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Longibrachin LGB II

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 add99899-b874-418a-b865-968ae4eea108
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides
IUPAC Name (4S)-4-[[2-[[2-[[(2S)-2-[[(2S)-1-[2-[[(2S)-2-[[2-[[2-[[(2S)-2-[[2-[[(2S)-2-[[(2S)-2-[[2-[[(2S)-2-[[2-[[(2S)-2-[(2-acetamido-2-methylpropanoyl)amino]propanoyl]amino]-2-methylpropanoyl]amino]propanoyl]amino]-2-methylpropanoyl]amino]propanoyl]amino]-5-amino-5-oxopentanoyl]amino]-2-methylpropanoyl]amino]-3-methylbutanoyl]amino]-2-methylpropanoyl]amino]acetyl]amino]-4-methylpentanoyl]amino]-2-methylpropanoyl]pyrrolidine-2-carbonyl]amino]-3-methylbutanoyl]amino]-2-methylpropanoyl]amino]-2-methylpropanoyl]amino]-5-[[(2S)-5-amino-1-[[(1S)-1-carboxy-2-phenylethyl]amino]-1,5-dioxopentan-2-yl]amino]-5-oxopentanoic acid
SMILES (Canonical) CC(C)CC(C(=O)NC(C)(C)C(=O)N1CCCC1C(=O)NC(C(C)C)C(=O)NC(C)(C)C(=O)NC(C)(C)C(=O)NC(CCC(=O)O)C(=O)NC(CCC(=O)N)C(=O)NC(CC2=CC=CC=C2)C(=O)O)NC(=O)CNC(=O)C(C)(C)NC(=O)C(C(C)C)NC(=O)C(C)(C)NC(=O)C(CCC(=O)N)NC(=O)C(C)NC(=O)C(C)(C)NC(=O)C(C)NC(=O)C(C)(C)NC(=O)C(C)NC(=O)C(C)(C)NC(=O)C
SMILES (Isomeric) C[C@@H](C(=O)N[C@@H](CCC(=O)N)C(=O)NC(C)(C)C(=O)N[C@@H](C(C)C)C(=O)NC(C)(C)C(=O)NCC(=O)N[C@@H](CC(C)C)C(=O)NC(C)(C)C(=O)N1CCC[C@H]1C(=O)N[C@@H](C(C)C)C(=O)NC(C)(C)C(=O)NC(C)(C)C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](CCC(=O)N)C(=O)N[C@@H](CC2=CC=CC=C2)C(=O)O)NC(=O)C(C)(C)NC(=O)[C@H](C)NC(=O)C(C)(C)NC(=O)[C@H](C)NC(=O)C(C)(C)NC(=O)C
InChI InChI=1S/C90H146N22O26/c1-44(2)41-55(70(125)108-90(25,26)82(138)112-40-30-33-57(112)71(126)102-62(45(3)4)72(127)110-89(23,24)81(137)111-88(21,22)79(135)101-53(36-39-61(117)118)68(123)99-52(34-37-58(91)114)67(122)100-56(74(129)130)42-51-31-28-27-29-32-51)97-60(116)43-93-75(131)83(11,12)109-73(128)63(46(5)6)103-80(136)87(19,20)107-69(124)54(35-38-59(92)115)98-64(119)47(7)94-77(133)85(15,16)105-66(121)49(9)96-78(134)86(17,18)106-65(120)48(8)95-76(132)84(13,14)104-50(10)113/h27-29,31-32,44-49,52-57,62-63H,30,33-43H2,1-26H3,(H2,91,114)(H2,92,115)(H,93,131)(H,94,133)(H,95,132)(H,96,134)(H,97,116)(H,98,119)(H,99,123)(H,100,122)(H,101,135)(H,102,126)(H,103,136)(H,104,113)(H,105,121)(H,106,120)(H,107,124)(H,108,125)(H,109,128)(H,110,127)(H,111,137)(H,117,118)(H,129,130)/t47-,48-,49-,52-,53-,54-,55-,56-,57-,62-,63-/m0/s1
InChI Key PKHJDBCKUHACEM-DYSRVMAUSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C90H146N22O26
Molecular Weight 1952.30 g/mol
Exact Mass 1951.0778629 g/mol
Topological Polar Surface Area (TPSA) 734.00 Ų
XlogP -1.90
Atomic LogP (AlogP) -4.74
H-Bond Acceptor 24
H-Bond Donor 23
Rotatable Bonds 54

Synonyms

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RefChem:154005
161726-96-1
(4S)-4-((2-((2-(((2S)-2-(((2S)-1-(2-(((2S)-2-((2-((2-(((2S)-2-((2-(((2S)-2-(((2S)-2-((2-(((2S)-2-((2-(((2S)-2-((2-acetamido-2-methylpropanoyl)amino)propanoyl)amino)-2-methylpropanoyl)amino)propanoyl)amino)-2-methylpropanoyl)amino)propanoyl)amino)-5-amino-5-oxopentanoyl)amino)-2-methylpropanoyl)amino)-3-methylbutanoyl)amino)-2-methylpropanoyl)amino)acetyl)amino)-4-methylpentanoyl)amino)-2-methylpropanoyl)pyrrolidine-2-carbonyl)amino)-3-methylbutanoyl)amino)-2-methylpropanoyl)amino)-2-methylpropanoyl)amino)-5-(((2S)-5-amino-1-(((1S)-1-carboxy-2-phenylethyl)amino)-1,5-dioxopentan-2-yl)amino)-5-oxopentanoic acid
(4S)-5-((2S)-1-((1S)-1-carboxy-2-phenylethyl)imino-1,5-dihydroxy-5-iminopentan-2-yl)imino-4-((2-((2-(((2S)-2-((((2S)-1-(2-(((2S)-2-((2-((2-(((2S)-2-((2-(((2S)-1,5-dihydroxy-2-(((2S)-1-hydroxy-2-((1-hydroxy-2-(((2S)-1-hydroxy-2-((1-hydroxy-2-(((2S)-1-hydroxy-2-((1-hydroxy-2-(1-hydroxyethylideneamino)-2-methylpropylidene)amino)propylidene)amino)-2-methylpropylidene)amino)propylidene)amino)-2-methylpropylidene)amino)propylidene)amino)-5-iminopentylidene)amino)-1-hydroxy-2-methylpropylidene)amino)-1-hydroxy-3-methylbutylidene)amino)-1-hydroxy-2-methylpropylidene)amino)-1-hydroxyethylidene)amino)-1-hydroxy-4-methylpentylidene)amino)-2-methylpropanoyl)pyrrolidin-2-yl)-hydroxymethylidene)amino)-1-hydroxy-3-methylbutylidene)amino)-1-hydroxy-2-methylpropylidene)amino)-1-hydroxy-2-methylpropylidene)amino)-5-hydroxypentanoic acid
CHEBI:219390

2D Structure

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2D Structure of Longibrachin LGB II

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6403 64.03%
Caco-2 - 0.8604 86.04%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Lysosomes 0.5204 52.04%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8429 84.29%
OATP1B3 inhibitior + 0.9424 94.24%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.9538 95.38%
P-glycoprotein inhibitior + 0.7419 74.19%
P-glycoprotein substrate + 0.8699 86.99%
CYP3A4 substrate + 0.7430 74.30%
CYP2C9 substrate + 0.6171 61.71%
CYP2D6 substrate - 0.8589 85.89%
CYP3A4 inhibition - 0.6273 62.73%
CYP2C9 inhibition - 0.8792 87.92%
CYP2C19 inhibition - 0.6328 63.28%
CYP2D6 inhibition - 0.9061 90.61%
CYP1A2 inhibition - 0.9019 90.19%
CYP2C8 inhibition + 0.6893 68.93%
CYP inhibitory promiscuity - 0.9487 94.87%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8500 85.00%
Carcinogenicity (trinary) Non-required 0.6358 63.58%
Eye corrosion - 0.9903 99.03%
Eye irritation - 0.8954 89.54%
Skin irritation - 0.7932 79.32%
Skin corrosion - 0.9202 92.02%
Ames mutagenesis - 0.7678 76.78%
Human Ether-a-go-go-Related Gene inhibition + 0.7116 71.16%
Micronuclear + 0.6700 67.00%
Hepatotoxicity + 0.6500 65.00%
skin sensitisation - 0.8892 88.92%
Respiratory toxicity + 0.8556 85.56%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity - 0.8819 88.19%
Acute Oral Toxicity (c) III 0.6397 63.97%
Estrogen receptor binding - 0.5832 58.32%
Androgen receptor binding + 0.7542 75.42%
Thyroid receptor binding + 0.7879 78.79%
Glucocorticoid receptor binding + 0.8437 84.37%
Aromatase binding + 0.8153 81.53%
PPAR gamma + 0.7964 79.64%
Honey bee toxicity - 0.7501 75.01%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.8446 84.46%

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 99.98% 98.95%
CHEMBL3837 P07711 Cathepsin L 99.40% 96.61%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 99.02% 98.33%
CHEMBL220 P22303 Acetylcholinesterase 98.66% 94.45%
CHEMBL221 P23219 Cyclooxygenase-1 98.62% 90.17%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 98.21% 95.17%
CHEMBL3359 P21462 Formyl peptide receptor 1 98.00% 93.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.67% 96.09%
CHEMBL4979 P13866 Sodium/glucose cotransporter 1 96.89% 98.24%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.40% 91.11%
CHEMBL1907591 P30926 Neuronal acetylcholine receptor; alpha4/beta4 95.65% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 95.38% 97.14%
CHEMBL1914 P06276 Butyrylcholinesterase 94.91% 95.00%
CHEMBL4018 P49146 Neuropeptide Y receptor type 2 94.43% 98.94%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 94.11% 93.00%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 94.02% 97.64%
CHEMBL2514 O95665 Neurotensin receptor 2 93.61% 100.00%
CHEMBL4394 Q9NYA1 Sphingosine kinase 1 93.22% 96.03%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 92.60% 82.69%
CHEMBL4227 P25090 Lipoxin A4 receptor 92.27% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.06% 97.09%
CHEMBL230 P35354 Cyclooxygenase-2 91.80% 89.63%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.78% 99.17%
CHEMBL340 P08684 Cytochrome P450 3A4 91.68% 91.19%
CHEMBL1873 P00750 Tissue-type plasminogen activator 91.49% 93.33%
CHEMBL2095164 P49354 Geranylgeranyl transferase type I 91.00% 92.80%
CHEMBL1907594 P30926 Neuronal acetylcholine receptor; alpha3/beta4 90.32% 97.23%
CHEMBL259 P32245 Melanocortin receptor 4 90.21% 95.38%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 89.95% 96.47%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 88.89% 96.00%
CHEMBL2492 P36544 Neuronal acetylcholine receptor protein alpha-7 subunit 88.78% 88.42%
CHEMBL1841 P06241 Tyrosine-protein kinase FYN 87.79% 81.29%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.60% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.67% 95.56%
CHEMBL236 P41143 Delta opioid receptor 86.42% 99.35%
CHEMBL4777 P25929 Neuropeptide Y receptor type 1 85.44% 96.67%
CHEMBL5028 O14672 ADAM10 85.17% 97.50%
CHEMBL4123 P30989 Neurotensin receptor 1 85.10% 96.67%
CHEMBL2535 P11166 Glucose transporter 84.76% 98.75%
CHEMBL4801 P29466 Caspase-1 84.71% 96.85%
CHEMBL2073 P07947 Tyrosine-protein kinase YES 84.40% 83.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.19% 94.45%
CHEMBL3830 Q2M2I8 Adaptor-associated kinase 84.18% 83.10%
CHEMBL5701 Q9H2K8 Serine/threonine-protein kinase TAO3 84.12% 96.67%
CHEMBL2803 P43403 Tyrosine-protein kinase ZAP-70 83.79% 82.50%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 83.44% 90.71%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.41% 95.89%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 82.97% 97.21%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 82.64% 82.38%
CHEMBL5261 Q7L7X3 Serine/threonine-protein kinase TAO1 81.89% 89.33%
CHEMBL3202 P48147 Prolyl endopeptidase 81.41% 90.65%
CHEMBL1944495 P28065 Proteasome subunit beta type-9 80.06% 97.50%

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.
There are no matching plants.

Cross-Links

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PubChem 139588764
LOTUS LTS0081631
wikiData Q105210420