Osobuxifoline

Details

Top
Internal ID 6f2e220b-fb0b-4780-8b6f-f0168a66d8a2
Taxonomy Alkaloids and derivatives > Aporphines
IUPAC Name 7,16-dimethoxy-3,5-dioxa-11-azapentacyclo[10.7.1.02,6.08,20.014,19]icosa-1,6,8(20),9,11,14(19),15,17-octaen-13-one
SMILES (Canonical) COC1=CC2=C(C=C1)C3=C4C(=C(C5=C3C(=NC=C5)C2=O)OC)OCO4
SMILES (Isomeric) COC1=CC2=C(C=C1)C3=C4C(=C(C5=C3C(=NC=C5)C2=O)OC)OCO4
InChI InChI=1S/C19H13NO5/c1-22-9-3-4-10-12(7-9)16(21)15-13-11(5-6-20-15)17(23-2)19-18(14(10)13)24-8-25-19/h3-7H,8H2,1-2H3
InChI Key COZVCMSRTUAQHU-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C19H13NO5
Molecular Weight 335.30 g/mol
Exact Mass 335.07937252 g/mol
Topological Polar Surface Area (TPSA) 66.90 Ų
XlogP 3.30
Atomic LogP (AlogP) 3.19
H-Bond Acceptor 6
H-Bond Donor 0
Rotatable Bonds 2

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of Osobuxifoline

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9886 98.86%
Caco-2 + 0.8860 88.60%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability + 0.5571 55.71%
Subcellular localzation Mitochondria 0.5904 59.04%
OATP2B1 inhibitior - 0.8623 86.23%
OATP1B1 inhibitior + 0.9511 95.11%
OATP1B3 inhibitior + 0.9223 92.23%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 1.0000 100.00%
BSEP inhibitior + 0.6089 60.89%
P-glycoprotein inhibitior - 0.5855 58.55%
P-glycoprotein substrate - 0.7789 77.89%
CYP3A4 substrate + 0.5995 59.95%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7812 78.12%
CYP3A4 inhibition + 0.9345 93.45%
CYP2C9 inhibition - 0.5594 55.94%
CYP2C19 inhibition + 0.8149 81.49%
CYP2D6 inhibition + 0.5149 51.49%
CYP1A2 inhibition + 0.9133 91.33%
CYP2C8 inhibition - 0.6019 60.19%
CYP inhibitory promiscuity + 0.9262 92.62%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5642 56.42%
Eye corrosion - 0.9840 98.40%
Eye irritation - 0.5862 58.62%
Skin irritation - 0.8075 80.75%
Skin corrosion - 0.9677 96.77%
Ames mutagenesis + 0.7936 79.36%
Human Ether-a-go-go-Related Gene inhibition + 0.6754 67.54%
Micronuclear + 0.7174 71.74%
Hepatotoxicity + 0.5500 55.00%
skin sensitisation - 0.7880 78.80%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.7556 75.56%
Mitochondrial toxicity + 0.5625 56.25%
Nephrotoxicity - 0.6342 63.42%
Acute Oral Toxicity (c) III 0.6394 63.94%
Estrogen receptor binding + 0.8928 89.28%
Androgen receptor binding + 0.6740 67.40%
Thyroid receptor binding + 0.8084 80.84%
Glucocorticoid receptor binding + 0.9301 93.01%
Aromatase binding + 0.6639 66.39%
PPAR gamma + 0.7083 70.83%
Honey bee toxicity - 0.8528 85.28%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.5600 56.00%
Fish aquatic toxicity - 0.4862 48.62%

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
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 96.64% 94.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 96.55% 96.77%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.17% 89.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.13% 91.11%
CHEMBL5747 Q92793 CREB-binding protein 94.10% 95.12%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.71% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.62% 95.56%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 93.38% 96.67%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.12% 86.33%
CHEMBL2581 P07339 Cathepsin D 91.62% 98.95%
CHEMBL1966 Q02127 Dihydroorotate dehydrogenase 88.46% 96.09%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 88.06% 96.00%
CHEMBL5311 P37023 Serine/threonine-protein kinase receptor R3 87.20% 82.67%
CHEMBL4225 P49760 Dual specificity protein kinase CLK2 87.15% 80.96%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 86.48% 99.15%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 85.65% 96.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.55% 99.23%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 85.17% 93.10%
CHEMBL2535 P11166 Glucose transporter 84.95% 98.75%
CHEMBL4208 P20618 Proteasome component C5 84.85% 90.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.50% 92.62%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 83.92% 100.00%
CHEMBL6175 Q9H3R0 Lysine-specific demethylase 4C 82.82% 96.69%
CHEMBL1907 P15144 Aminopeptidase N 82.16% 93.31%
CHEMBL2146302 O94925 Glutaminase kidney isoform, mitochondrial 81.33% 100.00%
CHEMBL4940 P07195 L-lactate dehydrogenase B chain 81.32% 95.53%
CHEMBL1951 P21397 Monoamine oxidase A 81.32% 91.49%
CHEMBL4040 P28482 MAP kinase ERK2 80.93% 83.82%
CHEMBL3192 Q9BY41 Histone deacetylase 8 80.56% 93.99%

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.
Artabotrys zeylanicus
Cissampelos glaberrima
Dasymaschalon longiflorum
Duguetia yeshidan

Cross-Links

Top
PubChem 101995841
LOTUS LTS0106798
wikiData Q104967394