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Cyanopeptolin B

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 cd9b9d9c-3ece-4d9f-8800-10d6ea54b152
Taxonomy Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
IUPAC Name (3S)-4-[[(2S,5S,8S,11R,12S,15S,18S,21R)-15-(4-aminobutyl)-5-benzyl-21-hydroxy-4,11-dimethyl-2-(2-methylpropyl)-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]amino]-3-(hexanoylamino)-4-oxobutanoic acid
SMILES (Canonical) CCCCCC(=O)NC(CC(=O)O)C(=O)NC1C(OC(=O)C(NC(=O)C(N(C(=O)C(N2C(CCC(C2=O)NC(=O)C(NC1=O)CCCCN)O)CC(C)C)C)CC3=CC=CC=C3)C(C)C)C
SMILES (Isomeric) CCCCCC(=O)N[C@@H](CC(=O)O)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@@H](NC1=O)CCCCN)O)CC(C)C)C)CC3=CC=CC=C3)C(C)C)C
InChI InChI=1S/C46H72N8O12/c1-8-9-11-19-35(55)48-32(25-37(57)58)41(60)52-39-28(6)66-46(65)38(27(4)5)51-42(61)33(24-29-16-12-10-13-17-29)53(7)45(64)34(23-26(2)3)54-36(56)21-20-31(44(54)63)50-40(59)30(49-43(39)62)18-14-15-22-47/h10,12-13,16-17,26-28,30-34,36,38-39,56H,8-9,11,14-15,18-25,47H2,1-7H3,(H,48,55)(H,49,62)(H,50,59)(H,51,61)(H,52,60)(H,57,58)/t28-,30+,31+,32+,33+,34+,36-,38+,39+/m1/s1
InChI Key KSVGOBQTQGOLQM-WBJGGQTMSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C46H72N8O12
Molecular Weight 929.10 g/mol
Exact Mass 928.52696976 g/mol
Topological Polar Surface Area (TPSA) 296.00 Ų
XlogP 0.60
Atomic LogP (AlogP) 0.62
H-Bond Acceptor 12
H-Bond Donor 8
Rotatable Bonds 18

Synonyms

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(3S)-4-[[(2S,5S,8S,11R,12S,15S,18S,21R)-15-(4-aminobutyl)-5-benzyl-21-hydroxy-4,11-dimethyl-2-(2-methylpropyl)-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]amino]-3-(hexanoylamino)-4-oxobutanoic acid
(3S)-3-(((2S,5S,8S,11R,12S,15S,18S,21R)-15-(4-aminobutyl)-5-benzyl-6,13,16,21-tetrahydroxy-4,11-dimethyl-2-(2-methylpropyl)-3,9,22-trioxo-8-(propan-2-yl)-10-oxa-1,4,7,14,17-pentaazabicyclo(16.3.1)docosa-6,13,16-trien-12-yl)-C-hydroxycarbonimidoyl)-3-((1-hydroxyhexylidene)amino)propanoate
(3S)-3-{[(2S,5S,8S,11R,12S,15S,18S,21R)-15-(4-aminobutyl)-5-benzyl-6,13,16,21-tetrahydroxy-4,11-dimethyl-2-(2-methylpropyl)-3,9,22-trioxo-8-(propan-2-yl)-10-oxa-1,4,7,14,17-pentaazabicyclo[16.3.1]docosa-6,13,16-trien-12-yl]-C-hydroxycarbonimidoyl}-3-[(1-hydroxyhexylidene)amino]propanoate
(3S)-4-(((2S,5S,8S,11R,12S,15S,18S,21R)-15-(4-aminobutyl)-5-benzyl-21-hydroxy-4,11-dimethyl-2-(2-methylpropyl)-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)amino)-3-(hexanoylamino)-4-oxobutanoic acid
4-(((2S,5S,8S,11R,12S,15S)-15-(4-aminobutyl)-5-benzyl-21-hydroxy-4,11-dimethyl-2-(2-methylpropyl)-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)amino)-3-(hexanoylamino)-4-oxobutanoic acid
4-[[(2S,5S,8S,11R,12S,15S)-15-(4-aminobutyl)-5-benzyl-21-hydroxy-4,11-dimethyl-2-(2-methylpropyl)-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]amino]-3-(hexanoylamino)-4-oxobutanoic acid
RefChem:129094
152839-29-7
CHEBI:203643
DTXSID201046293

2D Structure

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2D Structure of Cyanopeptolin B

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.8114 81.14%
Caco-2 - 0.8676 86.76%
Blood Brain Barrier - 0.9500 95.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Lysosomes 0.5504 55.04%
OATP2B1 inhibitior - 0.7143 71.43%
OATP1B1 inhibitior + 0.8149 81.49%
OATP1B3 inhibitior + 0.9080 90.80%
MATE1 inhibitior - 0.7600 76.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior + 0.8505 85.05%
P-glycoprotein inhibitior + 0.7410 74.10%
P-glycoprotein substrate + 0.8869 88.69%
CYP3A4 substrate + 0.7223 72.23%
CYP2C9 substrate - 0.7958 79.58%
CYP2D6 substrate - 0.8321 83.21%
CYP3A4 inhibition - 0.7596 75.96%
CYP2C9 inhibition - 0.8849 88.49%
CYP2C19 inhibition - 0.8741 87.41%
CYP2D6 inhibition - 0.8900 89.00%
CYP1A2 inhibition - 0.9383 93.83%
CYP2C8 inhibition + 0.7006 70.06%
CYP inhibitory promiscuity - 0.9896 98.96%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Non-required 0.6375 63.75%
Eye corrosion - 0.9885 98.85%
Eye irritation - 0.9058 90.58%
Skin irritation - 0.7859 78.59%
Skin corrosion - 0.9268 92.68%
Ames mutagenesis - 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5057 50.57%
Micronuclear + 0.9000 90.00%
Hepatotoxicity - 0.6000 60.00%
skin sensitisation - 0.8820 88.20%
Respiratory toxicity + 0.8556 85.56%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity - 0.6832 68.32%
Acute Oral Toxicity (c) III 0.6263 62.63%
Estrogen receptor binding + 0.8332 83.32%
Androgen receptor binding + 0.6857 68.57%
Thyroid receptor binding + 0.5395 53.95%
Glucocorticoid receptor binding + 0.5636 56.36%
Aromatase binding + 0.6006 60.06%
PPAR gamma + 0.7757 77.57%
Honey bee toxicity - 0.7597 75.97%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5800 58.00%
Fish aquatic toxicity + 0.7551 75.51%

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 99.95% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.90% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 98.75% 99.17%
CHEMBL221 P23219 Cyclooxygenase-1 98.47% 90.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.25% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.30% 95.56%
CHEMBL4040 P28482 MAP kinase ERK2 92.69% 83.82%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 91.86% 93.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 90.93% 97.14%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 90.78% 97.64%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 90.54% 92.08%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 90.48% 95.89%
CHEMBL3468 P55210 Caspase-7 90.39% 95.68%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 89.79% 96.47%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 89.28% 98.33%
CHEMBL3776 Q14790 Caspase-8 89.15% 97.06%
CHEMBL3359 P21462 Formyl peptide receptor 1 88.97% 93.56%
CHEMBL1949 P62937 Cyclophilin A 88.59% 98.57%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 87.99% 90.71%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.89% 97.09%
CHEMBL3837 P07711 Cathepsin L 87.65% 96.61%
CHEMBL3891 P07384 Calpain 1 86.92% 93.04%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.40% 94.45%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.39% 99.23%
CHEMBL5805 Q9NR97 Toll-like receptor 8 86.14% 96.25%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.11% 86.33%
CHEMBL5103 Q969S8 Histone deacetylase 10 84.42% 90.08%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.03% 100.00%
CHEMBL2492 P36544 Neuronal acetylcholine receptor protein alpha-7 subunit 83.68% 88.42%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 83.31% 82.38%
CHEMBL4801 P29466 Caspase-1 83.11% 96.85%
CHEMBL3392948 Q9NP59 Solute carrier family 40 member 1 83.11% 95.00%
CHEMBL2072 P35499 Sodium channel protein type IV alpha subunit 82.95% 92.32%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 82.00% 96.90%
CHEMBL253 P34972 Cannabinoid CB2 receptor 81.68% 97.25%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 80.85% 93.03%
CHEMBL1075162 Q13304 Uracil nucleotide/cysteinyl leukotriene receptor 80.15% 80.33%
CHEMBL4296 Q15858 Sodium channel protein type IX alpha subunit 80.13% 96.11%

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 139291933
LOTUS LTS0143286
wikiData Q77379586