methyl 3-[(2S,3R,4R,8S,11S,12R,15R)-11-hydroxy-12,16-dimethyl-1-azapentacyclo[9.6.1.02,15.03,12.04,8]octadecan-3-yl]propanoate

Details

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Internal ID 981b3bfa-6730-450b-ac56-6e1b8236d544
Taxonomy Organoheterocyclic compounds > Indolizidines
IUPAC Name methyl 3-[(2S,3R,4R,8S,11S,12R,15R)-11-hydroxy-12,16-dimethyl-1-azapentacyclo[9.6.1.02,15.03,12.04,8]octadecan-3-yl]propanoate
SMILES (Canonical) CC1CN2CC3(CCC4CCCC4C5(C2C1CCC35C)CCC(=O)OC)O
SMILES (Isomeric) CC1CN2C[C@@]3(CC[C@@H]4CCC[C@H]4[C@]5([C@@H]2[C@@H]1CC[C@@]35C)CCC(=O)OC)O
InChI InChI=1S/C23H37NO3/c1-15-13-24-14-22(26)11-7-16-5-4-6-18(16)23(12-9-19(25)27-3)20(24)17(15)8-10-21(22,23)2/h15-18,20,26H,4-14H2,1-3H3/t15?,16-,17+,18+,20-,21-,22+,23-/m0/s1
InChI Key PCUCOSDQDAWEOA-VBWVYRQQSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C23H37NO3
Molecular Weight 375.50 g/mol
Exact Mass 375.27734404 g/mol
Topological Polar Surface Area (TPSA) 49.80 Ų
XlogP 4.00
Atomic LogP (AlogP) 3.62
H-Bond Acceptor 4
H-Bond Donor 1
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl 3-[(2S,3R,4R,8S,11S,12R,15R)-11-hydroxy-12,16-dimethyl-1-azapentacyclo[9.6.1.02,15.03,12.04,8]octadecan-3-yl]propanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8662 86.62%
Caco-2 + 0.7174 71.74%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability + 0.5143 51.43%
Subcellular localzation Mitochondria 0.5287 52.87%
OATP2B1 inhibitior - 0.8623 86.23%
OATP1B1 inhibitior + 0.8815 88.15%
OATP1B3 inhibitior + 0.9377 93.77%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior + 0.5518 55.18%
P-glycoprotein inhibitior - 0.8625 86.25%
P-glycoprotein substrate - 0.5244 52.44%
CYP3A4 substrate + 0.6984 69.84%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.6912 69.12%
CYP3A4 inhibition - 0.7332 73.32%
CYP2C9 inhibition - 0.8493 84.93%
CYP2C19 inhibition - 0.8852 88.52%
CYP2D6 inhibition - 0.7121 71.21%
CYP1A2 inhibition - 0.9012 90.12%
CYP2C8 inhibition - 0.6224 62.24%
CYP inhibitory promiscuity - 0.9496 94.96%
UGT catelyzed + 0.5362 53.62%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6418 64.18%
Eye corrosion - 0.9916 99.16%
Eye irritation - 0.8207 82.07%
Skin irritation - 0.7515 75.15%
Skin corrosion - 0.9116 91.16%
Ames mutagenesis - 0.7600 76.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6576 65.76%
Micronuclear - 0.6600 66.00%
Hepatotoxicity + 0.5021 50.21%
skin sensitisation - 0.8779 87.79%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.9750 97.50%
Nephrotoxicity + 0.5543 55.43%
Acute Oral Toxicity (c) III 0.5944 59.44%
Estrogen receptor binding + 0.8453 84.53%
Androgen receptor binding + 0.7814 78.14%
Thyroid receptor binding + 0.5555 55.55%
Glucocorticoid receptor binding + 0.8346 83.46%
Aromatase binding + 0.6939 69.39%
PPAR gamma - 0.5530 55.30%
Honey bee toxicity - 0.8490 84.90%
Biodegradation - 0.6250 62.50%
Crustacea aquatic toxicity + 0.5900 59.00%
Fish aquatic toxicity - 0.4491 44.91%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.57% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.22% 96.09%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 92.62% 95.17%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 89.46% 95.50%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 88.69% 94.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.50% 94.45%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 87.68% 96.38%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 87.61% 82.69%
CHEMBL5255 O00206 Toll-like receptor 4 87.26% 92.50%
CHEMBL233 P35372 Mu opioid receptor 86.77% 97.93%
CHEMBL321 P14780 Matrix metalloproteinase 9 86.08% 92.12%
CHEMBL340 P08684 Cytochrome P450 3A4 85.80% 91.19%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.08% 91.07%
CHEMBL218 P21554 Cannabinoid CB1 receptor 85.03% 96.61%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 84.70% 91.03%
CHEMBL3437 Q16853 Amine oxidase, copper containing 84.62% 94.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.22% 97.09%
CHEMBL2534 O15530 3-phosphoinositide dependent protein kinase-1 84.19% 95.36%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 84.03% 97.50%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 83.25% 93.03%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.25% 97.14%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 81.76% 94.78%
CHEMBL1859 O95180 Voltage-gated T-type calcium channel alpha-1H subunit 81.30% 98.57%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.12% 100.00%
CHEMBL237 P41145 Kappa opioid receptor 80.66% 98.10%

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 102596803
LOTUS LTS0250470
wikiData Q105206048