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3-[[(1S,4S,5R,9R,16R,23S)-5-[(E,1S,2S,3S)-1,2-dihydroxy-9-(4-methoxyphenyl)-3-methylnon-8-enyl]-4,9,23-trihydroxy-20-methyl-3,7,12,15,18,21,25-heptaoxo-2,6,11,14,17,20,24-heptazabicyclo[21.3.0]hexacosan-16-yl]methyl]-1H-indole-2-carboxylic 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 38c9443a-5462-47f9-a123-5e5a24fa7115
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Cyclic peptides
IUPAC Name 3-[[(1S,4S,5R,9R,16R,23S)-5-[(E,1S,2S,3S)-1,2-dihydroxy-9-(4-methoxyphenyl)-3-methylnon-8-enyl]-4,9,23-trihydroxy-20-methyl-3,7,12,15,18,21,25-heptaoxo-2,6,11,14,17,20,24-heptazabicyclo[21.3.0]hexacosan-16-yl]methyl]-1H-indole-2-carboxylic acid
SMILES (Canonical) CC(CCCCC=CC1=CC=C(C=C1)OC)C(C(C2C(C(=O)NC3CC(=O)NC3(CC(=O)N(CC(=O)NC(C(=O)NCC(=O)NCC(CC(=O)N2)O)CC4=C(NC5=CC=CC=C54)C(=O)O)C)O)O)O)O
SMILES (Isomeric) C[C@@H](CCCC/C=C/C1=CC=C(C=C1)OC)[C@@H]([C@H]([C@@H]2[C@@H](C(=O)N[C@H]3CC(=O)N[C@@]3(CC(=O)N(CC(=O)N[C@@H](C(=O)NCC(=O)NC[C@@H](CC(=O)N2)O)CC4=C(NC5=CC=CC=C54)C(=O)O)C)O)O)O)O
InChI InChI=1S/C47H62N8O15/c1-25(10-6-4-5-7-11-26-14-16-28(70-3)17-15-26)41(62)42(63)40-43(64)45(66)52-33-20-35(58)54-47(33,69)21-38(61)55(2)24-37(60)50-32(19-30-29-12-8-9-13-31(29)51-39(30)46(67)68)44(65)49-23-36(59)48-22-27(56)18-34(57)53-40/h7-9,11-17,25,27,32-33,40-43,51,56,62-64,69H,4-6,10,18-24H2,1-3H3,(H,48,59)(H,49,65)(H,50,60)(H,52,66)(H,53,57)(H,54,58)(H,67,68)/b11-7+/t25-,27+,32+,33-,40+,41-,42-,43-,47-/m0/s1
InChI Key TVFKJJHTZJXGFY-AIUGBYAXSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C47H62N8O15
Molecular Weight 979.00 g/mol
Exact Mass 978.43346330 g/mol
Topological Polar Surface Area (TPSA) 358.00 Ų
XlogP -0.70
Atomic LogP (AlogP) -2.08
H-Bond Acceptor 14
H-Bond Donor 13
Rotatable Bonds 13

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-[[(1S,4S,5R,9R,16R,23S)-5-[(E,1S,2S,3S)-1,2-dihydroxy-9-(4-methoxyphenyl)-3-methylnon-8-enyl]-4,9,23-trihydroxy-20-methyl-3,7,12,15,18,21,25-heptaoxo-2,6,11,14,17,20,24-heptazabicyclo[21.3.0]hexacosan-16-yl]methyl]-1H-indole-2-carboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7474 74.74%
Caco-2 - 0.8640 86.40%
Blood Brain Barrier - 0.9750 97.50%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.3881 38.81%
OATP2B1 inhibitior - 0.8594 85.94%
OATP1B1 inhibitior + 0.8042 80.42%
OATP1B3 inhibitior + 0.8992 89.92%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.8572 85.72%
P-glycoprotein inhibitior + 0.7468 74.68%
P-glycoprotein substrate + 0.8425 84.25%
CYP3A4 substrate + 0.7569 75.69%
CYP2C9 substrate - 0.7926 79.26%
CYP2D6 substrate - 0.8582 85.82%
CYP3A4 inhibition - 0.6599 65.99%
CYP2C9 inhibition - 0.7125 71.25%
CYP2C19 inhibition - 0.8098 80.98%
CYP2D6 inhibition - 0.9110 91.10%
CYP1A2 inhibition - 0.8581 85.81%
CYP2C8 inhibition + 0.8033 80.33%
CYP inhibitory promiscuity - 0.7950 79.50%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.8900 89.00%
Carcinogenicity (trinary) Non-required 0.5892 58.92%
Eye corrosion - 0.9885 98.85%
Eye irritation - 0.9005 90.05%
Skin irritation - 0.7627 76.27%
Skin corrosion - 0.9342 93.42%
Ames mutagenesis - 0.6237 62.37%
Human Ether-a-go-go-Related Gene inhibition + 0.6573 65.73%
Micronuclear + 0.7500 75.00%
Hepatotoxicity - 0.5896 58.96%
skin sensitisation - 0.8861 88.61%
Respiratory toxicity + 0.8444 84.44%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity + 0.6900 69.00%
Acute Oral Toxicity (c) III 0.6371 63.71%
Estrogen receptor binding + 0.7524 75.24%
Androgen receptor binding + 0.7734 77.34%
Thyroid receptor binding + 0.5930 59.30%
Glucocorticoid receptor binding + 0.6234 62.34%
Aromatase binding + 0.6241 62.41%
PPAR gamma + 0.7344 73.44%
Honey bee toxicity - 0.6560 65.60%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.9251 92.51%

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
CHEMBL3192 Q9BY41 Histone deacetylase 8 99.79% 93.99%
CHEMBL2581 P07339 Cathepsin D 99.56% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.44% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.04% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 98.95% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.38% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.09% 94.45%
CHEMBL4588 P22894 Matrix metalloproteinase 8 93.34% 94.66%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 92.97% 91.71%
CHEMBL2535 P11166 Glucose transporter 92.82% 98.75%
CHEMBL1937 Q92769 Histone deacetylase 2 92.29% 94.75%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.34% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.20% 95.89%
CHEMBL1902 P62942 FK506-binding protein 1A 89.29% 97.05%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.76% 99.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.64% 86.33%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 88.53% 93.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.90% 99.17%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 87.55% 91.07%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.43% 89.00%
CHEMBL2095172 P14867 GABA-A receptor; alpha-1/beta-2/gamma-2 86.90% 92.67%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 86.86% 94.08%
CHEMBL5103 Q969S8 Histone deacetylase 10 86.73% 90.08%
CHEMBL3310 Q96DB2 Histone deacetylase 11 86.20% 88.56%
CHEMBL4302 P08183 P-glycoprotein 1 85.41% 92.98%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 84.83% 97.50%
CHEMBL1907 P15144 Aminopeptidase N 84.23% 93.31%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.73% 96.00%
CHEMBL1907598 P05106 Integrin alpha-V/beta-3 83.71% 95.71%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 83.65% 96.47%
CHEMBL221 P23219 Cyclooxygenase-1 83.63% 90.17%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 83.31% 97.21%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 82.27% 95.00%
CHEMBL217 P14416 Dopamine D2 receptor 82.16% 95.62%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 81.80% 97.64%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.31% 95.50%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 80.53% 96.39%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.37% 93.56%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 80.21% 94.62%

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 9919505
LOTUS LTS0112931
wikiData Q105265239