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(1S,14S,15R)-15-[[(5aR,6R,8R,9R,9aS)-8-(hydroxymethyl)-9-methoxy-6,8,9,9a-tetrahydro-5aH-pyrano[3,4-f][1,3,5]trioxepin-6-yl]oxy]-14-hydroxy-5,7-dioxa-12-azatetracyclo[10.5.2.02,10.04,8]nonadeca-2,4(8),9-triene-13,17-dione

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 be75ce2d-d7d8-4eb2-a264-bd177b5337ba
Taxonomy Organoheterocyclic compounds > Benzazepines
IUPAC Name (1S,14S,15R)-15-[[(5aR,6R,8R,9R,9aS)-8-(hydroxymethyl)-9-methoxy-6,8,9,9a-tetrahydro-5aH-pyrano[3,4-f][1,3,5]trioxepin-6-yl]oxy]-14-hydroxy-5,7-dioxa-12-azatetracyclo[10.5.2.02,10.04,8]nonadeca-2,4(8),9-triene-13,17-dione
SMILES (Canonical) COC1C(OC(C2C1OCOCO2)OC3CC(=O)C4CCN(CC5=CC6=C(C=C45)OCO6)C(=O)C3O)CO
SMILES (Isomeric) CO[C@@H]1[C@H](O[C@H]([C@H]2[C@H]1OCOCO2)O[C@@H]3CC(=O)[C@H]4CCN(CC5=CC6=C(C=C45)OCO6)C(=O)[C@H]3O)CO
InChI InChI=1S/C25H31NO12/c1-31-21-19(8-27)38-25(23-22(21)35-9-32-10-36-23)37-18-6-15(28)13-2-3-26(24(30)20(18)29)7-12-4-16-17(5-14(12)13)34-11-33-16/h4-5,13,18-23,25,27,29H,2-3,6-11H2,1H3/t13-,18+,19+,20-,21+,22-,23+,25+/m0/s1
InChI Key DBRXEQWXZAWWOM-CVQVDSLPSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C25H31NO12
Molecular Weight 537.50 g/mol
Exact Mass 537.18462542 g/mol
Topological Polar Surface Area (TPSA) 152.00 Ų
XlogP -1.30
Atomic LogP (AlogP) -0.60
H-Bond Acceptor 12
H-Bond Donor 2
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,14S,15R)-15-[[(5aR,6R,8R,9R,9aS)-8-(hydroxymethyl)-9-methoxy-6,8,9,9a-tetrahydro-5aH-pyrano[3,4-f][1,3,5]trioxepin-6-yl]oxy]-14-hydroxy-5,7-dioxa-12-azatetracyclo[10.5.2.02,10.04,8]nonadeca-2,4(8),9-triene-13,17-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6811 68.11%
Caco-2 - 0.7572 75.72%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.6291 62.91%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8532 85.32%
OATP1B3 inhibitior + 0.9322 93.22%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.9053 90.53%
P-glycoprotein inhibitior + 0.5735 57.35%
P-glycoprotein substrate + 0.5231 52.31%
CYP3A4 substrate + 0.6931 69.31%
CYP2C9 substrate - 0.8065 80.65%
CYP2D6 substrate - 0.8488 84.88%
CYP3A4 inhibition + 0.6333 63.33%
CYP2C9 inhibition - 0.7467 74.67%
CYP2C19 inhibition - 0.5337 53.37%
CYP2D6 inhibition - 0.7673 76.73%
CYP1A2 inhibition - 0.8018 80.18%
CYP2C8 inhibition - 0.6811 68.11%
CYP inhibitory promiscuity - 0.5581 55.81%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5764 57.64%
Eye corrosion - 0.9890 98.90%
Eye irritation - 0.9380 93.80%
Skin irritation - 0.7889 78.89%
Skin corrosion - 0.9404 94.04%
Ames mutagenesis - 0.6624 66.24%
Human Ether-a-go-go-Related Gene inhibition - 0.6216 62.16%
Micronuclear + 0.6900 69.00%
Hepatotoxicity + 0.5875 58.75%
skin sensitisation - 0.8800 88.00%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity + 0.5470 54.70%
Acute Oral Toxicity (c) III 0.6145 61.45%
Estrogen receptor binding + 0.7685 76.85%
Androgen receptor binding + 0.7042 70.42%
Thyroid receptor binding - 0.6858 68.58%
Glucocorticoid receptor binding + 0.6799 67.99%
Aromatase binding - 0.5488 54.88%
PPAR gamma + 0.6192 61.92%
Honey bee toxicity - 0.5724 57.24%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity - 0.5835 58.35%

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
CHEMBL4040 P28482 MAP kinase ERK2 98.83% 83.82%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.68% 91.11%
CHEMBL2581 P07339 Cathepsin D 98.38% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.05% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.74% 85.14%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 91.85% 90.24%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.35% 86.33%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 91.11% 96.77%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.34% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.90% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.23% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.52% 89.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.77% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.99% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.19% 100.00%
CHEMBL5311 P37023 Serine/threonine-protein kinase receptor R3 84.53% 82.67%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.21% 92.62%
CHEMBL3922 P50579 Methionine aminopeptidase 2 82.83% 97.28%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 82.37% 93.40%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 81.96% 95.83%
CHEMBL241 Q14432 Phosphodiesterase 3A 81.76% 92.94%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 15376468
LOTUS LTS0190366
wikiData Q104974762