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[(1R,3S,5R,6S)-6-[(Z)-but-2-en-2-yl]oxycarbonyl-8-methyl-8-azabicyclo[3.2.1]octan-3-yl] (1S,3S,6R,7S,8S,9R,12R,14R,16S,18S,21Z,25S,27R)-6,15,21,28-tetramethyl-5,10,20,23-tetraoxo-8-phenyl-4,11,19,24-tetraoxa-15,28-diazahexacyclo[23.3.1.114,18.03,27.06,9.012,16]triacont-21-ene-7-carboxylate

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 4d1de4bb-8095-4af6-bb92-94fbafed4ea4
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Hexacarboxylic acids and derivatives
IUPAC Name [(1R,3S,5R,6S)-6-[(Z)-but-2-en-2-yl]oxycarbonyl-8-methyl-8-azabicyclo[3.2.1]octan-3-yl] (1S,3S,6R,7S,8S,9R,12R,14R,16S,18S,21Z,25S,27R)-6,15,21,28-tetramethyl-5,10,20,23-tetraoxo-8-phenyl-4,11,19,24-tetraoxa-15,28-diazahexacyclo[23.3.1.114,18.03,27.06,9.012,16]triacont-21-ene-7-carboxylate
SMILES (Canonical) CC=C(C)OC(=O)C1CC2CC(CC1N2C)OC(=O)C3C(C4C3(C(=O)OC5CC6CC(CC5N6C)OC(=O)C=C(C(=O)OC7CC8CC(C(C7)N8C)OC4=O)C)C)C9=CC=CC=C9
SMILES (Isomeric) C/C=C(/C)\OC(=O)[C@H]1C[C@@H]2C[C@@H](C[C@H]1N2C)OC(=O)[C@H]3[C@@H]([C@@H]4[C@@]3(C(=O)O[C@H]5C[C@@H]6C[C@@H](C[C@H]5N6C)OC(=O)/C=C(\C(=O)O[C@H]7C[C@@H]8C[C@H]([C@H](C7)N8C)OC4=O)/C)C)C9=CC=CC=C9
InChI InChI=1S/C48H61N3O12/c1-8-25(3)58-44(54)33-18-27-15-31(21-34(33)49(27)5)61-45(55)41-40(26-12-10-9-11-13-26)42-46(56)62-37-19-29-17-32(23-35(37)50(29)6)60-43(53)24(2)14-39(52)59-30-16-28-20-38(36(22-30)51(28)7)63-47(57)48(41,42)4/h8-14,27-38,40-42H,15-23H2,1-7H3/b24-14-,25-8-/t27-,28-,29+,30-,31-,32-,33-,34+,35-,36+,37+,38-,40-,41+,42-,48+/m0/s1
InChI Key KMPLMDQWOSMUKO-JVLNXZAUSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C48H61N3O12
Molecular Weight 872.00 g/mol
Exact Mass 871.42552439 g/mol
Topological Polar Surface Area (TPSA) 168.00 Ų
XlogP 5.50
Atomic LogP (AlogP) 4.22
H-Bond Acceptor 15
H-Bond Donor 0
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,3S,5R,6S)-6-[(Z)-but-2-en-2-yl]oxycarbonyl-8-methyl-8-azabicyclo[3.2.1]octan-3-yl] (1S,3S,6R,7S,8S,9R,12R,14R,16S,18S,21Z,25S,27R)-6,15,21,28-tetramethyl-5,10,20,23-tetraoxo-8-phenyl-4,11,19,24-tetraoxa-15,28-diazahexacyclo[23.3.1.114,18.03,27.06,9.012,16]triacont-21-ene-7-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9264 92.64%
Caco-2 - 0.8468 84.68%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.5864 58.64%
OATP2B1 inhibitior - 0.7145 71.45%
OATP1B1 inhibitior + 0.8113 81.13%
OATP1B3 inhibitior + 0.9240 92.40%
MATE1 inhibitior - 0.6800 68.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.9694 96.94%
P-glycoprotein inhibitior + 0.8033 80.33%
P-glycoprotein substrate + 0.7280 72.80%
CYP3A4 substrate + 0.7325 73.25%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8156 81.56%
CYP3A4 inhibition - 0.7642 76.42%
CYP2C9 inhibition - 0.7933 79.33%
CYP2C19 inhibition - 0.7428 74.28%
CYP2D6 inhibition - 0.8615 86.15%
CYP1A2 inhibition - 0.8105 81.05%
CYP2C8 inhibition + 0.7531 75.31%
CYP inhibitory promiscuity - 0.8038 80.38%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8800 88.00%
Carcinogenicity (trinary) Non-required 0.4978 49.78%
Eye corrosion - 0.9869 98.69%
Eye irritation - 0.9106 91.06%
Skin irritation - 0.7772 77.72%
Skin corrosion - 0.9300 93.00%
Ames mutagenesis + 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7796 77.96%
Micronuclear + 0.6800 68.00%
Hepatotoxicity + 0.6407 64.07%
skin sensitisation - 0.8515 85.15%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity + 0.7604 76.04%
Acute Oral Toxicity (c) III 0.5949 59.49%
Estrogen receptor binding + 0.8089 80.89%
Androgen receptor binding + 0.7631 76.31%
Thyroid receptor binding + 0.5621 56.21%
Glucocorticoid receptor binding + 0.7738 77.38%
Aromatase binding + 0.5986 59.86%
PPAR gamma + 0.7967 79.67%
Honey bee toxicity - 0.6592 65.92%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9741 97.41%

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
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.94% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.79% 91.11%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 94.39% 94.62%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 94.26% 94.08%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.97% 96.09%
CHEMBL1951 P21397 Monoamine oxidase A 93.65% 91.49%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.48% 99.23%
CHEMBL2581 P07339 Cathepsin D 90.00% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.89% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.14% 89.00%
CHEMBL5028 O14672 ADAM10 87.03% 97.50%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 86.43% 96.47%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 86.40% 94.23%
CHEMBL340 P08684 Cytochrome P450 3A4 84.54% 91.19%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.55% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.21% 94.45%
CHEMBL5409 Q8TDU6 G-protein coupled bile acid receptor 1 81.66% 93.65%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 81.59% 85.14%
CHEMBL3524 P56524 Histone deacetylase 4 81.13% 92.97%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 80.16% 96.95%

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.
Crotalaria grahamiana
Schizanthus grahamii

Cross-Links

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PubChem 163104746
LOTUS LTS0258500
wikiData Q105143127