PlantaeDB Logo
Login Sign-up

(2S,3S)-2-amino-N-[(3R,6S,9E,12R,15Z,18R,21S,24R,27R,28R)-6-(3-aminopropyl)-3-benzyl-15-ethylidene-24-[(1S)-1-hydroxyethyl]-9-[hydroxy(1H-indol-3-yl)methylidene]-12,21-bis(hydroxymethyl)-18-[(1S)-1-hydroxy-2-methylpropyl]-2,5,8,11,14,17,20,23,26-nonaoxo-28-propan-2-yl-1-oxa-4,7,10,13,16,19,22,25-octazacyclooctacos-27-yl]-3-methylpentanamide

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 4a4594e2-e3eb-4cf6-9f22-e4858b501ab7
Taxonomy Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
IUPAC Name (2S,3S)-2-amino-N-[(3R,6S,9E,12R,15Z,18R,21S,24R,27R,28R)-6-(3-aminopropyl)-3-benzyl-15-ethylidene-24-[(1S)-1-hydroxyethyl]-9-[hydroxy(1H-indol-3-yl)methylidene]-12,21-bis(hydroxymethyl)-18-[(1S)-1-hydroxy-2-methylpropyl]-2,5,8,11,14,17,20,23,26-nonaoxo-28-propan-2-yl-1-oxa-4,7,10,13,16,19,22,25-octazacyclooctacos-27-yl]-3-methylpentanamide
SMILES (Canonical) CCC(C)C(C(=O)NC1C(OC(=O)C(NC(=O)C(NC(=O)C(=C(C2=CNC3=CC=CC=C32)O)NC(=O)C(NC(=O)C(=CC)NC(=O)C(NC(=O)C(NC(=O)C(NC1=O)C(C)O)CO)C(C(C)C)O)CO)CCCN)CC4=CC=CC=C4)C(C)C)N
SMILES (Isomeric) CC[C@H](C)[C@@H](C(=O)N[C@@H]1[C@H](OC(=O)[C@H](NC(=O)[C@@H](NC(=O)/C(=C(/C2=CNC3=CC=CC=C32)\O)/NC(=O)[C@H](NC(=O)/C(=C/C)/NC(=O)[C@H](NC(=O)[C@@H](NC(=O)[C@H](NC1=O)[C@H](C)O)CO)[C@H](C(C)C)O)CO)CCCN)CC4=CC=CC=C4)C(C)C)N
InChI InChI=1S/C57H82N12O16/c1-9-29(7)40(59)52(79)69-44-47(28(5)6)85-57(84)37(23-31-17-12-11-13-18-31)63-49(76)36(21-16-22-58)62-55(82)43(46(74)33-24-60-35-20-15-14-19-32(33)35)68-50(77)38(25-70)64-48(75)34(10-2)61-54(81)42(45(73)27(3)4)67-51(78)39(26-71)65-53(80)41(30(8)72)66-56(44)83/h10-15,17-20,24,27-30,36-42,44-45,47,60,70-74H,9,16,21-23,25-26,58-59H2,1-8H3,(H,61,81)(H,62,82)(H,63,76)(H,64,75)(H,65,80)(H,66,83)(H,67,78)(H,68,77)(H,69,79)/b34-10-,46-43+/t29-,30-,36-,37+,38+,39-,40-,41+,42+,44+,45-,47+/m0/s1
InChI Key MDODWZNDNCDVHR-OVARDYSGSA-N
Popularity 2 references in papers

Physical and Chemical Properties

Top
Molecular Formula C57H82N12O16
Molecular Weight 1191.30 g/mol
Exact Mass 1190.59717457 g/mol
Topological Polar Surface Area (TPSA) 457.00 Ų
XlogP 2.60
Atomic LogP (AlogP) -2.76
H-Bond Acceptor 18
H-Bond Donor 17
Rotatable Bonds 16

Synonyms

Top
131086-53-8
RefChem:923881
CHEBI:221592
(2S,3S)-2-amino-N-[(3R,6S,9E,12R,15Z,18R,21S,24R,27R,28R)-6-(3-aminopropyl)-3-benzyl-15-ethylidene-24-[(1S)-1-hydroxyethyl]-9-[hydroxy(1H-indol-3-yl)methylidene]-12,21-bis(hydroxymethyl)-18-[(1S)-1-hydroxy-2-methylpropyl]-2,5,8,11,14,17,20,23,26-nonaoxo-28-propan-2-yl-1-oxa-4,7,10,13,16,19,22,25-octazacyclooctacos-27-yl]-3-methylpentanamide

2D Structure

Top
2D Structure of (2S,3S)-2-amino-N-[(3R,6S,9E,12R,15Z,18R,21S,24R,27R,28R)-6-(3-aminopropyl)-3-benzyl-15-ethylidene-24-[(1S)-1-hydroxyethyl]-9-[hydroxy(1H-indol-3-yl)methylidene]-12,21-bis(hydroxymethyl)-18-[(1S)-1-hydroxy-2-methylpropyl]-2,5,8,11,14,17,20,23,26-nonaoxo-28-propan-2-yl-1-oxa-4,7,10,13,16,19,22,25-octazacyclooctacos-27-yl]-3-methylpentanamide

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9088 90.88%
Caco-2 - 0.8666 86.66%
Blood Brain Barrier - 0.8000 80.00%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.3901 39.01%
OATP2B1 inhibitior - 0.8570 85.70%
OATP1B1 inhibitior + 0.8083 80.83%
OATP1B3 inhibitior + 0.9353 93.53%
MATE1 inhibitior - 0.7109 71.09%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.9287 92.87%
P-glycoprotein inhibitior + 0.7427 74.27%
P-glycoprotein substrate + 0.8716 87.16%
CYP3A4 substrate + 0.7362 73.62%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8441 84.41%
CYP3A4 inhibition - 0.6474 64.74%
CYP2C9 inhibition - 0.8038 80.38%
CYP2C19 inhibition - 0.7777 77.77%
CYP2D6 inhibition - 0.8780 87.80%
CYP1A2 inhibition - 0.8332 83.32%
CYP2C8 inhibition + 0.8010 80.10%
CYP inhibitory promiscuity - 0.6856 68.56%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.8800 88.00%
Carcinogenicity (trinary) Non-required 0.5365 53.65%
Eye corrosion - 0.9864 98.64%
Eye irritation - 0.8984 89.84%
Skin irritation - 0.7711 77.11%
Skin corrosion - 0.9271 92.71%
Ames mutagenesis - 0.6900 69.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6676 66.76%
Micronuclear + 0.8000 80.00%
Hepatotoxicity + 0.5250 52.50%
skin sensitisation - 0.8531 85.31%
Respiratory toxicity + 0.8444 84.44%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity - 0.6607 66.07%
Acute Oral Toxicity (c) III 0.5899 58.99%
Estrogen receptor binding + 0.7398 73.98%
Androgen receptor binding + 0.7595 75.95%
Thyroid receptor binding + 0.6463 64.63%
Glucocorticoid receptor binding + 0.6970 69.70%
Aromatase binding + 0.6800 68.00%
PPAR gamma + 0.7820 78.20%
Honey bee toxicity - 0.6668 66.68%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.8456 84.56%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.53% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 99.17% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.82% 96.09%
CHEMBL2581 P07339 Cathepsin D 98.21% 98.95%
CHEMBL4040 P28482 MAP kinase ERK2 97.63% 83.82%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.37% 95.56%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 94.74% 97.64%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.22% 97.25%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 93.12% 95.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 92.86% 92.62%
CHEMBL3830 Q2M2I8 Adaptor-associated kinase 92.81% 83.10%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.36% 99.17%
CHEMBL221 P23219 Cyclooxygenase-1 90.81% 90.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.58% 97.09%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 90.19% 94.62%
CHEMBL226 P30542 Adenosine A1 receptor 89.61% 95.93%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 89.15% 97.29%
CHEMBL3837 P07711 Cathepsin L 88.76% 96.61%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 88.45% 96.47%
CHEMBL255 P29275 Adenosine A2b receptor 87.53% 98.59%
CHEMBL3038469 P24941 CDK2/Cyclin A 86.67% 91.38%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.56% 89.00%
CHEMBL2492 P36544 Neuronal acetylcholine receptor protein alpha-7 subunit 85.99% 88.42%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 85.80% 92.88%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 85.71% 85.14%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 85.39% 96.90%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 85.32% 93.03%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 84.79% 95.71%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.52% 95.89%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.92% 100.00%
CHEMBL2535 P11166 Glucose transporter 83.65% 98.75%
CHEMBL3401 O75469 Pregnane X receptor 83.52% 94.73%
CHEMBL1255126 O15151 Protein Mdm4 83.22% 90.20%
CHEMBL2885 P07451 Carbonic anhydrase III 83.08% 87.45%
CHEMBL4581 P52732 Kinesin-like protein 1 82.71% 93.18%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 81.99% 83.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.40% 97.14%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 81.33% 91.71%
CHEMBL1949 P62937 Cyclophilin A 81.24% 98.57%
CHEMBL3310 Q96DB2 Histone deacetylase 11 80.09% 88.56%

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 139588924
LOTUS LTS0148592
wikiData Q105161863