PlantaeDB Logo
Login Sign-up

cyclo[DL-Leu-D-N(Me)Val(3-OH)-OIle-D-N(Me)Val-D-Phe-D-N(Me)Phe-Pro-Val-N(Me)Val]

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 4ff9ed71-f930-4dd4-af68-02d98296d4a1
Taxonomy Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
IUPAC Name (3R,6R,9R,12S,15R,21S,24S,27S)-3,6-dibenzyl-12-[(2S)-butan-2-yl]-15-(2-hydroxypropan-2-yl)-4,10,16,22-tetramethyl-18-(2-methylpropyl)-9,21,24-tri(propan-2-yl)-13-oxa-1,4,7,10,16,19,22,25-octazabicyclo[25.3.0]triacontane-2,5,8,11,14,17,20,23,26-nonone
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C59H90N8O11/c1-17-38(10)48-57(75)65(15)47(37(8)9)52(70)61-42(32-39-25-20-18-21-26-39)53(71)63(13)44(33-40-27-22-19-23-28-40)55(73)67-30-24-29-43(67)50(68)62-45(35(4)5)56(74)64(14)46(36(6)7)51(69)60-41(31-34(2)3)54(72)66(16)49(58(76)78-48)59(11,12)77/h18-23,25-28,34-38,41-49,77H,17,24,29-33H2,1-16H3,(H,60,69)(H,61,70)(H,62,68)/t38-,41?,42+,43-,44+,45-,46-,47+,48-,49-/m0/s1
InChI Key VOHALDDSFQVBOL-IVMXXMEGSA-N
Popularity 2 references in papers

Physical and Chemical Properties

Top
Molecular Formula C59H90N8O11
Molecular Weight 1087.40 g/mol
Exact Mass 1086.67290572 g/mol
Topological Polar Surface Area (TPSA) 235.00 Ų
XlogP 8.20
Atomic LogP (AlogP) 3.98
H-Bond Acceptor 11
H-Bond Donor 4
Rotatable Bonds 12

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of cyclo[DL-Leu-D-N(Me)Val(3-OH)-OIle-D-N(Me)Val-D-Phe-D-N(Me)Phe-Pro-Val-N(Me)Val]

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7460 74.60%
Caco-2 - 0.8657 86.57%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Lysosomes 0.4523 45.23%
OATP2B1 inhibitior - 0.5728 57.28%
OATP1B1 inhibitior + 0.8248 82.48%
OATP1B3 inhibitior + 0.9136 91.36%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9111 91.11%
P-glycoprotein inhibitior + 0.7585 75.85%
P-glycoprotein substrate + 0.8557 85.57%
CYP3A4 substrate + 0.7022 70.22%
CYP2C9 substrate - 0.6108 61.08%
CYP2D6 substrate - 0.8243 82.43%
CYP3A4 inhibition + 0.5159 51.59%
CYP2C9 inhibition - 0.6869 68.69%
CYP2C19 inhibition - 0.7383 73.83%
CYP2D6 inhibition - 0.8677 86.77%
CYP1A2 inhibition - 0.9399 93.99%
CYP2C8 inhibition + 0.6778 67.78%
CYP inhibitory promiscuity - 0.9254 92.54%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.8800 88.00%
Carcinogenicity (trinary) Non-required 0.6312 63.12%
Eye corrosion - 0.9918 99.18%
Eye irritation - 0.9038 90.38%
Skin irritation - 0.7844 78.44%
Skin corrosion - 0.9217 92.17%
Ames mutagenesis - 0.6254 62.54%
Human Ether-a-go-go-Related Gene inhibition - 0.3649 36.49%
Micronuclear + 0.7300 73.00%
Hepatotoxicity + 0.5750 57.50%
skin sensitisation - 0.8940 89.40%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity - 0.8190 81.90%
Acute Oral Toxicity (c) III 0.6738 67.38%
Estrogen receptor binding + 0.7884 78.84%
Androgen receptor binding + 0.7447 74.47%
Thyroid receptor binding + 0.6292 62.92%
Glucocorticoid receptor binding + 0.7153 71.53%
Aromatase binding + 0.5784 57.84%
PPAR gamma + 0.8007 80.07%
Honey bee toxicity - 0.7606 76.06%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.9803 98.03%

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 99.87% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.24% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.19% 85.14%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.65% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.81% 95.56%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 93.73% 82.38%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 93.43% 97.64%
CHEMBL333 P08253 Matrix metalloproteinase-2 92.09% 96.31%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.53% 95.89%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 90.07% 90.93%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 89.50% 97.14%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 89.44% 93.03%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.34% 94.45%
CHEMBL1902 P62942 FK506-binding protein 1A 88.12% 97.05%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 87.18% 93.00%
CHEMBL3524 P56524 Histone deacetylase 4 87.07% 92.97%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.42% 99.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.35% 86.33%
CHEMBL5103 Q969S8 Histone deacetylase 10 86.23% 90.08%
CHEMBL3392948 Q9NP59 Solute carrier family 40 member 1 84.41% 95.00%
CHEMBL3401 O75469 Pregnane X receptor 84.28% 94.73%
CHEMBL4616 Q92847 Ghrelin receptor 83.28% 92.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.04% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.82% 97.09%
CHEMBL3004 P33527 Multidrug resistance-associated protein 1 82.55% 96.37%
CHEMBL1949 P62937 Cyclophilin A 80.99% 98.57%
CHEMBL5203 P33316 dUTP pyrophosphatase 80.87% 99.18%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.67% 93.56%

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 101613780
LOTUS LTS0016556
wikiData Q105290181