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Nannocystin 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 4f2d3ea2-21c9-4af1-960b-ac53a07b9a4f
Taxonomy Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
IUPAC Name (1R,4S,7R,10S,13S,14R,15E,17E,19R,21S)-4-[(2S)-butan-2-yl]-7-[(3,5-dichloro-4-hydroxyphenyl)methyl]-10-(2-hydroxypropan-2-yl)-19-methoxy-1,3,14,18-tetramethyl-13-phenyl-12,22-dioxa-3,6,9-triazabicyclo[19.1.0]docosa-15,17-diene-2,5,8,11-tetrone
SMILES (Canonical) CCC(C)C1C(=O)NC(C(=O)NC(C(=O)OC(C(C=CC=C(C(CC2C(O2)(C(=O)N1C)C)OC)C)C)C3=CC=CC=C3)C(C)(C)O)CC4=CC(=C(C(=C4)Cl)O)Cl
SMILES (Isomeric) CC[C@H](C)[C@H]1C(=O)N[C@@H](C(=O)N[C@H](C(=O)O[C@@H]([C@@H](/C=C/C=C(/[C@@H](C[C@H]2[C@@](O2)(C(=O)N1C)C)OC)\C)C)C3=CC=CC=C3)C(C)(C)O)CC4=CC(=C(C(=C4)Cl)O)Cl
InChI InChI=1S/C42H55Cl2N3O9/c1-10-23(2)33-38(50)45-30(21-26-19-28(43)34(48)29(44)20-26)37(49)46-36(41(5,6)53)39(51)55-35(27-17-12-11-13-18-27)25(4)16-14-15-24(3)31(54-9)22-32-42(7,56-32)40(52)47(33)8/h11-20,23,25,30-33,35-36,48,53H,10,21-22H2,1-9H3,(H,45,50)(H,46,49)/b16-14+,24-15+/t23-,25+,30+,31+,32-,33-,35-,36+,42+/m0/s1
InChI Key PEOAVEOEVIQCMT-XWDGXJISSA-N
Popularity 13 references in papers

Physical and Chemical Properties

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Molecular Formula C42H55Cl2N3O9
Molecular Weight 816.80 g/mol
Exact Mass 815.3315357 g/mol
Topological Polar Surface Area (TPSA) 167.00 Ų
XlogP 6.90
Atomic LogP (AlogP) 5.85
H-Bond Acceptor 9
H-Bond Donor 4
Rotatable Bonds 7

Synonyms

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CHEMBL4203439
SCHEMBL19551348
PD127665

2D Structure

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2D Structure of Nannocystin A

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9530 95.30%
Caco-2 - 0.8596 85.96%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Lysosomes 0.4465 44.65%
OATP2B1 inhibitior + 0.5723 57.23%
OATP1B1 inhibitior + 0.7967 79.67%
OATP1B3 inhibitior + 0.9273 92.73%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.8818 88.18%
BSEP inhibitior + 0.9711 97.11%
P-glycoprotein inhibitior + 0.7775 77.75%
P-glycoprotein substrate + 0.7843 78.43%
CYP3A4 substrate + 0.7491 74.91%
CYP2C9 substrate - 0.8097 80.97%
CYP2D6 substrate - 0.8553 85.53%
CYP3A4 inhibition - 0.6410 64.10%
CYP2C9 inhibition - 0.7921 79.21%
CYP2C19 inhibition - 0.7549 75.49%
CYP2D6 inhibition - 0.8811 88.11%
CYP1A2 inhibition - 0.8177 81.77%
CYP2C8 inhibition + 0.8191 81.91%
CYP inhibitory promiscuity - 0.7870 78.70%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.6900 69.00%
Carcinogenicity (trinary) Non-required 0.4488 44.88%
Eye corrosion - 0.9826 98.26%
Eye irritation - 0.9184 91.84%
Skin irritation - 0.7637 76.37%
Skin corrosion - 0.9182 91.82%
Ames mutagenesis - 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6966 69.66%
Micronuclear + 0.8200 82.00%
Hepatotoxicity + 0.7052 70.52%
skin sensitisation - 0.8422 84.22%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity - 0.9151 91.51%
Acute Oral Toxicity (c) III 0.5773 57.73%
Estrogen receptor binding + 0.8206 82.06%
Androgen receptor binding + 0.7706 77.06%
Thyroid receptor binding + 0.6414 64.14%
Glucocorticoid receptor binding + 0.7935 79.35%
Aromatase binding + 0.6185 61.85%
PPAR gamma + 0.8112 81.12%
Honey bee toxicity - 0.6414 64.14%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.6900 69.00%
Fish aquatic toxicity + 0.9930 99.30%

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 99.31% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.62% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 98.16% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.09% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.20% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.56% 95.56%
CHEMBL3401 O75469 Pregnane X receptor 96.31% 94.73%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.14% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.97% 85.14%
CHEMBL3976 Q9UHL4 Dipeptidyl peptidase II 92.86% 92.29%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 91.56% 94.00%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 90.94% 93.40%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.91% 97.09%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 90.31% 90.93%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 89.48% 96.95%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 88.67% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.20% 97.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.76% 95.89%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.66% 92.62%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 85.14% 96.47%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 84.35% 85.11%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 83.83% 99.15%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.02% 93.56%

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 132087316
LOTUS LTS0250183
wikiData Q105207225