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(2S,3aR,6S,7aS)-6-hydroxy-1-[(2R)-2-[[(2R)-2-hydroxy-3-(4-hydroxyphenyl)propanoyl]amino]-3-phenylpropanoyl]-4-[[(E,7S)-1-[3-[(1R,6R)-3-methyl-2-oxo-7-oxabicyclo[4.1.0]hept-3-en-1-yl]but-3-enylamino]-1-oxotetradec-4-en-7-yl]oxymethyl]-2,3,3a,4,5,6,7,7a-octahydroindole-2-carboxamide

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 7652655e-b01a-4fbb-8acb-74c22d142097
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > N-acyl-alpha amino acids and derivatives
IUPAC Name (2S,3aR,6S,7aS)-6-hydroxy-1-[(2R)-2-[[(2R)-2-hydroxy-3-(4-hydroxyphenyl)propanoyl]amino]-3-phenylpropanoyl]-4-[[(E,7S)-1-[3-[(1R,6R)-3-methyl-2-oxo-7-oxabicyclo[4.1.0]hept-3-en-1-yl]but-3-enylamino]-1-oxotetradec-4-en-7-yl]oxymethyl]-2,3,3a,4,5,6,7,7a-octahydroindole-2-carboxamide
SMILES (Canonical) CCCCCCCC(CC=CCCC(=O)NCCC(=C)C12C(O1)CC=C(C2=O)C)OCC3CC(CC4C3CC(N4C(=O)C(CC5=CC=CC=C5)NC(=O)C(CC6=CC=C(C=C6)O)O)C(=O)N)O
SMILES (Isomeric) CCCCCCC[C@@H](C/C=C/CCC(=O)NCCC(=C)[C@]12[C@H](O1)CC=C(C2=O)C)OCC3C[C@@H](C[C@H]4[C@@H]3C[C@H](N4C(=O)[C@@H](CC5=CC=CC=C5)NC(=O)[C@@H](CC6=CC=C(C=C6)O)O)C(=O)N)O
InChI InChI=1S/C53H72N4O10/c1-4-5-6-7-12-17-41(18-13-9-14-19-48(61)55-27-26-35(3)53-47(67-53)25-20-34(2)49(53)62)66-33-38-30-40(59)31-44-42(38)32-45(50(54)63)57(44)52(65)43(28-36-15-10-8-11-16-36)56-51(64)46(60)29-37-21-23-39(58)24-22-37/h8-11,13,15-16,20-24,38,40-47,58-60H,3-7,12,14,17-19,25-33H2,1-2H3,(H2,54,63)(H,55,61)(H,56,64)/b13-9+/t38?,40-,41-,42+,43+,44-,45-,46+,47+,53+/m0/s1
InChI Key BCQGBIHRRNXZNS-QUDQMYANSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C53H72N4O10
Molecular Weight 925.20 g/mol
Exact Mass 924.52484451 g/mol
Topological Polar Surface Area (TPSA) 221.00 Ų
XlogP 7.10
Atomic LogP (AlogP) 5.46
H-Bond Acceptor 10
H-Bond Donor 6
Rotatable Bonds 26

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3aR,6S,7aS)-6-hydroxy-1-[(2R)-2-[[(2R)-2-hydroxy-3-(4-hydroxyphenyl)propanoyl]amino]-3-phenylpropanoyl]-4-[[(E,7S)-1-[3-[(1R,6R)-3-methyl-2-oxo-7-oxabicyclo[4.1.0]hept-3-en-1-yl]but-3-enylamino]-1-oxotetradec-4-en-7-yl]oxymethyl]-2,3,3a,4,5,6,7,7a-octahydroindole-2-carboxamide

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9416 94.16%
Caco-2 - 0.8641 86.41%
Blood Brain Barrier - 0.7750 77.50%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Lysosomes 0.4517 45.17%
OATP2B1 inhibitior - 0.8580 85.80%
OATP1B1 inhibitior + 0.8079 80.79%
OATP1B3 inhibitior + 0.9351 93.51%
MATE1 inhibitior - 0.8646 86.46%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.9312 93.12%
P-glycoprotein inhibitior + 0.7463 74.63%
P-glycoprotein substrate + 0.8593 85.93%
CYP3A4 substrate + 0.7560 75.60%
CYP2C9 substrate - 0.8090 80.90%
CYP2D6 substrate - 0.8605 86.05%
CYP3A4 inhibition + 0.6371 63.71%
CYP2C9 inhibition - 0.8345 83.45%
CYP2C19 inhibition - 0.7913 79.13%
CYP2D6 inhibition - 0.8538 85.38%
CYP1A2 inhibition - 0.8558 85.58%
CYP2C8 inhibition + 0.8326 83.26%
CYP inhibitory promiscuity - 0.8996 89.96%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.8700 87.00%
Carcinogenicity (trinary) Non-required 0.4692 46.92%
Eye corrosion - 0.9838 98.38%
Eye irritation - 0.9033 90.33%
Skin irritation - 0.7523 75.23%
Skin corrosion - 0.9185 91.85%
Ames mutagenesis - 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3671 36.71%
Micronuclear + 0.8500 85.00%
Hepatotoxicity - 0.5508 55.08%
skin sensitisation - 0.8503 85.03%
Respiratory toxicity + 0.8222 82.22%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity + 0.5326 53.26%
Acute Oral Toxicity (c) III 0.5691 56.91%
Estrogen receptor binding + 0.8208 82.08%
Androgen receptor binding + 0.7561 75.61%
Thyroid receptor binding + 0.5544 55.44%
Glucocorticoid receptor binding + 0.6200 62.00%
Aromatase binding + 0.5815 58.15%
PPAR gamma + 0.7430 74.30%
Honey bee toxicity - 0.6692 66.92%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.6100 61.00%
Fish aquatic toxicity + 0.9849 98.49%

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 99.88% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 98.83% 99.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.47% 91.11%
CHEMBL221 P23219 Cyclooxygenase-1 98.21% 90.17%
CHEMBL240 Q12809 HERG 97.95% 89.76%
CHEMBL5043 Q6P179 Endoplasmic reticulum aminopeptidase 2 97.87% 91.81%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.88% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.81% 95.56%
CHEMBL233 P35372 Mu opioid receptor 96.48% 97.93%
CHEMBL230 P35354 Cyclooxygenase-2 96.14% 89.63%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 95.95% 94.08%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 95.09% 93.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 94.75% 95.50%
CHEMBL5103 Q969S8 Histone deacetylase 10 94.52% 90.08%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.45% 97.09%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 94.40% 97.14%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 94.29% 99.23%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 93.96% 97.21%
CHEMBL2514 O95665 Neurotensin receptor 2 93.90% 100.00%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 93.86% 97.64%
CHEMBL236 P41143 Delta opioid receptor 92.91% 99.35%
CHEMBL3891 P07384 Calpain 1 92.67% 93.04%
CHEMBL3359 P21462 Formyl peptide receptor 1 92.55% 93.56%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 92.20% 97.29%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 91.74% 94.62%
CHEMBL340 P08684 Cytochrome P450 3A4 91.39% 91.19%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 90.76% 92.08%
CHEMBL4227 P25090 Lipoxin A4 receptor 90.24% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.83% 94.45%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 89.41% 82.69%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 88.86% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 88.29% 95.89%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 88.18% 96.47%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 87.98% 82.38%
CHEMBL2179 P04062 Beta-glucocerebrosidase 87.82% 85.31%
CHEMBL218 P21554 Cannabinoid CB1 receptor 87.48% 96.61%
CHEMBL3837 P07711 Cathepsin L 87.34% 96.61%
CHEMBL5028 O14672 ADAM10 86.46% 97.50%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 86.37% 94.23%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 85.93% 98.33%
CHEMBL2664 P23526 Adenosylhomocysteinase 84.80% 86.67%
CHEMBL5939 Q9NZ08 Endoplasmic reticulum aminopeptidase 1 84.60% 100.00%
CHEMBL3401 O75469 Pregnane X receptor 84.46% 94.73%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.30% 86.33%
CHEMBL1744525 P43490 Nicotinamide phosphoribosyltransferase 82.92% 96.25%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 82.70% 96.90%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.64% 90.71%
CHEMBL259 P32245 Melanocortin receptor 4 80.74% 95.38%
CHEMBL2535 P11166 Glucose transporter 80.70% 98.75%

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 163194930
LOTUS LTS0233596
wikiData Q104887576