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[(2S,3R)-1-[[(3S)-1-hydroxy-2-oxoazepan-3-yl]amino]-2-methyl-1-oxopentan-3-yl] (2S)-6-[[(Z)-hexadec-2-enoyl]-hydroxyamino]-2-[[(2Z,4S,5R)-5-methyl-2-(6-oxocyclohexa-2,4-dien-1-ylidene)-1,3-oxazolidine-4-carbonyl]amino]hexanoate

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 8c595aa3-ab34-4bfe-872f-68fd5da731c1
Taxonomy Organic acids and derivatives > Peptidomimetics > Depsipeptides
IUPAC Name [(2S,3R)-1-[[(3S)-1-hydroxy-2-oxoazepan-3-yl]amino]-2-methyl-1-oxopentan-3-yl] (2S)-6-[[(Z)-hexadec-2-enoyl]-hydroxyamino]-2-[[(2Z,4S,5R)-5-methyl-2-(6-oxocyclohexa-2,4-dien-1-ylidene)-1,3-oxazolidine-4-carbonyl]amino]hexanoate
SMILES (Canonical) CCCCCCCCCCCCCC=CC(=O)N(CCCCC(C(=O)OC(CC)C(C)C(=O)NC1CCCCN(C1=O)O)NC(=O)C2C(OC(=C3C=CC=CC3=O)N2)C)O
SMILES (Isomeric) CCCCCCCCCCCCC/C=C\C(=O)N(CCCC[C@@H](C(=O)O[C@H](CC)[C@H](C)C(=O)N[C@H]1CCCCN(C1=O)O)NC(=O)[C@@H]2[C@H](O/C(=C\3/C=CC=CC3=O)/N2)C)O
InChI InChI=1S/C45H71N5O10/c1-5-7-8-9-10-11-12-13-14-15-16-17-18-29-39(52)49(57)30-23-22-27-36(47-42(54)40-33(4)59-43(48-40)34-25-19-20-28-37(34)51)45(56)60-38(6-2)32(3)41(53)46-35-26-21-24-31-50(58)44(35)55/h18-20,25,28-29,32-33,35-36,38,40,48,57-58H,5-17,21-24,26-27,30-31H2,1-4H3,(H,46,53)(H,47,54)/b29-18-,43-34-/t32-,33+,35-,36-,38+,40-/m0/s1
InChI Key BTGLPIUNLCITNO-FEYPJQDRSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C45H71N5O10
Molecular Weight 842.10 g/mol
Exact Mass 841.52009348 g/mol
Topological Polar Surface Area (TPSA) 204.00 Ų
XlogP 9.00
Atomic LogP (AlogP) 6.24
H-Bond Acceptor 11
H-Bond Donor 5
Rotatable Bonds 26

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,3R)-1-[[(3S)-1-hydroxy-2-oxoazepan-3-yl]amino]-2-methyl-1-oxopentan-3-yl] (2S)-6-[[(Z)-hexadec-2-enoyl]-hydroxyamino]-2-[[(2Z,4S,5R)-5-methyl-2-(6-oxocyclohexa-2,4-dien-1-ylidene)-1,3-oxazolidine-4-carbonyl]amino]hexanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6386 63.86%
Caco-2 - 0.8536 85.36%
Blood Brain Barrier - 0.8000 80.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.5437 54.37%
OATP2B1 inhibitior - 0.5692 56.92%
OATP1B1 inhibitior + 0.8156 81.56%
OATP1B3 inhibitior + 0.9279 92.79%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.8811 88.11%
BSEP inhibitior + 0.9774 97.74%
P-glycoprotein inhibitior + 0.7547 75.47%
P-glycoprotein substrate + 0.8106 81.06%
CYP3A4 substrate + 0.7409 74.09%
CYP2C9 substrate - 0.8065 80.65%
CYP2D6 substrate - 0.8942 89.42%
CYP3A4 inhibition + 0.5788 57.88%
CYP2C9 inhibition - 0.7255 72.55%
CYP2C19 inhibition - 0.7120 71.20%
CYP2D6 inhibition - 0.8716 87.16%
CYP1A2 inhibition - 0.7328 73.28%
CYP2C8 inhibition + 0.6465 64.65%
CYP inhibitory promiscuity - 0.7731 77.31%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.7600 76.00%
Carcinogenicity (trinary) Non-required 0.5024 50.24%
Eye corrosion - 0.9788 97.88%
Eye irritation - 0.9061 90.61%
Skin irritation - 0.7518 75.18%
Skin corrosion - 0.9141 91.41%
Ames mutagenesis - 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4152 41.52%
Micronuclear + 0.7900 79.00%
Hepatotoxicity - 0.5856 58.56%
skin sensitisation - 0.8326 83.26%
Respiratory toxicity + 0.8333 83.33%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity - 0.6558 65.58%
Acute Oral Toxicity (c) III 0.5961 59.61%
Estrogen receptor binding + 0.8586 85.86%
Androgen receptor binding + 0.7720 77.20%
Thyroid receptor binding + 0.5494 54.94%
Glucocorticoid receptor binding + 0.6774 67.74%
Aromatase binding + 0.5949 59.49%
PPAR gamma + 0.7582 75.82%
Honey bee toxicity - 0.7643 76.43%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.7222 72.22%
Fish aquatic toxicity + 0.9661 96.61%

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
CHEMBL2581 P07339 Cathepsin D 99.68% 98.95%
CHEMBL5103 Q969S8 Histone deacetylase 10 98.25% 90.08%
CHEMBL3837 P07711 Cathepsin L 98.13% 96.61%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.06% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 96.98% 99.17%
CHEMBL3359 P21462 Formyl peptide receptor 1 96.91% 93.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.25% 94.45%
CHEMBL4072 P07858 Cathepsin B 95.63% 93.67%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 94.85% 98.33%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 94.70% 90.71%
CHEMBL5043 Q6P179 Endoplasmic reticulum aminopeptidase 2 94.56% 91.81%
CHEMBL4588 P22894 Matrix metalloproteinase 8 93.65% 94.66%
CHEMBL333 P08253 Matrix metalloproteinase-2 93.17% 96.31%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.64% 97.09%
CHEMBL3392948 Q9NP59 Solute carrier family 40 member 1 91.75% 95.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 91.18% 100.00%
CHEMBL5255 O00206 Toll-like receptor 4 91.13% 92.50%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 90.08% 97.64%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 90.00% 92.88%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 89.99% 96.47%
CHEMBL321 P14780 Matrix metalloproteinase 9 89.85% 92.12%
CHEMBL3310 Q96DB2 Histone deacetylase 11 89.37% 88.56%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 88.51% 100.00%
CHEMBL2514 O95665 Neurotensin receptor 2 88.32% 100.00%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 88.18% 93.10%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.95% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.64% 89.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 86.79% 93.00%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 86.02% 93.03%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 85.74% 95.50%
CHEMBL2001 Q9H244 Purinergic receptor P2Y12 85.71% 96.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.51% 95.56%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.37% 97.14%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.29% 99.23%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 85.21% 96.90%
CHEMBL2413 P32246 C-C chemokine receptor type 1 85.11% 89.50%
CHEMBL253 P34972 Cannabinoid CB2 receptor 84.84% 97.25%
CHEMBL5028 O14672 ADAM10 83.70% 97.50%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 83.12% 91.71%
CHEMBL340 P08684 Cytochrome P450 3A4 82.07% 91.19%
CHEMBL4073 P09237 Matrix metalloproteinase 7 81.83% 97.56%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 81.39% 90.24%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 81.18% 97.50%

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 5388940
LOTUS LTS0014713
wikiData Q104945598