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[(3R,5R,6S,7R,8E,10R,11R,12Z,14E)-6-hydroxy-5,11,21-trimethoxy-3,7,9,15-tetramethyl-16,20,22-trioxo-17-azabicyclo[16.3.1]docosa-1(21),8,12,14,18-pentaen-10-yl] carbamate

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 86477dd2-169f-46cd-9537-4fba3fd35bd3
Taxonomy Phenylpropanoids and polyketides > Macrolactams
IUPAC Name [(4E,6Z,8R,9R,10E,12R,13S,14R,16R)-13-hydroxy-8,14,19-trimethoxy-4,10,12,16-tetramethyl-3,20,22-trioxo-2-azabicyclo[16.3.1]docosa-1(21),4,6,10,18-pentaen-9-yl] carbamate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C29H40N2O9/c1-15-11-19-25(34)20(14-21(32)27(19)39-7)31-28(35)16(2)9-8-10-22(37-5)26(40-29(30)36)18(4)13-17(3)24(33)23(12-15)38-6/h8-10,13-15,17,22-24,26,33H,11-12H2,1-7H3,(H2,30,36)(H,31,35)/b10-8-,16-9+,18-13+/t15-,17-,22-,23-,24+,26-/m1/s1
InChI Key QTQAWLPCGQOSGP-VKNBREQOSA-N
Popularity 15 references in papers

Physical and Chemical Properties

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Molecular Formula C29H40N2O9
Molecular Weight 560.60 g/mol
Exact Mass 560.27338086 g/mol
Topological Polar Surface Area (TPSA) 163.00 Ų
XlogP 2.00
Atomic LogP (AlogP) 2.41
H-Bond Acceptor 9
H-Bond Donor 3
Rotatable Bonds 4

Synonyms

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AC-6794
CHEMBL182055
AKOS025402235
[(3R,5R,6S,7R,8E,10R,11R,12Z,14E)-6-hydroxy-5,11,21-trimethoxy-3,7,9,15-tetramethyl-16,20,22-trioxo-17-azabicyclo[16.3.1]docosa-1(21),8,12,14,18-pentaen-10-yl] carbamate
2-Azabicyclo[16.3.1]docosa-4,10,18,21-pentaene- 3,20,22-trione, 9,13-dihydroxy-8,14,19-trimethoxy- 4,10,12,16-tetramethyl-, 9-carbamate

2D Structure

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2D Structure of [(3R,5R,6S,7R,8E,10R,11R,12Z,14E)-6-hydroxy-5,11,21-trimethoxy-3,7,9,15-tetramethyl-16,20,22-trioxo-17-azabicyclo[16.3.1]docosa-1(21),8,12,14,18-pentaen-10-yl] carbamate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9268 92.68%
Caco-2 - 0.7332 73.32%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.4860 48.60%
OATP2B1 inhibitior - 0.7178 71.78%
OATP1B1 inhibitior + 0.8923 89.23%
OATP1B3 inhibitior + 0.9327 93.27%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.9796 97.96%
P-glycoprotein inhibitior + 0.9375 93.75%
P-glycoprotein substrate + 0.9128 91.28%
CYP3A4 substrate + 0.6971 69.71%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8817 88.17%
CYP3A4 inhibition - 0.9134 91.34%
CYP2C9 inhibition - 0.8498 84.98%
CYP2C19 inhibition - 0.8016 80.16%
CYP2D6 inhibition - 0.8999 89.99%
CYP1A2 inhibition - 0.8116 81.16%
CYP2C8 inhibition + 0.5392 53.92%
CYP inhibitory promiscuity - 0.9492 94.92%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.5357 53.57%
Eye corrosion - 0.9859 98.59%
Eye irritation - 0.9459 94.59%
Skin irritation - 0.7782 77.82%
Skin corrosion - 0.9401 94.01%
Ames mutagenesis - 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5277 52.77%
Micronuclear + 0.7900 79.00%
Hepatotoxicity + 0.6461 64.61%
skin sensitisation - 0.8705 87.05%
Respiratory toxicity + 0.8444 84.44%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity - 0.7023 70.23%
Acute Oral Toxicity (c) III 0.7692 76.92%
Estrogen receptor binding + 0.7495 74.95%
Androgen receptor binding + 0.7961 79.61%
Thyroid receptor binding + 0.5715 57.15%
Glucocorticoid receptor binding + 0.8559 85.59%
Aromatase binding + 0.5218 52.18%
PPAR gamma + 0.7478 74.78%
Honey bee toxicity - 0.6481 64.81%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6700 67.00%
Fish aquatic toxicity + 0.7563 75.63%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
CHEMBL1075132 Q12931 Heat shock protein 75 kDa, mitochondrial 661 nM
 IC50
 via Super-PRED
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 14 nM
 IC50
 via Super-PRED
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 10 nM
 IC50
 via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.14% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.91% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.09% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.75% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.96% 97.09%
CHEMBL241 Q14432 Phosphodiesterase 3A 93.93% 92.94%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.83% 94.45%
CHEMBL2581 P07339 Cathepsin D 90.71% 98.95%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.72% 99.23%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 87.64% 93.03%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.24% 97.25%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.82% 91.07%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 86.17% 95.71%
CHEMBL221 P23219 Cyclooxygenase-1 86.01% 90.17%
CHEMBL2535 P11166 Glucose transporter 85.12% 98.75%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.00% 95.89%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 83.48% 96.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.09% 86.33%

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 5281885
LOTUS LTS0268659
wikiData Q105227866