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Takaokamycin

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 d6b7578b-9622-4776-9b35-7989c30cb02e
Taxonomy Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
IUPAC Name N-[(2S)-1-[[(6S,15R,16R,19S,21R)-3-[(2S)-butan-2-yl]-16-methyl-9-[[(2R)-2-nitrocyclopropyl]methyl]-2,5,8,11,14,18-hexaoxo-6,12-bis[(1R)-1-phenylethyl]-21-[(Z)-prop-1-enyl]-17-oxa-1,4,7,10,13-pentazabicyclo[17.3.0]docosan-15-yl]amino]-3-[(2R)-2-nitrocyclopropyl]-1-oxopropan-2-yl]-5-chloro-1-hydroxypyrrole-2-carboxamide
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C55H69ClN10O14/c1-7-15-32-22-42-55(74)80-31(6)47(62-49(68)37(23-35-25-40(35)65(76)77)57-50(69)39-20-21-43(56)64(39)75)53(72)61-45(29(4)33-16-11-9-12-17-33)51(70)58-38(24-36-26-41(36)66(78)79)48(67)60-46(30(5)34-18-13-10-14-19-34)52(71)59-44(28(3)8-2)54(73)63(42)27-32/h7,9-21,28-32,35-38,40-42,44-47,75H,8,22-27H2,1-6H3,(H,57,69)(H,58,70)(H,59,71)(H,60,67)(H,61,72)(H,62,68)/b15-7-/t28-,29+,30+,31+,32-,35?,36?,37-,38?,40+,41+,42-,44?,45?,46-,47+/m0/s1
InChI Key YOUXQVRIWHZWQN-LVNLQJMCSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C55H69ClN10O14
Molecular Weight 1129.60 g/mol
Exact Mass 1128.4683246 g/mol
Topological Polar Surface Area (TPSA) 338.00 Ų
XlogP 7.20
Atomic LogP (AlogP) 3.40
H-Bond Acceptor 15
H-Bond Donor 7
Rotatable Bonds 17

Synonyms

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RefChem:932517
92092-69-8
CHEBI:222810
N-[(2S)-1-[[(6S,15R,16R,19S,21R)-3-[(2S)-butan-2-yl]-16-methyl-9-[[(2R)-2-nitrocyclopropyl]methyl]-2,5,8,11,14,18-hexaoxo-6,12-bis[(1R)-1-phenylethyl]-21-[(Z)-prop-1-enyl]-17-oxa-1,4,7,10,13-pentazabicyclo[17.3.0]docosan-15-yl]amino]-3-[(2R)-2-nitrocyclopropyl]-1-oxopropan-2-yl]-5-chloro-1-hydroxypyrrole-2-carboxamide

2D Structure

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2D Structure of Takaokamycin

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8111 81.11%
Caco-2 - 0.8657 86.57%
Blood Brain Barrier - 0.8000 80.00%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.4293 42.93%
OATP2B1 inhibitior - 0.7180 71.80%
OATP1B1 inhibitior + 0.8056 80.56%
OATP1B3 inhibitior + 0.9309 93.09%
MATE1 inhibitior - 0.8223 82.23%
OCT2 inhibitior - 0.7794 77.94%
BSEP inhibitior + 0.9439 94.39%
P-glycoprotein inhibitior + 0.7464 74.64%
P-glycoprotein substrate + 0.8438 84.38%
CYP3A4 substrate + 0.7401 74.01%
CYP2C9 substrate - 0.7962 79.62%
CYP2D6 substrate - 0.8795 87.95%
CYP3A4 inhibition + 0.7357 73.57%
CYP2C9 inhibition - 0.6605 66.05%
CYP2C19 inhibition - 0.5632 56.32%
CYP2D6 inhibition - 0.8437 84.37%
CYP1A2 inhibition - 0.6697 66.97%
CYP2C8 inhibition + 0.7524 75.24%
CYP inhibitory promiscuity + 0.6050 60.50%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.6200 62.00%
Carcinogenicity (trinary) Non-required 0.4581 45.81%
Eye corrosion - 0.9783 97.83%
Eye irritation - 0.9004 90.04%
Skin irritation - 0.7636 76.36%
Skin corrosion - 0.9174 91.74%
Ames mutagenesis - 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7011 70.11%
Micronuclear + 0.9400 94.00%
Hepatotoxicity + 0.6774 67.74%
skin sensitisation - 0.8291 82.91%
Respiratory toxicity + 0.8222 82.22%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity + 0.6464 64.64%
Acute Oral Toxicity (c) III 0.5815 58.15%
Estrogen receptor binding + 0.7800 78.00%
Androgen receptor binding + 0.7667 76.67%
Thyroid receptor binding + 0.6446 64.46%
Glucocorticoid receptor binding + 0.6972 69.72%
Aromatase binding + 0.6086 60.86%
PPAR gamma + 0.7789 77.89%
Honey bee toxicity - 0.6282 62.82%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.6000 60.00%
Fish aquatic toxicity + 0.9961 99.61%

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
CHEMBL221 P23219 Cyclooxygenase-1 99.71% 90.17%
CHEMBL2581 P07339 Cathepsin D 99.42% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.09% 96.09%
CHEMBL3837 P07711 Cathepsin L 95.28% 96.61%
CHEMBL3359 P21462 Formyl peptide receptor 1 92.31% 93.56%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.25% 95.56%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 92.24% 97.14%
CHEMBL4072 P07858 Cathepsin B 91.25% 93.67%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 90.80% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.11% 86.33%
CHEMBL4578 Q14680 Maternal embryonic leucine zipper kinase 89.59% 81.58%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.37% 94.45%
CHEMBL3401 O75469 Pregnane X receptor 88.17% 94.73%
CHEMBL3392948 Q9NP59 Solute carrier family 40 member 1 87.38% 95.00%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 87.29% 98.33%
CHEMBL1937 Q92769 Histone deacetylase 2 87.20% 94.75%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 87.04% 91.11%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 86.50% 93.03%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.25% 99.17%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 85.74% 96.47%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.46% 97.09%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 84.31% 93.00%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 83.52% 97.64%
CHEMBL5939 Q9NZ08 Endoplasmic reticulum aminopeptidase 1 82.86% 100.00%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 82.74% 94.23%
CHEMBL340 P08684 Cytochrome P450 3A4 82.44% 91.19%
CHEMBL2413 P32246 C-C chemokine receptor type 1 82.17% 89.50%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 82.05% 86.92%
CHEMBL2094135 Q96BI3 Gamma-secretase 80.43% 98.05%

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 163195537
LOTUS LTS0019856
wikiData Q105351541