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(2S,4S)-2-amino-5-[(S)-[(3S,4S,7R,10S,11R)-4-(carboxymethylcarbamoyl)-3-ethyl-11,15-dihydroxy-3,7-dimethyl-10-(methylamino)-6,9-dioxo-2-oxa-5,8-diazabicyclo[10.3.1]hexadeca-1(15),12(16),13-trien-13-yl]sulfinyl]-4-hydroxypentanoic 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 93d7b2a3-0b62-4551-bf4a-9774f5bf30bd
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Cyclic peptides
IUPAC Name (2S,4S)-2-amino-5-[(S)-[(3S,4S,7R,10S,11R)-4-(carboxymethylcarbamoyl)-3-ethyl-11,15-dihydroxy-3,7-dimethyl-10-(methylamino)-6,9-dioxo-2-oxa-5,8-diazabicyclo[10.3.1]hexadeca-1(15),12(16),13-trien-13-yl]sulfinyl]-4-hydroxypentanoic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C26H39N5O12S/c1-5-26(3)21(24(39)29-9-18(34)35)31-22(37)11(2)30-23(38)19(28-4)20(36)13-7-16(43-26)15(33)8-17(13)44(42)10-12(32)6-14(27)25(40)41/h7-8,11-12,14,19-21,28,32-33,36H,5-6,9-10,27H2,1-4H3,(H,29,39)(H,30,38)(H,31,37)(H,34,35)(H,40,41)/t11-,12+,14+,19+,20-,21-,26+,44+/m1/s1
InChI Key BISPUFPESHDUKH-KRYDTEPTSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C26H39N5O12S
Molecular Weight 645.70 g/mol
Exact Mass 645.23159287 g/mol
Topological Polar Surface Area (TPSA) 306.00 Ų
XlogP -7.80
Atomic LogP (AlogP) -2.96
H-Bond Acceptor 12
H-Bond Donor 10
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,4S)-2-amino-5-[(S)-[(3S,4S,7R,10S,11R)-4-(carboxymethylcarbamoyl)-3-ethyl-11,15-dihydroxy-3,7-dimethyl-10-(methylamino)-6,9-dioxo-2-oxa-5,8-diazabicyclo[10.3.1]hexadeca-1(15),12(16),13-trien-13-yl]sulfinyl]-4-hydroxypentanoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6421 64.21%
Caco-2 - 0.8714 87.14%
Blood Brain Barrier - 0.8250 82.50%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Lysosomes 0.5139 51.39%
OATP2B1 inhibitior - 0.7152 71.52%
OATP1B1 inhibitior + 0.8052 80.52%
OATP1B3 inhibitior + 0.9377 93.77%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.6479 64.79%
P-glycoprotein inhibitior + 0.6675 66.75%
P-glycoprotein substrate + 0.8031 80.31%
CYP3A4 substrate + 0.6768 67.68%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8084 80.84%
CYP3A4 inhibition - 0.6873 68.73%
CYP2C9 inhibition - 0.7221 72.21%
CYP2C19 inhibition - 0.7358 73.58%
CYP2D6 inhibition - 0.8723 87.23%
CYP1A2 inhibition - 0.7704 77.04%
CYP2C8 inhibition + 0.7222 72.22%
CYP inhibitory promiscuity - 0.9233 92.33%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.5900 59.00%
Carcinogenicity (trinary) Non-required 0.6051 60.51%
Eye corrosion - 0.9806 98.06%
Eye irritation - 0.9303 93.03%
Skin irritation - 0.7645 76.45%
Skin corrosion - 0.9161 91.61%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4008 40.08%
Micronuclear + 0.8200 82.00%
Hepatotoxicity + 0.5250 52.50%
skin sensitisation - 0.8385 83.85%
Respiratory toxicity + 0.8667 86.67%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity - 0.9402 94.02%
Acute Oral Toxicity (c) III 0.5818 58.18%
Estrogen receptor binding + 0.6887 68.87%
Androgen receptor binding + 0.6205 62.05%
Thyroid receptor binding + 0.5453 54.53%
Glucocorticoid receptor binding + 0.7216 72.16%
Aromatase binding + 0.6729 67.29%
PPAR gamma + 0.7034 70.34%
Honey bee toxicity - 0.7599 75.99%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity - 0.4102 41.02%

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 99.70% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.68% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.77% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 97.89% 90.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.03% 97.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.53% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.02% 94.45%
CHEMBL3976 Q9UHL4 Dipeptidyl peptidase II 92.73% 92.29%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.00% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.76% 95.56%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 89.06% 96.95%
CHEMBL236 P41143 Delta opioid receptor 89.03% 99.35%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 88.14% 90.71%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.55% 99.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.95% 86.33%
CHEMBL2413 P32246 C-C chemokine receptor type 1 86.69% 89.50%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 85.90% 92.88%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.46% 89.00%
CHEMBL2514 O95665 Neurotensin receptor 2 82.79% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 82.74% 91.19%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.38% 100.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 82.24% 99.15%
CHEMBL4208 P20618 Proteasome component C5 82.02% 90.00%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 81.32% 96.90%
CHEMBL2964 P36507 Dual specificity mitogen-activated protein kinase kinase 2 81.04% 80.00%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 80.89% 96.47%

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 163055711
LOTUS LTS0197202
wikiData Q104936744