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(4S)-5-[[(2S,5S,8S,11R,12S,15S,18S,21S)-15-(4-aminobutyl)-21-hydroxy-5-[(4-hydroxyphenyl)methyl]-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]-4-(hexanoylamino)-5-oxopentanoic acid

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 fdd57e32-21d2-4710-8664-1b808859350a
Taxonomy Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
IUPAC Name (4S)-5-[[(2S,5S,8S,11R,12S,15S,18S,21S)-15-(4-aminobutyl)-21-hydroxy-5-[(4-hydroxyphenyl)methyl]-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]-4-(hexanoylamino)-5-oxopentanoic acid
SMILES (Canonical) CCCCCC(=O)NC(CCC(=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=C(C=C3)O)C(C)C)C
SMILES (Isomeric) CCCCCC(=O)N[C@@H](CCC(=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=C(C=C3)O)C(C)C)C
InChI InChI=1S/C47H74N8O13/c1-8-9-10-14-36(57)49-32(20-22-38(59)60)42(62)53-40-28(6)68-47(67)39(27(4)5)52-43(63)34(25-29-15-17-30(56)18-16-29)54(7)46(66)35(24-26(2)3)55-37(58)21-19-33(45(55)65)51-41(61)31(50-44(40)64)13-11-12-23-48/h15-18,26-28,31-35,37,39-40,56,58H,8-14,19-25,48H2,1-7H3,(H,49,57)(H,50,64)(H,51,61)(H,52,63)(H,53,62)(H,59,60)/t28-,31+,32+,33+,34+,35+,37+,39+,40+/m1/s1
InChI Key JKIBLHXBEWIREM-SBEAMHCDSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C47H74N8O13
Molecular Weight 959.10 g/mol
Exact Mass 958.53753444 g/mol
Topological Polar Surface Area (TPSA) 316.00 Ų
XlogP 0.60
Atomic LogP (AlogP) 0.72
H-Bond Acceptor 13
H-Bond Donor 9
Rotatable Bonds 19

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (4S)-5-[[(2S,5S,8S,11R,12S,15S,18S,21S)-15-(4-aminobutyl)-21-hydroxy-5-[(4-hydroxyphenyl)methyl]-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]-4-(hexanoylamino)-5-oxopentanoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.6254 62.54%
Caco-2 - 0.8661 86.61%
Blood Brain Barrier - 0.9000 90.00%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Lysosomes 0.4601 46.01%
OATP2B1 inhibitior - 0.7181 71.81%
OATP1B1 inhibitior + 0.8148 81.48%
OATP1B3 inhibitior + 0.9148 91.48%
MATE1 inhibitior - 0.7800 78.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.8110 81.10%
P-glycoprotein inhibitior + 0.7414 74.14%
P-glycoprotein substrate + 0.8963 89.63%
CYP3A4 substrate + 0.7306 73.06%
CYP2C9 substrate - 0.7962 79.62%
CYP2D6 substrate - 0.8255 82.55%
CYP3A4 inhibition - 0.7577 75.77%
CYP2C9 inhibition - 0.9023 90.23%
CYP2C19 inhibition - 0.8687 86.87%
CYP2D6 inhibition - 0.8560 85.60%
CYP1A2 inhibition - 0.9380 93.80%
CYP2C8 inhibition + 0.7500 75.00%
CYP inhibitory promiscuity - 0.9892 98.92%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.8900 89.00%
Carcinogenicity (trinary) Non-required 0.6232 62.32%
Eye corrosion - 0.9887 98.87%
Eye irritation - 0.9035 90.35%
Skin irritation - 0.7911 79.11%
Skin corrosion - 0.9276 92.76%
Ames mutagenesis - 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4920 49.20%
Micronuclear + 0.9100 91.00%
Hepatotoxicity - 0.6125 61.25%
skin sensitisation - 0.8843 88.43%
Respiratory toxicity + 0.8333 83.33%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity - 0.7437 74.37%
Acute Oral Toxicity (c) III 0.6359 63.59%
Estrogen receptor binding + 0.8347 83.47%
Androgen receptor binding + 0.7213 72.13%
Thyroid receptor binding + 0.5426 54.26%
Glucocorticoid receptor binding - 0.4742 47.42%
Aromatase binding + 0.6330 63.30%
PPAR gamma + 0.7749 77.49%
Honey bee toxicity - 0.7347 73.47%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.6100 61.00%
Fish aquatic toxicity + 0.8418 84.18%

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 99.92% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 99.28% 99.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.99% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.65% 91.11%
CHEMBL4040 P28482 MAP kinase ERK2 96.98% 83.82%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.35% 94.45%
CHEMBL5103 Q969S8 Histone deacetylase 10 95.68% 90.08%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 94.73% 95.89%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 94.25% 93.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 93.76% 90.71%
CHEMBL3359 P21462 Formyl peptide receptor 1 93.30% 93.56%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.25% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.05% 97.09%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 91.31% 96.90%
CHEMBL1949 P62937 Cyclophilin A 91.26% 98.57%
CHEMBL1907594 P30926 Neuronal acetylcholine receptor; alpha3/beta4 90.87% 97.23%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 90.42% 82.38%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 90.02% 85.00%
CHEMBL221 P23219 Cyclooxygenase-1 89.95% 90.17%
CHEMBL2072 P35499 Sodium channel protein type IV alpha subunit 88.99% 92.32%
CHEMBL3837 P07711 Cathepsin L 88.51% 96.61%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 88.44% 93.10%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 88.30% 97.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.09% 95.89%
CHEMBL2514 O95665 Neurotensin receptor 2 87.44% 100.00%
CHEMBL5255 O00206 Toll-like receptor 4 86.99% 92.50%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 86.73% 92.08%
CHEMBL3891 P07384 Calpain 1 86.70% 93.04%
CHEMBL2413 P32246 C-C chemokine receptor type 1 86.56% 89.50%
CHEMBL236 P41143 Delta opioid receptor 86.53% 99.35%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 86.29% 90.93%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.80% 100.00%
CHEMBL3392948 Q9NP59 Solute carrier family 40 member 1 85.59% 95.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 85.20% 95.50%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 84.71% 100.00%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 84.54% 97.29%
CHEMBL340 P08684 Cytochrome P450 3A4 84.30% 91.19%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 84.23% 96.47%
CHEMBL253 P34972 Cannabinoid CB2 receptor 84.20% 97.25%
CHEMBL3776 Q14790 Caspase-8 83.97% 97.06%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.12% 86.33%
CHEMBL4101 P17612 cAMP-dependent protein kinase alpha-catalytic subunit 82.59% 82.86%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 82.55% 97.33%
CHEMBL2001 Q9H244 Purinergic receptor P2Y12 82.45% 96.00%
CHEMBL4581 P52732 Kinesin-like protein 1 81.61% 93.18%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.21% 89.00%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 80.80% 97.64%
CHEMBL4330 Q9NS75 Cysteinyl leukotriene receptor 2 80.14% 98.00%

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 163187290
LOTUS LTS0038801
wikiData Q105130226