Ac-DL-Phe-Aib-DL-Ser-Aib-DL-Iva-DL-Leu-DL-Gln-Gly-Aib-Aib-DL-Ala-DL-Ala-Aib-DL-Pro-Aib-Aib-Aib-DL-Gln-DL-Trp-ol

Details

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Internal ID eaf62f9f-8ab4-4de5-9e31-7a98c494fe88
Taxonomy Organic Polymers > Polypeptides
IUPAC Name 2-[[2-[[2-[[2-[[2-[[2-[(2-acetamido-3-phenylpropanoyl)amino]-2-methylpropanoyl]amino]-3-hydroxypropanoyl]amino]-2-methylpropanoyl]amino]-2-methylbutanoyl]amino]-4-methylpentanoyl]amino]-N-[2-[[1-[[1-[[1-[[1-[[1-[2-[[1-[[1-[[1-[[5-amino-1-[[1-hydroxy-3-(1H-indol-3-yl)propan-2-yl]amino]-1,5-dioxopentan-2-yl]amino]-2-methyl-1-oxopropan-2-yl]amino]-2-methyl-1-oxopropan-2-yl]amino]-2-methyl-1-oxopropan-2-yl]carbamoyl]pyrrolidin-1-yl]-2-methyl-1-oxopropan-2-yl]amino]-1-oxopropan-2-yl]amino]-1-oxopropan-2-yl]amino]-2-methyl-1-oxopropan-2-yl]amino]-2-methyl-1-oxopropan-2-yl]amino]-2-oxoethyl]pentanediamide
SMILES (Canonical) CCC(C)(C(=O)NC(CC(C)C)C(=O)NC(CCC(=O)N)C(=O)NCC(=O)NC(C)(C)C(=O)NC(C)(C)C(=O)NC(C)C(=O)NC(C)C(=O)NC(C)(C)C(=O)N1CCCC1C(=O)NC(C)(C)C(=O)NC(C)(C)C(=O)NC(C)(C)C(=O)NC(CCC(=O)N)C(=O)NC(CC2=CNC3=CC=CC=C32)CO)NC(=O)C(C)(C)NC(=O)C(CO)NC(=O)C(C)(C)NC(=O)C(CC4=CC=CC=C4)NC(=O)C
SMILES (Isomeric) CCC(C)(C(=O)NC(CC(C)C)C(=O)NC(CCC(=O)N)C(=O)NCC(=O)NC(C)(C)C(=O)NC(C)(C)C(=O)NC(C)C(=O)NC(C)C(=O)NC(C)(C)C(=O)N1CCCC1C(=O)NC(C)(C)C(=O)NC(C)(C)C(=O)NC(C)(C)C(=O)NC(CCC(=O)N)C(=O)NC(CC2=CNC3=CC=CC=C32)CO)NC(=O)C(C)(C)NC(=O)C(CO)NC(=O)C(C)(C)NC(=O)C(CC4=CC=CC=C4)NC(=O)C
InChI InChI=1S/C91H142N22O23/c1-24-91(23,112-80(134)88(17,18)107-72(126)61(47-115)103-75(129)83(7,8)106-71(125)60(98-51(6)116)42-52-31-26-25-27-32-52)81(135)102-59(41-48(2)3)70(124)100-57(36-38-63(92)117)68(122)95-45-65(119)104-86(13,14)77(131)109-84(9,10)74(128)97-49(4)66(120)96-50(5)67(121)105-90(21,22)82(136)113-40-30-35-62(113)73(127)108-87(15,16)78(132)111-89(19,20)79(133)110-85(11,12)76(130)101-58(37-39-64(93)118)69(123)99-54(46-114)43-53-44-94-56-34-29-28-33-55(53)56/h25-29,31-34,44,48-50,54,57-62,94,114-115H,24,30,35-43,45-47H2,1-23H3,(H2,92,117)(H2,93,118)(H,95,122)(H,96,120)(H,97,128)(H,98,116)(H,99,123)(H,100,124)(H,101,130)(H,102,135)(H,103,129)(H,104,119)(H,105,121)(H,106,125)(H,107,126)(H,108,127)(H,109,131)(H,110,133)(H,111,132)(H,112,134)
InChI Key LUHAJQGZRAIJDS-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C91H142N22O23
Molecular Weight 1912.20 g/mol
Exact Mass 1911.06181887 g/mol
Topological Polar Surface Area (TPSA) 687.00 Ų
XlogP -1.90
Atomic LogP (AlogP) -4.00
H-Bond Acceptor 23
H-Bond Donor 23
Rotatable Bonds 51

Synonyms

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RefChem:126023
160791-55-9
2-((2-((2-((2-((2-((2-((2-acetamido-3-phenylpropanoyl)amino)-2-methylpropanoyl)amino)-3-hydroxypropanoyl)amino)-2-methylpropanoyl)amino)-2-methylbutanoyl)amino)-4-methylpentanoyl)amino)-N-(2-((1-((1-((1-((1-((1-(2-((1-((1-((1-((5-amino-1-((1-hydroxy-3-(1H-indol-3-yl)propan-2-yl)amino)-1,5-dioxopentan-2-yl)amino)-2-methyl-1-oxopropan-2-yl)amino)-2-methyl-1-oxopropan-2-yl)amino)-2-methyl-1-oxopropan-2-yl)carbamoyl)pyrrolidin-1-yl)-2-methyl-1-oxopropan-2-yl)amino)-1-oxopropan-2-yl)amino)-1-oxopropan-2-yl)amino)-2-methyl-1-oxopropan-2-yl)amino)-2-methyl-1-oxopropan-2-yl)amino)-2-oxoethyl)pentanediamide
CHEBI:199845

2D Structure

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2D Structure of Ac-DL-Phe-Aib-DL-Ser-Aib-DL-Iva-DL-Leu-DL-Gln-Gly-Aib-Aib-DL-Ala-DL-Ala-Aib-DL-Pro-Aib-Aib-Aib-DL-Gln-DL-Trp-ol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9235 92.35%
Caco-2 - 0.8619 86.19%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Lysosomes 0.5090 50.90%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8335 83.35%
OATP1B3 inhibitior + 0.9323 93.23%
MATE1 inhibitior - 0.7679 76.79%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.9761 97.61%
P-glycoprotein inhibitior + 0.7420 74.20%
P-glycoprotein substrate + 0.8816 88.16%
CYP3A4 substrate + 0.7614 76.14%
CYP2C9 substrate + 0.5775 57.75%
CYP2D6 substrate - 0.8178 81.78%
CYP3A4 inhibition + 0.7411 74.11%
CYP2C9 inhibition - 0.6980 69.80%
CYP2C19 inhibition - 0.6344 63.44%
CYP2D6 inhibition - 0.8471 84.71%
CYP1A2 inhibition - 0.8623 86.23%
CYP2C8 inhibition + 0.7832 78.32%
CYP inhibitory promiscuity - 0.7205 72.05%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.7900 79.00%
Carcinogenicity (trinary) Non-required 0.6116 61.16%
Eye corrosion - 0.9879 98.79%
Eye irritation - 0.8955 89.55%
Skin irritation - 0.7937 79.37%
Skin corrosion - 0.9271 92.71%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7110 71.10%
Micronuclear + 0.7400 74.00%
Hepatotoxicity + 0.5504 55.04%
skin sensitisation - 0.8802 88.02%
Respiratory toxicity + 0.8667 86.67%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity - 0.8906 89.06%
Acute Oral Toxicity (c) III 0.6257 62.57%
Estrogen receptor binding - 0.5991 59.91%
Androgen receptor binding + 0.7369 73.69%
Thyroid receptor binding + 0.8012 80.12%
Glucocorticoid receptor binding + 0.8472 84.72%
Aromatase binding + 0.8163 81.63%
PPAR gamma + 0.8000 80.00%
Honey bee toxicity - 0.6810 68.10%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.5949 59.49%
Fish aquatic toxicity + 0.8699 86.99%

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 99.97% 98.95%
CHEMBL3837 P07711 Cathepsin L 99.81% 96.61%
CHEMBL1914 P06276 Butyrylcholinesterase 99.48% 95.00%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 99.44% 97.64%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 98.90% 98.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.64% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.56% 91.11%
CHEMBL221 P23219 Cyclooxygenase-1 97.55% 90.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 97.50% 97.09%
CHEMBL259 P32245 Melanocortin receptor 4 96.52% 95.38%
CHEMBL5043 Q6P179 Endoplasmic reticulum aminopeptidase 2 96.41% 91.81%
CHEMBL321 P14780 Matrix metalloproteinase 9 95.86% 92.12%
CHEMBL333 P08253 Matrix metalloproteinase-2 95.62% 96.31%
CHEMBL1907594 P30926 Neuronal acetylcholine receptor; alpha3/beta4 95.59% 97.23%
CHEMBL4979 P13866 Sodium/glucose cotransporter 1 95.54% 98.24%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 94.97% 97.14%
CHEMBL230 P35354 Cyclooxygenase-2 94.94% 89.63%
CHEMBL3176 O43603 Galanin receptor 2 94.20% 98.89%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 94.02% 96.47%
CHEMBL340 P08684 Cytochrome P450 3A4 93.95% 91.19%
CHEMBL1907591 P30926 Neuronal acetylcholine receptor; alpha4/beta4 93.82% 100.00%
CHEMBL220 P22303 Acetylcholinesterase 93.63% 94.45%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.76% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.50% 95.56%
CHEMBL4625 Q07817 Apoptosis regulator Bcl-X 92.35% 99.77%
CHEMBL3359 P21462 Formyl peptide receptor 1 92.07% 93.56%
CHEMBL4227 P25090 Lipoxin A4 receptor 91.35% 100.00%
CHEMBL4816 Q9Y243 Serine/threonine-protein kinase AKT3 91.27% 96.28%
CHEMBL4018 P49146 Neuropeptide Y receptor type 2 91.09% 98.94%
CHEMBL2492 P36544 Neuronal acetylcholine receptor protein alpha-7 subunit 90.79% 88.42%
CHEMBL3729 P22748 Carbonic anhydrase IV 90.42% 99.23%
CHEMBL5939 Q9NZ08 Endoplasmic reticulum aminopeptidase 1 90.27% 100.00%
CHEMBL2514 O95665 Neurotensin receptor 2 90.24% 100.00%
CHEMBL1255126 O15151 Protein Mdm4 90.06% 90.20%
CHEMBL3830 Q2M2I8 Adaptor-associated kinase 89.76% 83.10%
CHEMBL2535 P11166 Glucose transporter 89.74% 98.75%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 89.72% 89.62%
CHEMBL3155 P34969 Serotonin 7 (5-HT7) receptor 89.40% 90.71%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.83% 95.89%
CHEMBL4588 P22894 Matrix metalloproteinase 8 88.78% 94.66%
CHEMBL1873 P00750 Tissue-type plasminogen activator 88.12% 93.33%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 87.84% 97.50%
CHEMBL4777 P25929 Neuropeptide Y receptor type 1 86.38% 96.67%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.11% 99.17%
CHEMBL5103 Q969S8 Histone deacetylase 10 85.87% 90.08%
CHEMBL3310 Q96DB2 Histone deacetylase 11 85.41% 88.56%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 85.10% 96.90%
CHEMBL213 P08588 Beta-1 adrenergic receptor 84.49% 95.56%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 84.15% 96.00%
CHEMBL5028 O14672 ADAM10 83.82% 97.50%
CHEMBL4394 Q9NYA1 Sphingosine kinase 1 83.73% 96.03%
CHEMBL4123 P30989 Neurotensin receptor 1 83.12% 96.67%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.11% 89.00%
CHEMBL4644 P41968 Melanocortin receptor 3 82.86% 99.52%
CHEMBL5701 Q9H2K8 Serine/threonine-protein kinase TAO3 82.85% 96.67%
CHEMBL4101 P17612 cAMP-dependent protein kinase alpha-catalytic subunit 82.35% 82.86%
CHEMBL2095164 P49354 Geranylgeranyl transferase type I 81.78% 92.80%
CHEMBL4608 P33032 Melanocortin receptor 5 81.72% 97.00%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 81.19% 95.83%
CHEMBL255 P29275 Adenosine A2b receptor 80.01% 98.59%

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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Cross-Links

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PubChem 139583833
LOTUS LTS0030958
wikiData Q75068015