methyl 3-[(1S,2R,3S,7R,10S,13S,14R)-1-methyl-14-propan-2-yl-12-azapentacyclo[8.6.0.02,13.03,7.07,12]hexadecan-2-yl]propanoate

Details

Top
Internal ID 62752b51-dad9-4bb1-962b-45188f99fafe
Taxonomy Alkaloids and derivatives > Daphniphylline-type alkaloids
IUPAC Name methyl 3-[(1S,2R,3S,7R,10S,13S,14R)-1-methyl-14-propan-2-yl-12-azapentacyclo[8.6.0.02,13.03,7.07,12]hexadecan-2-yl]propanoate
SMILES (Canonical) CC(C)C1CCC2(C3CCC45CCCC4C2(C1N5C3)CCC(=O)OC)C
SMILES (Isomeric) CC(C)[C@H]1CC[C@]2([C@@H]3CC[C@]45CCC[C@H]4[C@]2([C@H]1N5C3)CCC(=O)OC)C
InChI InChI=1S/C23H37NO2/c1-15(2)17-8-11-21(3)16-7-12-22-10-5-6-18(22)23(21,13-9-19(25)26-4)20(17)24(22)14-16/h15-18,20H,5-14H2,1-4H3/t16-,17-,18-,20+,21+,22-,23+/m1/s1
InChI Key NTGCSTZYSQEIFW-KRCCOEDOSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C23H37NO2
Molecular Weight 359.50 g/mol
Exact Mass 359.282429423 g/mol
Topological Polar Surface Area (TPSA) 29.50 Ų
XlogP 4.80
Atomic LogP (AlogP) 4.65
H-Bond Acceptor 3
H-Bond Donor 0
Rotatable Bonds 4

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of methyl 3-[(1S,2R,3S,7R,10S,13S,14R)-1-methyl-14-propan-2-yl-12-azapentacyclo[8.6.0.02,13.03,7.07,12]hexadecan-2-yl]propanoate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9641 96.41%
Caco-2 + 0.7198 71.98%
Blood Brain Barrier + 0.8500 85.00%
Human oral bioavailability + 0.6143 61.43%
Subcellular localzation Mitochondria 0.6864 68.64%
OATP2B1 inhibitior - 0.8601 86.01%
OATP1B1 inhibitior + 0.8921 89.21%
OATP1B3 inhibitior + 0.9393 93.93%
MATE1 inhibitior - 0.7400 74.00%
OCT2 inhibitior + 0.7000 70.00%
BSEP inhibitior - 0.4593 45.93%
P-glycoprotein inhibitior - 0.7907 79.07%
P-glycoprotein substrate - 0.5734 57.34%
CYP3A4 substrate + 0.6471 64.71%
CYP2C9 substrate - 0.8129 81.29%
CYP2D6 substrate - 0.6565 65.65%
CYP3A4 inhibition - 0.8096 80.96%
CYP2C9 inhibition - 0.8190 81.90%
CYP2C19 inhibition - 0.7587 75.87%
CYP2D6 inhibition - 0.6658 66.58%
CYP1A2 inhibition - 0.8162 81.62%
CYP2C8 inhibition - 0.7493 74.93%
CYP inhibitory promiscuity - 0.8666 86.66%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Non-required 0.6425 64.25%
Eye corrosion - 0.9821 98.21%
Eye irritation - 0.7332 73.32%
Skin irritation - 0.7474 74.74%
Skin corrosion - 0.8419 84.19%
Ames mutagenesis - 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6472 64.72%
Micronuclear - 0.7900 79.00%
Hepatotoxicity - 0.6084 60.84%
skin sensitisation - 0.8236 82.36%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.6556 65.56%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity - 0.8291 82.91%
Acute Oral Toxicity (c) III 0.6298 62.98%
Estrogen receptor binding + 0.8569 85.69%
Androgen receptor binding + 0.7303 73.03%
Thyroid receptor binding + 0.5626 56.26%
Glucocorticoid receptor binding + 0.7818 78.18%
Aromatase binding + 0.7573 75.73%
PPAR gamma + 0.5241 52.41%
Honey bee toxicity - 0.8624 86.24%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.6300 63.00%
Fish aquatic toxicity + 0.8625 86.25%

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 97.96% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.75% 97.25%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 93.33% 96.38%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.11% 94.45%
CHEMBL4040 P28482 MAP kinase ERK2 92.95% 83.82%
CHEMBL4072 P07858 Cathepsin B 92.05% 93.67%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 90.80% 95.17%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 88.38% 97.50%
CHEMBL3437 Q16853 Amine oxidase, copper containing 88.09% 94.00%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 88.05% 97.47%
CHEMBL2581 P07339 Cathepsin D 87.92% 98.95%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 87.21% 91.03%
CHEMBL4227 P25090 Lipoxin A4 receptor 86.87% 100.00%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 86.43% 93.03%
CHEMBL4073 P09237 Matrix metalloproteinase 7 86.01% 97.56%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 85.61% 82.69%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 85.56% 95.50%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 85.52% 94.33%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 85.38% 96.47%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.96% 97.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 84.52% 91.11%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 84.05% 98.33%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.60% 93.56%
CHEMBL218 P21554 Cannabinoid CB1 receptor 83.20% 96.61%
CHEMBL213 P08588 Beta-1 adrenergic receptor 82.94% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.77% 95.89%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.67% 91.07%
CHEMBL2095194 P08709 Coagulation factor VII/tissue factor 82.43% 99.17%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 81.90% 95.58%
CHEMBL2534 O15530 3-phosphoinositide dependent protein kinase-1 81.56% 95.36%
CHEMBL1871 P10275 Androgen Receptor 81.51% 96.43%
CHEMBL340 P08684 Cytochrome P450 3A4 81.04% 91.19%
CHEMBL5255 O00206 Toll-like receptor 4 80.34% 92.50%

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.
Daphniphyllum calycinum
Daphniphyllum pentandrum
Daphniphyllum subverticillatum

Cross-Links

Top
PubChem 102058172
LOTUS LTS0000390
wikiData Q104399829