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2-[2-(butanoylamino)propanoylamino]-N-[5-[(3-chloro-4-hydroxyphenyl)methyl]-21-hydroxy-2-(1-hydroxyethyl)-4,11-dimethyl-15-(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]-3-[3-oxo-3-(3-oxobutan-2-ylamino)propoxy]butanamide

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 7bc741a0-2dc9-432f-b622-98da336165a5
Taxonomy Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
IUPAC Name 2-[2-(butanoylamino)propanoylamino]-N-[5-[(3-chloro-4-hydroxyphenyl)methyl]-21-hydroxy-2-(1-hydroxyethyl)-4,11-dimethyl-15-(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]-3-[3-oxo-3-(3-oxobutan-2-ylamino)propoxy]butanamide
SMILES (Canonical) CCCC(=O)NC(C)C(=O)NC(C(C)OCCC(=O)NC(C)C(=O)C)C(=O)NC1C(OC(=O)C(NC(=O)C(N(C(=O)C(N2C(CCC(C2=O)NC(=O)C(NC1=O)CC(C)C)O)C(C)O)C)CC3=CC(=C(C=C3)O)Cl)C(C)C)C
SMILES (Isomeric) CCCC(=O)NC(C)C(=O)NC(C(C)OCCC(=O)NC(C)C(=O)C)C(=O)NC1C(OC(=O)C(NC(=O)C(N(C(=O)C(N2C(CCC(C2=O)NC(=O)C(NC1=O)CC(C)C)O)C(C)O)C)CC3=CC(=C(C=C3)O)Cl)C(C)C)C
InChI InChI=1S/C52H80ClN9O16/c1-13-14-38(66)55-27(7)45(69)59-42(30(10)77-20-19-39(67)54-26(6)28(8)63)49(73)60-43-31(11)78-52(76)41(25(4)5)58-47(71)36(23-32-15-17-37(65)33(53)22-32)61(12)51(75)44(29(9)64)62-40(68)18-16-34(50(62)74)56-46(70)35(21-24(2)3)57-48(43)72/h15,17,22,24-27,29-31,34-36,40-44,64-65,68H,13-14,16,18-21,23H2,1-12H3,(H,54,67)(H,55,66)(H,56,70)(H,57,72)(H,58,71)(H,59,69)(H,60,73)
InChI Key VXDSBQHXWKWGRY-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C52H80ClN9O16
Molecular Weight 1122.70 g/mol
Exact Mass 1121.5411552 g/mol
Topological Polar Surface Area (TPSA) 358.00 Ų
XlogP 2.10
Atomic LogP (AlogP) -0.63
H-Bond Acceptor 16
H-Bond Donor 10
Rotatable Bonds 20

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-[2-(butanoylamino)propanoylamino]-N-[5-[(3-chloro-4-hydroxyphenyl)methyl]-21-hydroxy-2-(1-hydroxyethyl)-4,11-dimethyl-15-(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]-3-[3-oxo-3-(3-oxobutan-2-ylamino)propoxy]butanamide

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7787 77.87%
Caco-2 - 0.8626 86.26%
Blood Brain Barrier - 0.9250 92.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Lysosomes 0.5261 52.61%
OATP2B1 inhibitior - 0.8594 85.94%
OATP1B1 inhibitior + 0.8045 80.45%
OATP1B3 inhibitior + 0.9214 92.14%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9228 92.28%
P-glycoprotein inhibitior + 0.7410 74.10%
P-glycoprotein substrate + 0.8781 87.81%
CYP3A4 substrate + 0.7505 75.05%
CYP2C9 substrate - 0.8059 80.59%
CYP2D6 substrate - 0.8435 84.35%
CYP3A4 inhibition - 0.7170 71.70%
CYP2C9 inhibition - 0.7907 79.07%
CYP2C19 inhibition - 0.7651 76.51%
CYP2D6 inhibition - 0.8303 83.03%
CYP1A2 inhibition - 0.8255 82.55%
CYP2C8 inhibition + 0.8118 81.18%
CYP inhibitory promiscuity - 0.8775 87.75%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.7100 71.00%
Carcinogenicity (trinary) Non-required 0.5734 57.34%
Eye corrosion - 0.9868 98.68%
Eye irritation - 0.8989 89.89%
Skin irritation - 0.7871 78.71%
Skin corrosion - 0.9312 93.12%
Ames mutagenesis - 0.5882 58.82%
Human Ether-a-go-go-Related Gene inhibition - 0.4116 41.16%
Micronuclear + 0.9000 90.00%
Hepatotoxicity + 0.5250 52.50%
skin sensitisation - 0.8672 86.72%
Respiratory toxicity + 0.8889 88.89%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity - 0.7565 75.65%
Acute Oral Toxicity (c) III 0.6503 65.03%
Estrogen receptor binding + 0.7917 79.17%
Androgen receptor binding + 0.7304 73.04%
Thyroid receptor binding + 0.5828 58.28%
Glucocorticoid receptor binding + 0.6099 60.99%
Aromatase binding + 0.6642 66.42%
PPAR gamma + 0.8199 81.99%
Honey bee toxicity - 0.6711 67.11%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5649 56.49%
Fish aquatic toxicity + 0.9297 92.97%

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 99.93% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 99.76% 94.45%
CHEMBL4040 P28482 MAP kinase ERK2 99.74% 83.82%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.05% 91.11%
CHEMBL4072 P07858 Cathepsin B 97.63% 93.67%
CHEMBL4835 P00338 L-lactate dehydrogenase A chain 97.62% 95.34%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.12% 96.09%
CHEMBL255 P29275 Adenosine A2b receptor 95.90% 98.59%
CHEMBL333 P08253 Matrix metalloproteinase-2 95.90% 96.31%
CHEMBL3060 Q9Y345 Glycine transporter 2 95.12% 99.17%
CHEMBL3837 P07711 Cathepsin L 94.56% 96.61%
CHEMBL5103 Q969S8 Histone deacetylase 10 94.14% 90.08%
CHEMBL1949 P62937 Cyclophilin A 93.20% 98.57%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.49% 89.00%
CHEMBL2413 P32246 C-C chemokine receptor type 1 92.28% 89.50%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 92.05% 96.90%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 91.98% 93.03%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.85% 95.89%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 91.24% 92.88%
CHEMBL2000 P03952 Plasma kallikrein 91.16% 93.92%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 90.32% 85.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 90.17% 93.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.63% 97.09%
CHEMBL340 P08684 Cytochrome P450 3A4 89.41% 91.19%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 89.13% 97.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.96% 95.56%
CHEMBL3976 Q9UHL4 Dipeptidyl peptidase II 88.71% 92.29%
CHEMBL321 P14780 Matrix metalloproteinase 9 88.00% 92.12%
CHEMBL2094135 Q96BI3 Gamma-secretase 87.44% 98.05%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 87.40% 90.93%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 87.38% 99.15%
CHEMBL3384 Q16512 Protein kinase N1 85.76% 80.71%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.06% 92.62%
CHEMBL4296 Q15858 Sodium channel protein type IX alpha subunit 84.68% 96.11%
CHEMBL4588 P22894 Matrix metalloproteinase 8 84.50% 94.66%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 83.99% 90.71%
CHEMBL226 P30542 Adenosine A1 receptor 83.45% 95.93%
CHEMBL2072 P35499 Sodium channel protein type IV alpha subunit 82.92% 92.32%
CHEMBL253 P34972 Cannabinoid CB2 receptor 82.39% 97.25%
CHEMBL3401 O75469 Pregnane X receptor 81.77% 94.73%
CHEMBL1937 Q92769 Histone deacetylase 2 81.49% 94.75%
CHEMBL5314 Q06418 Tyrosine-protein kinase receptor TYRO3 81.47% 96.00%

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 163187322
LOTUS LTS0230671
wikiData Q104203170