H3/t12-,14-,18-,20-,22-,23-/m1/s1
InChI Key ZZXVVDFMOPWZCH-GTJBECDPSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C23H29NO3
Molecular Weight 367.50 g/mol
Exact Mass 367.21474379 g/mol
Topological Polar Surface Area (TPSA) 46.60 Ų
XlogP 1.70
Atomic LogP (AlogP) 3.28
H-Bond Acceptor 4
H-Bond Donor 0
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (1R,4S,5S,8R,9S,10S)-5,9-dimethyl-3-oxo-7-azahexacyclo[11.5.1.17,10.01,9.04,8.016,19]icosa-13(19),16-diene-17-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9614 96.14%
Caco-2 + 0.8521 85.21%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.6244 62.44%
OATP2B1 inhibitior - 0.8652 86.52%
OATP1B1 inhibitior + 0.9019 90.19%
OATP1B3 inhibitior + 0.9524 95.24%
MATE1 inhibitior - 0.5800 58.00%
OCT2 inhibitior - 0.5500 55.00%
BSEP inhibitior + 0.8564 85.64%
P-glycoprotein inhibitior - 0.5285 52.85%
P-glycoprotein substrate + 0.5550 55.50%
CYP3A4 substrate + 0.6755 67.55%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8172 81.72%
CYP3A4 inhibition - 0.8544 85.44%
CYP2C9 inhibition - 0.8887 88.87%
CYP2C19 inhibition - 0.8151 81.51%
CYP2D6 inhibition - 0.8754 87.54%
CYP1A2 inhibition - 0.6959 69.59%
CYP2C8 inhibition - 0.6925 69.25%
CYP inhibitory promiscuity - 0.9572 95.72%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Non-required 0.4697 46.97%
Eye corrosion - 0.9833 98.33%
Eye irritation - 0.8952 89.52%
Skin irritation - 0.7382 73.82%
Skin corrosion - 0.9085 90.85%
Ames mutagenesis - 0.7100 71.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6674 66.74%
Micronuclear - 0.5900 59.00%
Hepatotoxicity + 0.5200 52.00%
skin sensitisation - 0.8152 81.52%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.7111 71.11%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity + 0.7906 79.06%
Acute Oral Toxicity (c) III 0.5854 58.54%
Estrogen receptor binding + 0.7556 75.56%
Androgen receptor binding + 0.7192 71.92%
Thyroid receptor binding - 0.5900 59.00%
Glucocorticoid receptor binding + 0.8477 84.77%
Aromatase binding + 0.6877 68.77%
PPAR gamma - 0.5107 51.07%
Honey bee toxicity - 0.8412 84.12%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.8900 89.00%

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 97.69% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.43% 85.14%
CHEMBL340 P08684 Cytochrome P450 3A4 90.52% 91.19%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 90.52% 91.11%
CHEMBL5255 O00206 Toll-like receptor 4 86.96% 92.50%
CHEMBL2581 P07339 Cathepsin D 85.29% 98.95%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.91% 92.94%
CHEMBL1859 O95180 Voltage-gated T-type calcium channel alpha-1H subunit 84.71% 98.57%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 84.43% 94.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.36% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.48% 95.89%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.79% 99.23%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.90% 97.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 80.88% 94.45%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 80.33% 95.71%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 80.00% 95.17%

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 himalayense
Daphniphyllum paxianum
Daphniphyllum subverticillatum

Cross-Links

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PubChem 163049940
LOTUS LTS0014002
wikiData Q105387180