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Anacyclamide C8

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 0325b438-432d-42f8-85aa-9b8f8ea9e4c6
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Cyclic peptides
IUPAC Name 3-[(3S,6S,9S,12S,15S,18S,21S,24S)-3-benzyl-18-[(2S)-butan-2-yl]-9-[(4-hydroxyphenyl)methyl]-12-(1H-imidazol-5-ylmethyl)-6-(2-methylpropyl)-2,5,8,11,14,17,20,23-octaoxo-21-propan-2-yl-1,4,7,10,13,16,19,22-octazabicyclo[22.3.0]heptacosan-15-yl]propanamide
SMILES (Canonical) CCC(C)C1C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N2CCCC2C(=O)NC(C(=O)N1)C(C)C)CC3=CC=CC=C3)CC(C)C)CC4=CC=C(C=C4)O)CC5=CN=CN5)CCC(=O)N
SMILES (Isomeric) CC[C@H](C)[C@H]1C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N2CCC[C@H]2C(=O)N[C@H](C(=O)N1)C(C)C)CC3=CC=CC=C3)CC(C)C)CC4=CC=C(C=C4)O)CC5=CN=CN5)CCC(=O)N
InChI InChI=1S/C51H71N11O10/c1-7-30(6)43-50(71)55-35(19-20-41(52)64)44(65)58-38(25-33-26-53-27-54-33)47(68)57-37(23-32-15-17-34(63)18-16-32)46(67)56-36(22-28(2)3)45(66)59-39(24-31-12-9-8-10-13-31)51(72)62-21-11-14-40(62)48(69)60-42(29(4)5)49(70)61-43/h8-10,12-13,15-18,26-30,35-40,42-43,63H,7,11,14,19-25H2,1-6H3,(H2,52,64)(H,53,54)(H,55,71)(H,56,67)(H,57,68)(H,58,65)(H,59,66)(H,60,69)(H,61,70)/t30-,35-,36-,37-,38-,39-,40-,42-,43-/m0/s1
InChI Key FQIGKVHTFVHDQG-NXJJEAEESA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C51H71N11O10
Molecular Weight 998.20 g/mol
Exact Mass 997.53853750 g/mol
Topological Polar Surface Area (TPSA) 316.00 Ų
XlogP 3.30
Atomic LogP (AlogP) 0.56
H-Bond Acceptor 11
H-Bond Donor 10
Rotatable Bonds 14

Synonyms

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3-[(3S,6S,9S,12S,15S,18S,21S,24S)-3-benzyl-18-[(2S)-butan-2-yl]-9-[(4-hydroxyphenyl)methyl]-12-(1H-imidazol-5-ylmethyl)-6-(2-methylpropyl)-2,5,8,11,14,17,20,23-octaoxo-21-propan-2-yl-1,4,7,10,13,16,19,22-octazabicyclo[22.3.0]heptacosan-15-yl]propanamide
3-((3S,6S,9S,12S,15S,18S,21S,24S)-3-benzyl-18-((2S)-butan-2-yl)-9-((4-hydroxyphenyl)methyl)-12-(1H-imidazol-5-ylmethyl)-6-(2-methylpropyl)-2,5,8,11,14,17,20,23-octaoxo-21-propan-2-yl-1,4,7,10,13,16,19,22-octazabicyclo(22.3.0)heptacosan-15-yl)propanamide
3-((3S,6S,9S,12S,15S,18S,21S,26aS)-12-((1H-imidazol-5-yl)methyl)-21-benzyl-6-((S)-sec-butyl)-15-(4-hydroxybenzyl)-18-isobutyl-3-isopropyl-1,4,7,10,13,16,19,22-octaoxohexacosahydropyrrolo(1,2-a)(1,4,7,10,13,16,19,22)octaazacyclotetracosin-9-yl)propanamide
3-((3S,6S,9S,12S,15S,18S,21S,26aS)-12-((1H-imidazol-5-yl)methyl)-21-benzyl-6-((S)-sec-butyl)-15-(4-hydroxybenzyl)-18-isobutyl-3-isopropyl-1,4,7,10,13,16,19,22-octaoxohexacosahydropyrrolo[1,2-a][1,4,7,10,13,16,19,22]octaazacyclotetracosin-9-yl)propanamide
3-((3S,6S,9S,12S,15S,18S,21S,26AS)-21-benzyl-6-((2S)-butan-2-yl)-1,4,7,10,13,16,19-heptahydroxy-15-((4-hydroxyphenyl)methyl)-12-((1H-imidazol-5-yl)methyl)-18-(2-methylpropyl)-22-oxo-3-(propan-2-yl)-3H,6H,9H,12H,15H,18H,21H,22H,24H,25H,26H,26ah-pyrrolo(1,2-a)1,4,7,10,13,16,19,22-octaazacyclotetracosan-9-yl)propanimidate
3-[(3S,6S,9S,12S,15S,18S,21S,26AS)-21-benzyl-6-[(2S)-butan-2-yl]-1,4,7,10,13,16,19-heptahydroxy-15-[(4-hydroxyphenyl)methyl]-12-[(1H-imidazol-5-yl)methyl]-18-(2-methylpropyl)-22-oxo-3-(propan-2-yl)-3H,6H,9H,12H,15H,18H,21H,22H,24H,25H,26H,26ah-pyrrolo[1,2-a]1,4,7,10,13,16,19,22-octaazacyclotetracosan-9-yl]propanimidate
RefChem:112492
CHEBI:221808
DTXSID201333852
Cyclo(L-glutaminyl-L-histidyl-L-tyrosyl-L-leucyl-L-phenylalanyl-L-prolyl-L-valyl-L-isoleucyl)

2D Structure

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2D Structure of Anacyclamide C8

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9170 91.70%
Caco-2 - 0.8747 87.47%
Blood Brain Barrier - 0.9250 92.50%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.5740 57.40%
OATP2B1 inhibitior - 0.5723 57.23%
OATP1B1 inhibitior + 0.8507 85.07%
OATP1B3 inhibitior + 0.9367 93.67%
MATE1 inhibitior - 0.9023 90.23%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.9628 96.28%
P-glycoprotein inhibitior + 0.7540 75.40%
P-glycoprotein substrate + 0.8636 86.36%
CYP3A4 substrate + 0.6921 69.21%
CYP2C9 substrate - 0.8075 80.75%
CYP2D6 substrate - 0.8505 85.05%
CYP3A4 inhibition - 0.7256 72.56%
CYP2C9 inhibition - 0.7727 77.27%
CYP2C19 inhibition - 0.7750 77.50%
CYP2D6 inhibition - 0.8983 89.83%
CYP1A2 inhibition - 0.9300 93.00%
CYP2C8 inhibition + 0.7719 77.19%
CYP inhibitory promiscuity - 0.8589 85.89%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.8400 84.00%
Carcinogenicity (trinary) Non-required 0.6405 64.05%
Eye corrosion - 0.9902 99.02%
Eye irritation - 0.9065 90.65%
Skin irritation - 0.8020 80.20%
Skin corrosion - 0.9307 93.07%
Ames mutagenesis - 0.7100 71.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3694 36.94%
Micronuclear + 0.8400 84.00%
Hepatotoxicity + 0.5357 53.57%
skin sensitisation - 0.8945 89.45%
Respiratory toxicity + 0.8333 83.33%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity - 0.7711 77.11%
Acute Oral Toxicity (c) III 0.6419 64.19%
Estrogen receptor binding + 0.8034 80.34%
Androgen receptor binding + 0.6360 63.60%
Thyroid receptor binding + 0.5990 59.90%
Glucocorticoid receptor binding + 0.5596 55.96%
Aromatase binding + 0.6181 61.81%
PPAR gamma + 0.7679 76.79%
Honey bee toxicity - 0.7436 74.36%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.8775 87.75%

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 99.81% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.40% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.99% 85.14%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 97.77% 97.64%
CHEMBL5608 Q16288 NT-3 growth factor receptor 95.30% 95.89%
CHEMBL221 P23219 Cyclooxygenase-1 95.20% 90.17%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 94.55% 82.38%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.09% 94.45%
CHEMBL5103 Q969S8 Histone deacetylase 10 94.01% 90.08%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.41% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.76% 97.09%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 91.07% 93.00%
CHEMBL5896 O75164 Lysine-specific demethylase 4A 89.03% 99.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.42% 86.33%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 87.55% 93.03%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.24% 95.89%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 86.68% 90.71%
CHEMBL1907594 P30926 Neuronal acetylcholine receptor; alpha3/beta4 86.32% 97.23%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 85.08% 91.11%
CHEMBL2535 P11166 Glucose transporter 84.90% 98.75%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.35% 99.23%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.28% 99.17%
CHEMBL1937 Q92769 Histone deacetylase 2 83.63% 94.75%
CHEMBL253 P34972 Cannabinoid CB2 receptor 83.17% 97.25%
CHEMBL3392948 Q9NP59 Solute carrier family 40 member 1 82.74% 95.00%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.57% 100.00%
CHEMBL6175 Q9H3R0 Lysine-specific demethylase 4C 80.82% 96.69%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 80.28% 82.69%
CHEMBL5203 P33316 dUTP pyrophosphatase 80.27% 99.18%

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 146684869
LOTUS LTS0216707
wikiData Q105105443