Nunapeptin

Details

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Internal ID 60ba2aea-b111-411c-b65c-998610e93efe
Taxonomy Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
IUPAC Name N-[1-[[1-[[1-[[1-[[1-[[(Z)-1-[[1-[[1-[[1-[[3-[[1-[[1-[[1-[[1-[[(Z)-1-[[9-(2-aminoethyl)-3-butan-2-yl-6-(hydroxymethyl)-12,16-dimethyl-2,5,8,11,14-pentaoxo-1-oxa-4,7,10,13-tetrazacyclohexadec-15-yl]amino]-1-oxobut-2-en-2-yl]amino]-3-methyl-1-oxobutan-2-yl]amino]-1-oxopropan-2-yl]amino]-3-methyl-1-oxobutan-2-yl]amino]-1-oxopropan-2-yl]amino]-3-oxoprop-1-en-2-yl]amino]-3-methyl-1-oxopentan-2-yl]amino]-3-methyl-1-oxobutan-2-yl]amino]-3-hydroxy-1-oxopropan-2-yl]amino]-1-oxobut-2-en-2-yl]amino]-1-oxopropan-2-yl]amino]-3-methyl-1-oxobutan-2-yl]amino]-1-oxopropan-2-yl]amino]-1-oxopropan-2-yl]amino]-1-oxopropan-2-yl]-1-[(Z)-2-(3-hydroxydodecanoylamino)but-2-enoyl]pyrrolidine-2-carboxamide
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C99H165N23O27/c1-26-32-33-34-35-36-37-39-62(125)44-70(126)109-65(31-6)98(147)122-43-38-40-69(122)91(140)104-54(18)79(128)101-53(17)78(127)102-58(22)83(132)115-71(47(7)8)92(141)105-56(20)81(130)110-63(29-4)86(135)113-67(45-123)89(138)118-74(50(13)14)95(144)119-75(51(15)27-2)96(145)107-55(19)80(129)103-59(23)84(133)116-72(48(9)10)93(142)106-60(24)85(134)117-73(49(11)12)94(143)111-64(30-5)87(136)121-77-61(25)149-99(148)76(52(16)28-3)120-90(139)68(46-124)114-88(137)66(41-42-100)112-82(131)57(21)108-97(77)146/h29-31,47-54,56-62,66-69,71-77,123-125H,19,26-28,32-46,100H2,1-18,20-25H3,(H,101,128)(H,102,127)(H,103,129)(H,104,140)(H,105,141)(H,106,142)(H,107,145)(H,108,146)(H,109,126)(H,110,130)(H,111,143)(H,112,131)(H,113,135)(H,114,137)(H,115,132)(H,116,133)(H,117,134)(H,118,138)(H,119,144)(H,120,139)(H,121,136)/b63-29-,64-30-,65-31-
InChI Key NVSQQGJQHRAZND-VOUVGNCQSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C99H165N23O27
Molecular Weight 2109.50 g/mol
Exact Mass 2109.2278819 g/mol
Topological Polar Surface Area (TPSA) 744.00 Ų
XlogP 4.10
Atomic LogP (AlogP) -4.07
H-Bond Acceptor 28
H-Bond Donor 25
Rotatable Bonds 56

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of Nunapeptin

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.5904 59.04%
Caco-2 - 0.8592 85.92%
Blood Brain Barrier - 0.8500 85.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Lysosomes 0.5574 55.74%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8079 80.79%
OATP1B3 inhibitior + 0.9112 91.12%
MATE1 inhibitior - 0.9412 94.12%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior + 0.9759 97.59%
P-glycoprotein inhibitior + 0.7419 74.19%
P-glycoprotein substrate + 0.8721 87.21%
CYP3A4 substrate + 0.7508 75.08%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8463 84.63%
CYP3A4 inhibition - 0.7533 75.33%
CYP2C9 inhibition - 0.8683 86.83%
CYP2C19 inhibition - 0.8647 86.47%
CYP2D6 inhibition - 0.9116 91.16%
CYP1A2 inhibition - 0.8823 88.23%
CYP2C8 inhibition + 0.8133 81.33%
CYP inhibitory promiscuity - 0.9736 97.36%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.8400 84.00%
Carcinogenicity (trinary) Non-required 0.5183 51.83%
Eye corrosion - 0.9826 98.26%
Eye irritation - 0.8955 89.55%
Skin irritation - 0.7575 75.75%
Skin corrosion - 0.9045 90.45%
Ames mutagenesis - 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7178 71.78%
Micronuclear + 0.8200 82.00%
Hepatotoxicity + 0.5713 57.13%
skin sensitisation - 0.8470 84.70%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.7889 78.89%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity + 0.9110 91.10%
Acute Oral Toxicity (c) III 0.6095 60.95%
Estrogen receptor binding + 0.5610 56.10%
Androgen receptor binding + 0.7587 75.87%
Thyroid receptor binding + 0.7484 74.84%
Glucocorticoid receptor binding + 0.7956 79.56%
Aromatase binding + 0.7957 79.57%
PPAR gamma + 0.7803 78.03%
Honey bee toxicity - 0.6642 66.42%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5904 59.04%
Fish aquatic toxicity + 0.9057 90.57%

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
CHEMBL230 P35354 Cyclooxygenase-2 99.74% 89.63%
CHEMBL2581 P07339 Cathepsin D 99.73% 98.95%
CHEMBL3837 P07711 Cathepsin L 99.35% 96.61%
CHEMBL4588 P22894 Matrix metalloproteinase 8 99.23% 94.66%
CHEMBL4801 P29466 Caspase-1 99.00% 96.85%
CHEMBL2730 P21980 Protein-glutamine gamma-glutamyltransferase 98.09% 92.38%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 98.06% 98.33%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 97.94% 96.47%
CHEMBL2514 O95665 Neurotensin receptor 2 97.30% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 97.27% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.58% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 96.32% 99.17%
CHEMBL4072 P07858 Cathepsin B 95.87% 93.67%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.78% 91.11%
CHEMBL3359 P21462 Formyl peptide receptor 1 95.62% 93.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.99% 97.25%
CHEMBL321 P14780 Matrix metalloproteinase 9 94.58% 92.12%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 94.24% 97.29%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 94.14% 94.80%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 93.91% 97.64%
CHEMBL4296 Q15858 Sodium channel protein type IX alpha subunit 93.71% 96.11%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 93.70% 97.47%
CHEMBL5103 Q969S8 Histone deacetylase 10 93.26% 90.08%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 93.05% 92.88%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 92.89% 90.71%
CHEMBL333 P08253 Matrix metalloproteinase-2 92.70% 96.31%
CHEMBL4581 P52732 Kinesin-like protein 1 92.56% 93.18%
CHEMBL340 P08684 Cytochrome P450 3A4 92.55% 91.19%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 92.34% 95.50%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 92.04% 100.00%
CHEMBL1907594 P30926 Neuronal acetylcholine receptor; alpha3/beta4 91.95% 97.23%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 91.70% 92.86%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 91.15% 96.90%
CHEMBL325 Q13547 Histone deacetylase 1 91.05% 95.92%
CHEMBL3468 P55210 Caspase-7 90.73% 95.68%
CHEMBL1907591 P30926 Neuronal acetylcholine receptor; alpha4/beta4 90.73% 100.00%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 90.63% 95.71%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.61% 95.56%
CHEMBL332 P03956 Matrix metalloproteinase-1 90.51% 94.50%
CHEMBL3392948 Q9NP59 Solute carrier family 40 member 1 90.44% 95.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 90.43% 97.14%
CHEMBL2492 P36544 Neuronal acetylcholine receptor protein alpha-7 subunit 90.01% 88.42%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 89.95% 93.03%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 89.42% 82.38%
CHEMBL4227 P25090 Lipoxin A4 receptor 89.21% 100.00%
CHEMBL2208 P49137 MAP kinase-activated protein kinase 2 88.63% 95.20%
CHEMBL4462 Q8IXJ6 NAD-dependent deacetylase sirtuin 2 88.33% 90.24%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 88.32% 98.75%
CHEMBL237 P41145 Kappa opioid receptor 88.04% 98.10%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 87.48% 93.10%
CHEMBL4361 Q07820 Induced myeloid leukemia cell differentiation protein Mcl-1 87.24% 95.52%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 86.97% 94.33%
CHEMBL5043 Q6P179 Endoplasmic reticulum aminopeptidase 2 86.69% 91.81%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 86.49% 93.00%
CHEMBL2072 P35499 Sodium channel protein type IV alpha subunit 86.22% 92.32%
CHEMBL283 P08254 Matrix metalloproteinase 3 86.00% 97.29%
CHEMBL1944495 P28065 Proteasome subunit beta type-9 85.84% 97.50%
CHEMBL1075317 P61964 WD repeat-containing protein 5 85.76% 96.33%
CHEMBL2094135 Q96BI3 Gamma-secretase 85.75% 98.05%
CHEMBL4123 P30989 Neurotensin receptor 1 84.66% 96.67%
CHEMBL4660 P28907 Lymphocyte differentiation antigen CD38 83.37% 95.27%
CHEMBL4073 P09237 Matrix metalloproteinase 7 83.20% 97.56%
CHEMBL5203 P33316 dUTP pyrophosphatase 82.91% 99.18%
CHEMBL3310 Q96DB2 Histone deacetylase 11 81.88% 88.56%
CHEMBL4979 P13866 Sodium/glucose cotransporter 1 81.75% 98.24%
CHEMBL3038469 P24941 CDK2/Cyclin A 81.70% 91.38%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.60% 99.23%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.47% 95.89%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 81.22% 91.24%
CHEMBL2413 P32246 C-C chemokine receptor type 1 80.93% 89.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.47% 100.00%
CHEMBL4374 Q9Y5X4 Photoreceptor-specific nuclear receptor 80.18% 85.00%

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 145720584
LOTUS LTS0038463
wikiData Q105186396