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Lyngbyastatin 7

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 8edf201b-49c5-4e9a-a44b-edb6863ffa30
Taxonomy Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
IUPAC Name (2S)-N-[(2S,5S,8S,11R,12S,15Z,18S,21R)-2-benzyl-15-ethylidene-21-hydroxy-5-[(4-hydroxyphenyl)methyl]-4,11-dimethyl-3,6,9,13,16,22-hexaoxo-8-propan-2-yl-10-oxa-1,4,7,14,17-pentazabicyclo[16.3.1]docosan-12-yl]-2-(hexanoylamino)pentanediamide
SMILES (Canonical) CCCCCC(=O)NC(CCC(=O)N)C(=O)NC1C(OC(=O)C(NC(=O)C(N(C(=O)C(N2C(CCC(C2=O)NC(=O)C(=CC)NC1=O)O)CC3=CC=CC=C3)C)CC4=CC=C(C=C4)O)C(C)C)C
SMILES (Isomeric) CCCCCC(=O)N[C@@H](CCC(=O)N)C(=O)N[C@H]1[C@H](OC(=O)[C@@H](NC(=O)[C@@H](N(C(=O)[C@@H](N2[C@@H](CC[C@@H](C2=O)NC(=O)/C(=C/C)/NC1=O)O)CC3=CC=CC=C3)C)CC4=CC=C(C=C4)O)C(C)C)C
InChI InChI=1S/C48H66N8O12/c1-7-9-11-16-38(59)50-33(21-23-37(49)58)43(62)54-41-28(5)68-48(67)40(27(3)4)53-44(63)35(25-30-17-19-31(57)20-18-30)55(6)47(66)36(26-29-14-12-10-13-15-29)56-39(60)24-22-34(46(56)65)52-42(61)32(8-2)51-45(41)64/h8,10,12-15,17-20,27-28,33-36,39-41,57,60H,7,9,11,16,21-26H2,1-6H3,(H2,49,58)(H,50,59)(H,51,64)(H,52,61)(H,53,63)(H,54,62)/b32-8-/t28-,33+,34+,35+,36+,39-,40+,41+/m1/s1
InChI Key DZIGKKCSWPSVIO-SWEGFNRNSA-N
Popularity 7 references in papers

Physical and Chemical Properties

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Molecular Formula C48H66N8O12
Molecular Weight 947.10 g/mol
Exact Mass 946.48001957 g/mol
Topological Polar Surface Area (TPSA) 296.00 Ų
XlogP 3.10
Atomic LogP (AlogP) 0.72
H-Bond Acceptor 12
H-Bond Donor 8
Rotatable Bonds 15

Synonyms

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CHEMBL398726
DTXSID501047264
BDBM50429202
(2S)-N-[(2S,5S,8S,11R,12S,15Z,18S,21R)-2-benzyl-15-ethylidene-21-hydroxy-5-[(4-hydroxyphenyl)methyl]-4,11-dimethyl-3,6,9,13,16,22-hexaoxo-8-propan-2-yl-10-oxa-1,4,7,14,17-pentazabicyclo[16.3.1]docosan-12-yl]-2-(hexanoylamino)pentanediamide

2D Structure

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2D Structure of Lyngbyastatin 7

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6644 66.44%
Caco-2 - 0.8725 87.25%
Blood Brain Barrier - 0.9250 92.50%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.5200 52.00%
OATP2B1 inhibitior - 0.7139 71.39%
OATP1B1 inhibitior + 0.7996 79.96%
OATP1B3 inhibitior + 0.9170 91.70%
MATE1 inhibitior - 0.7800 78.00%
OCT2 inhibitior - 0.8890 88.90%
BSEP inhibitior + 0.9126 91.26%
P-glycoprotein inhibitior + 0.7531 75.31%
P-glycoprotein substrate + 0.8876 88.76%
CYP3A4 substrate + 0.7364 73.64%
CYP2C9 substrate + 0.5955 59.55%
CYP2D6 substrate - 0.8690 86.90%
CYP3A4 inhibition + 0.6774 67.74%
CYP2C9 inhibition - 0.8436 84.36%
CYP2C19 inhibition - 0.7971 79.71%
CYP2D6 inhibition - 0.8591 85.91%
CYP1A2 inhibition - 0.8534 85.34%
CYP2C8 inhibition + 0.7708 77.08%
CYP inhibitory promiscuity - 0.9458 94.58%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9000 90.00%
Carcinogenicity (trinary) Non-required 0.5665 56.65%
Eye corrosion - 0.9865 98.65%
Eye irritation - 0.9056 90.56%
Skin irritation - 0.7719 77.19%
Skin corrosion - 0.9181 91.81%
Ames mutagenesis - 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3831 38.31%
Micronuclear + 0.9100 91.00%
Hepatotoxicity - 0.6250 62.50%
skin sensitisation - 0.8697 86.97%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity - 0.7451 74.51%
Acute Oral Toxicity (c) III 0.6293 62.93%
Estrogen receptor binding + 0.8485 84.85%
Androgen receptor binding + 0.7239 72.39%
Thyroid receptor binding + 0.5753 57.53%
Glucocorticoid receptor binding - 0.5000 50.00%
Aromatase binding + 0.6044 60.44%
PPAR gamma + 0.7888 78.88%
Honey bee toxicity - 0.7235 72.35%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5800 58.00%
Fish aquatic toxicity + 0.9794 97.94%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
CHEMBL248 P08246 Leukocyte elastase 23 nM
 IC50
 via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL2581 P07339 Cathepsin D 99.90% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.10% 91.11%
CHEMBL3060 Q9Y345 Glycine transporter 2 98.73% 99.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.41% 96.09%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 96.70% 93.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.81% 95.56%
CHEMBL5103 Q969S8 Histone deacetylase 10 95.74% 90.08%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.47% 94.45%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 94.53% 95.89%
CHEMBL4072 P07858 Cathepsin B 93.25% 93.67%
CHEMBL221 P23219 Cyclooxygenase-1 93.10% 90.17%
CHEMBL3359 P21462 Formyl peptide receptor 1 92.83% 93.56%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 91.32% 82.69%
CHEMBL3891 P07384 Calpain 1 91.25% 93.04%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 90.86% 92.08%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 90.80% 97.64%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.44% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.32% 97.09%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 89.53% 90.71%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.24% 95.89%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 88.70% 97.14%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 87.80% 96.47%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.20% 99.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.17% 86.33%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 85.77% 89.67%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.27% 100.00%
CHEMBL1949 P62937 Cyclophilin A 84.44% 98.57%
CHEMBL340 P08684 Cytochrome P450 3A4 83.82% 91.19%
CHEMBL3392948 Q9NP59 Solute carrier family 40 member 1 83.61% 95.00%
CHEMBL3837 P07711 Cathepsin L 83.56% 96.61%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 82.92% 97.33%
CHEMBL5939 Q9NZ08 Endoplasmic reticulum aminopeptidase 1 82.88% 100.00%
CHEMBL2413 P32246 C-C chemokine receptor type 1 82.79% 89.50%
CHEMBL2514 O95665 Neurotensin receptor 2 82.50% 100.00%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 82.00% 82.38%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.77% 95.50%
CHEMBL236 P41143 Delta opioid receptor 81.21% 99.35%

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.
There are no matching plants.

Cross-Links

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PubChem 23657291
LOTUS LTS0154278
wikiData Q75062113