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cyclo[D-OPhe-Pro-aIle-ObAla(2S-Me,3R-pentyl)-Val-D-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

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Internal ID 8ddc0e43-8331-4b3c-a949-dbd0586f70d6
Taxonomy Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
IUPAC Name (3R,6R,9S,12S,13R,16S,19S)-3-benzyl-16-[(2R)-butan-2-yl]-7,12-dimethyl-13-pentyl-6,9-di(propan-2-yl)-4,14-dioxa-1,7,10,17-tetrazabicyclo[17.3.0]docosane-2,5,8,11,15,18-hexone
SMILES (Canonical) CCCCCC1C(C(=O)NC(C(=O)N(C(C(=O)OC(C(=O)N2CCCC2C(=O)NC(C(=O)O1)C(C)CC)CC3=CC=CC=C3)C(C)C)C)C(C)C)C
SMILES (Isomeric) CCCCC[C@@H]1[C@@H](C(=O)N[C@H](C(=O)N([C@@H](C(=O)O[C@@H](C(=O)N2CCC[C@H]2C(=O)N[C@H](C(=O)O1)[C@H](C)CC)CC3=CC=CC=C3)C(C)C)C)C(C)C)C
InChI InChI=1S/C40H62N4O8/c1-10-12-14-21-30-27(8)35(45)41-32(24(3)4)38(48)43(9)34(25(5)6)40(50)52-31(23-28-18-15-13-16-19-28)37(47)44-22-17-20-29(44)36(46)42-33(26(7)11-2)39(49)51-30/h13,15-16,18-19,24-27,29-34H,10-12,14,17,20-23H2,1-9H3,(H,41,45)(H,42,46)/t26-,27+,29+,30-,31-,32+,33+,34-/m1/s1
InChI Key PFIIIBNSVVUPKA-QNIRMEGPSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C40H62N4O8
Molecular Weight 726.90 g/mol
Exact Mass 726.45676495 g/mol
Topological Polar Surface Area (TPSA) 151.00 Ų
XlogP 7.40
Atomic LogP (AlogP) 4.43
H-Bond Acceptor 8
H-Bond Donor 2
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of cyclo[D-OPhe-Pro-aIle-ObAla(2S-Me,3R-pentyl)-Val-D-N(Me)Val]

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7170 71.70%
Caco-2 - 0.8113 81.13%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.4300 43.00%
OATP2B1 inhibitior + 0.5759 57.59%
OATP1B1 inhibitior + 0.8280 82.80%
OATP1B3 inhibitior + 0.8991 89.91%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.8905 89.05%
P-glycoprotein inhibitior + 0.8123 81.23%
P-glycoprotein substrate + 0.8408 84.08%
CYP3A4 substrate + 0.6787 67.87%
CYP2C9 substrate - 0.6180 61.80%
CYP2D6 substrate - 0.8067 80.67%
CYP3A4 inhibition - 0.8566 85.66%
CYP2C9 inhibition - 0.8362 83.62%
CYP2C19 inhibition - 0.8010 80.10%
CYP2D6 inhibition - 0.9194 91.94%
CYP1A2 inhibition - 0.9268 92.68%
CYP2C8 inhibition + 0.5898 58.98%
CYP inhibitory promiscuity - 0.9418 94.18%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8400 84.00%
Carcinogenicity (trinary) Non-required 0.6415 64.15%
Eye corrosion - 0.9920 99.20%
Eye irritation - 0.9275 92.75%
Skin irritation - 0.8048 80.48%
Skin corrosion - 0.9261 92.61%
Ames mutagenesis - 0.7691 76.91%
Human Ether-a-go-go-Related Gene inhibition + 0.6762 67.62%
Micronuclear + 0.7500 75.00%
Hepatotoxicity + 0.5569 55.69%
skin sensitisation - 0.9010 90.10%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity - 0.6505 65.05%
Acute Oral Toxicity (c) III 0.7079 70.79%
Estrogen receptor binding + 0.7833 78.33%
Androgen receptor binding + 0.6957 69.57%
Thyroid receptor binding + 0.5469 54.69%
Glucocorticoid receptor binding + 0.7376 73.76%
Aromatase binding + 0.5999 59.99%
PPAR gamma + 0.7797 77.97%
Honey bee toxicity - 0.8286 82.86%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.6050 60.50%
Fish aquatic toxicity + 0.9249 92.49%

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
CHEMBL2581 P07339 Cathepsin D 99.90% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.27% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.07% 96.09%
CHEMBL5103 Q969S8 Histone deacetylase 10 96.65% 90.08%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.11% 95.56%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 95.06% 97.64%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 94.79% 82.38%
CHEMBL1978 P11511 Cytochrome P450 19A1 93.36% 91.76%
CHEMBL3524 P56524 Histone deacetylase 4 93.06% 92.97%
CHEMBL5608 Q16288 NT-3 growth factor receptor 92.98% 95.89%
CHEMBL333 P08253 Matrix metalloproteinase-2 92.82% 96.31%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.62% 86.33%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 89.44% 93.00%
CHEMBL1902 P62942 FK506-binding protein 1A 88.25% 97.05%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.90% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.27% 94.45%
CHEMBL3359 P21462 Formyl peptide receptor 1 84.89% 93.56%
CHEMBL5203 P33316 dUTP pyrophosphatase 84.65% 99.18%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 83.30% 93.03%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.04% 90.71%
CHEMBL4588 P22894 Matrix metalloproteinase 8 81.22% 94.66%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.22% 97.14%
CHEMBL5805 Q9NR97 Toll-like receptor 8 80.89% 96.25%

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 163024059
LOTUS LTS0124212
wikiData Q105207753