cyclo[Gly-D-Leu-OLeu-Gly-Val-Phe]

Details

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Internal ID 85f53c17-fa32-4548-bce9-c011369951a2
Taxonomy Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
IUPAC Name (3R,9S,12S,18S)-9-benzyl-3,18-bis(2-methylpropyl)-12-propan-2-yl-1-oxa-4,7,10,13,16-pentazacyclooctadecane-2,5,8,11,14,17-hexone
SMILES (Canonical) CC(C)CC1C(=O)OC(C(=O)NCC(=O)NC(C(=O)NC(C(=O)NCC(=O)N1)CC2=CC=CC=C2)C(C)C)CC(C)C
SMILES (Isomeric) CC(C)C[C@@H]1C(=O)O[C@H](C(=O)NCC(=O)N[C@H](C(=O)N[C@H](C(=O)NCC(=O)N1)CC2=CC=CC=C2)C(C)C)CC(C)C
InChI InChI=1S/C30H45N5O7/c1-17(2)12-22-30(41)42-23(13-18(3)4)28(39)32-16-25(37)35-26(19(5)6)29(40)34-21(14-20-10-8-7-9-11-20)27(38)31-15-24(36)33-22/h7-11,17-19,21-23,26H,12-16H2,1-6H3,(H,31,38)(H,32,39)(H,33,36)(H,34,40)(H,35,37)/t21-,22+,23-,26-/m0/s1
InChI Key BUYZWYKJFCKQNR-LNEBKTTKSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H45N5O7
Molecular Weight 587.70 g/mol
Exact Mass 587.33189879 g/mol
Topological Polar Surface Area (TPSA) 172.00 Ų
XlogP 3.40
Atomic LogP (AlogP) 0.59
H-Bond Acceptor 7
H-Bond Donor 5
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of cyclo[Gly-D-Leu-OLeu-Gly-Val-Phe]

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7534 75.34%
Caco-2 - 0.8357 83.57%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability + 0.6429 64.29%
Subcellular localzation Mitochondria 0.5404 54.04%
OATP2B1 inhibitior - 0.7157 71.57%
OATP1B1 inhibitior + 0.8714 87.14%
OATP1B3 inhibitior + 0.9336 93.36%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.8479 84.79%
P-glycoprotein inhibitior + 0.7420 74.20%
P-glycoprotein substrate + 0.8028 80.28%
CYP3A4 substrate + 0.5806 58.06%
CYP2C9 substrate + 0.5790 57.90%
CYP2D6 substrate - 0.8483 84.83%
CYP3A4 inhibition - 0.9223 92.23%
CYP2C9 inhibition - 0.9245 92.45%
CYP2C19 inhibition - 0.7937 79.37%
CYP2D6 inhibition - 0.9444 94.44%
CYP1A2 inhibition - 0.9225 92.25%
CYP2C8 inhibition - 0.6478 64.78%
CYP inhibitory promiscuity - 0.9656 96.56%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8000 80.00%
Carcinogenicity (trinary) Non-required 0.6571 65.71%
Eye corrosion - 0.9905 99.05%
Eye irritation - 0.9467 94.67%
Skin irritation - 0.7791 77.91%
Skin corrosion - 0.9393 93.93%
Ames mutagenesis - 0.6691 66.91%
Human Ether-a-go-go-Related Gene inhibition + 0.7895 78.95%
Micronuclear + 0.6600 66.00%
Hepatotoxicity + 0.5804 58.04%
skin sensitisation - 0.8817 88.17%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity - 0.6377 63.77%
Acute Oral Toxicity (c) III 0.6269 62.69%
Estrogen receptor binding + 0.7413 74.13%
Androgen receptor binding + 0.7052 70.52%
Thyroid receptor binding + 0.5883 58.83%
Glucocorticoid receptor binding + 0.7239 72.39%
Aromatase binding + 0.6188 61.88%
PPAR gamma + 0.7198 71.98%
Honey bee toxicity - 0.8123 81.23%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity - 0.5485 54.85%

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 99.12% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.75% 96.09%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 92.32% 97.64%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.32% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 88.76% 91.11%
CHEMBL5103 Q969S8 Histone deacetylase 10 88.37% 90.08%
CHEMBL3524 P56524 Histone deacetylase 4 87.97% 92.97%
CHEMBL3401 O75469 Pregnane X receptor 87.87% 94.73%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 87.64% 91.71%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.51% 94.45%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.17% 97.14%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.86% 85.14%
CHEMBL3310 Q96DB2 Histone deacetylase 11 86.46% 88.56%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 85.10% 89.67%
CHEMBL221 P23219 Cyclooxygenase-1 84.38% 90.17%
CHEMBL255 P29275 Adenosine A2b receptor 83.87% 98.59%
CHEMBL4040 P28482 MAP kinase ERK2 83.23% 83.82%
CHEMBL226 P30542 Adenosine A1 receptor 83.06% 95.93%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 81.97% 90.93%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.21% 95.50%

Plants that contains it

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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.
Kandelia candel

Cross-Links

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PubChem 24178775
LOTUS LTS0108290
wikiData Q104946400