PlantaeDB Logo
Login Sign-up

(3S,6S,9R,13R,16R,17R,20S,23S)-3-(2-amino-2-oxoethyl)-20-benzyl-6-[(2S)-butan-2-yl]-9-[(2R)-butan-2-yl]-7,10,16-trimethyl-2,5,8,11,15,19,22-heptaoxo-17-[2-[(E,2S)-4-phenylbut-3-en-2-yl]-1,3-oxazol-4-yl]-18-oxa-1,4,7,10,14,21-hexazabicyclo[21.3.0]hexacosane-13-carboxylic acid

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

Top
Internal ID d9368e8b-9896-4658-81a4-e6b05db9c68a
Taxonomy Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
IUPAC Name (3S,6S,9R,13R,16R,17R,20S,23S)-3-(2-amino-2-oxoethyl)-20-benzyl-6-[(2S)-butan-2-yl]-9-[(2R)-butan-2-yl]-7,10,16-trimethyl-2,5,8,11,15,19,22-heptaoxo-17-[2-[(E,2S)-4-phenylbut-3-en-2-yl]-1,3-oxazol-4-yl]-18-oxa-1,4,7,10,14,21-hexazabicyclo[21.3.0]hexacosane-13-carboxylic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C53H70N8O12/c1-9-30(3)43-48(66)55-36(27-41(54)62)50(67)61-25-17-22-40(61)47(65)57-38(26-35-20-15-12-16-21-35)53(71)73-45(39-29-72-49(58-39)32(5)23-24-34-18-13-11-14-19-34)33(6)46(64)56-37(52(69)70)28-42(63)59(7)44(31(4)10-2)51(68)60(43)8/h11-16,18-21,23-24,29-33,36-38,40,43-45H,9-10,17,22,25-28H2,1-8H3,(H2,54,62)(H,55,66)(H,56,64)(H,57,65)(H,69,70)/b24-23+/t30-,31+,32-,33+,36-,37+,38-,40-,43-,44+,45+/m0/s1
InChI Key VSTFMDGPTIJOBO-OYZKILQOSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C53H70N8O12
Molecular Weight 1011.20 g/mol
Exact Mass 1010.51131970 g/mol
Topological Polar Surface Area (TPSA) 281.00 Ų
XlogP 4.30
Atomic LogP (AlogP) 3.51
H-Bond Acceptor 12
H-Bond Donor 5
Rotatable Bonds 13

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (3S,6S,9R,13R,16R,17R,20S,23S)-3-(2-amino-2-oxoethyl)-20-benzyl-6-[(2S)-butan-2-yl]-9-[(2R)-butan-2-yl]-7,10,16-trimethyl-2,5,8,11,15,19,22-heptaoxo-17-[2-[(E,2S)-4-phenylbut-3-en-2-yl]-1,3-oxazol-4-yl]-18-oxa-1,4,7,10,14,21-hexazabicyclo[21.3.0]hexacosane-13-carboxylic acid

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7496 74.96%
Caco-2 - 0.8691 86.91%
Blood Brain Barrier - 0.9000 90.00%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.3952 39.52%
OATP2B1 inhibitior - 0.7133 71.33%
OATP1B1 inhibitior + 0.8096 80.96%
OATP1B3 inhibitior + 0.9064 90.64%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9311 93.11%
BSEP inhibitior + 0.9805 98.05%
P-glycoprotein inhibitior + 0.7536 75.36%
P-glycoprotein substrate + 0.8493 84.93%
CYP3A4 substrate + 0.7234 72.34%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8711 87.11%
CYP3A4 inhibition - 0.6752 67.52%
CYP2C9 inhibition - 0.8385 83.85%
CYP2C19 inhibition - 0.8451 84.51%
CYP2D6 inhibition - 0.9075 90.75%
CYP1A2 inhibition - 0.8767 87.67%
CYP2C8 inhibition + 0.7697 76.97%
CYP inhibitory promiscuity - 0.9365 93.65%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8800 88.00%
Carcinogenicity (trinary) Non-required 0.5969 59.69%
Eye corrosion - 0.9891 98.91%
Eye irritation - 0.9036 90.36%
Skin irritation - 0.7882 78.82%
Skin corrosion - 0.9293 92.93%
Ames mutagenesis - 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6477 64.77%
Micronuclear + 0.8400 84.00%
Hepatotoxicity + 0.5812 58.12%
skin sensitisation - 0.8845 88.45%
Respiratory toxicity + 0.8222 82.22%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity - 0.8335 83.35%
Acute Oral Toxicity (c) III 0.5895 58.95%
Estrogen receptor binding + 0.8237 82.37%
Androgen receptor binding + 0.7536 75.36%
Thyroid receptor binding + 0.6176 61.76%
Glucocorticoid receptor binding + 0.6785 67.85%
Aromatase binding + 0.5642 56.42%
PPAR gamma + 0.7990 79.90%
Honey bee toxicity - 0.7297 72.97%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.9616 96.16%

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
CHEMBL2581 P07339 Cathepsin D 99.73% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.92% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 97.05% 95.56%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 96.92% 97.64%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.50% 86.33%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.02% 85.14%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 94.21% 93.00%
CHEMBL221 P23219 Cyclooxygenase-1 94.00% 90.17%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 93.57% 99.23%
CHEMBL2492 P36544 Neuronal acetylcholine receptor protein alpha-7 subunit 92.58% 88.42%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 91.49% 82.38%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.35% 95.89%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 88.15% 96.00%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 87.90% 93.03%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.61% 97.09%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 85.46% 91.71%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 83.47% 95.50%
CHEMBL333 P08253 Matrix metalloproteinase-2 81.75% 96.31%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.31% 94.45%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.90% 90.71%
CHEMBL226 P30542 Adenosine A1 receptor 80.80% 95.93%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.79% 99.17%

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.
There are no matching plants.

Cross-Links

Top
PubChem 163194392
LOTUS LTS0110581
wikiData Q105292485