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Zizyphine A

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 67930c10-0cfc-44dd-b75f-33c65b8d1a5f
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
IUPAC Name (2S,3S)-2-(dimethylamino)-N-[(2S,3S)-1-[(3S,7S,13S,16Z)-19-methoxy-8,14-dioxo-2-oxa-6,9,15-triazatetracyclo[16.2.2.03,7.09,13]docosa-1(20),16,18,21-tetraen-6-yl]-3-methyl-1-oxopentan-2-yl]-3-methylpentanamide
SMILES (Canonical) CCC(C)C(C(=O)N1CCC2C1C(=O)N3CCCC3C(=O)NC=CC4=C(C=C(O2)C=C4)OC)NC(=O)C(C(C)CC)N(C)C
SMILES (Isomeric) CC[C@H](C)[C@@H](C(=O)N1CC[C@H]2[C@H]1C(=O)N3CCC[C@H]3C(=O)N/C=C\C4=C(C=C(O2)C=C4)OC)NC(=O)[C@H]([C@@H](C)CC)N(C)C
InChI InChI=1S/C33H49N5O6/c1-8-20(3)27(35-31(40)28(36(5)6)21(4)9-2)32(41)38-18-15-25-29(38)33(42)37-17-10-11-24(37)30(39)34-16-14-22-12-13-23(44-25)19-26(22)43-7/h12-14,16,19-21,24-25,27-29H,8-11,15,17-18H2,1-7H3,(H,34,39)(H,35,40)/b16-14-/t20-,21-,24-,25-,27-,28-,29-/m0/s1
InChI Key NXCUAFMNFVTKHA-YEEQOOFQSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C33H49N5O6
Molecular Weight 611.80 g/mol
Exact Mass 611.36828430 g/mol
Topological Polar Surface Area (TPSA) 121.00 Ų
XlogP 4.00
Atomic LogP (AlogP) 2.64
H-Bond Acceptor 7
H-Bond Donor 2
Rotatable Bonds 9

Synonyms

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51059-42-8
(2S,3S)-2-(dimethylamino)-N-[(2S,3S)-1-[(3S,7S,13S,16Z)-19-methoxy-8,14-dioxo-2-oxa-6,9,15-triazatetracyclo[16.2.2.03,7.09,13]docosa-1(20),16,18,21-tetraen-6-yl]-3-methyl-1-oxopentan-2-yl]-3-methylpentanamide
CHEBI:10121
DTXSID60422522
Q27108592

2D Structure

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2D Structure of Zizyphine A

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9475 94.75%
Caco-2 - 0.7633 76.33%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.5753 57.53%
OATP2B1 inhibitior + 0.5789 57.89%
OATP1B1 inhibitior + 0.8465 84.65%
OATP1B3 inhibitior + 0.9190 91.90%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.9751 97.51%
P-glycoprotein inhibitior + 0.8353 83.53%
P-glycoprotein substrate + 0.8394 83.94%
CYP3A4 substrate + 0.7080 70.80%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7357 73.57%
CYP3A4 inhibition - 0.6018 60.18%
CYP2C9 inhibition - 0.8598 85.98%
CYP2C19 inhibition - 0.7826 78.26%
CYP2D6 inhibition - 0.8701 87.01%
CYP1A2 inhibition - 0.8360 83.60%
CYP2C8 inhibition + 0.5539 55.39%
CYP inhibitory promiscuity - 0.7867 78.67%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Non-required 0.5784 57.84%
Eye corrosion - 0.9885 98.85%
Eye irritation - 0.9471 94.71%
Skin irritation - 0.7985 79.85%
Skin corrosion - 0.9267 92.67%
Ames mutagenesis - 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7170 71.70%
Micronuclear + 0.6900 69.00%
Hepatotoxicity + 0.7052 70.52%
skin sensitisation - 0.8835 88.35%
Respiratory toxicity + 0.8778 87.78%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity - 0.6126 61.26%
Acute Oral Toxicity (c) III 0.6912 69.12%
Estrogen receptor binding + 0.7591 75.91%
Androgen receptor binding + 0.6960 69.60%
Thyroid receptor binding + 0.5630 56.30%
Glucocorticoid receptor binding + 0.7341 73.41%
Aromatase binding + 0.6005 60.05%
PPAR gamma + 0.7027 70.27%
Honey bee toxicity - 0.8056 80.56%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.8342 83.42%

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 99.18% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.00% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.19% 85.14%
CHEMBL204 P00734 Thrombin 96.12% 96.01%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.70% 91.11%
CHEMBL4208 P20618 Proteasome component C5 93.76% 90.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.68% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.28% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.08% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 92.08% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.38% 97.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.07% 99.17%
CHEMBL3837 P07711 Cathepsin L 90.51% 96.61%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 89.66% 96.21%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 89.42% 90.71%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 89.40% 91.03%
CHEMBL340 P08684 Cytochrome P450 3A4 89.09% 91.19%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 88.06% 97.14%
CHEMBL2413 P32246 C-C chemokine receptor type 1 87.69% 89.50%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 87.26% 92.88%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 86.01% 98.33%
CHEMBL4073 P09237 Matrix metalloproteinase 7 85.47% 97.56%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 85.37% 82.38%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 84.77% 93.03%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.55% 89.00%
CHEMBL213 P08588 Beta-1 adrenergic receptor 81.63% 95.56%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.51% 94.33%

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.
Ziziphus jujuba

Cross-Links

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PubChem 6324833
NPASS NPC167038
LOTUS LTS0044570
wikiData Q27108592