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(2S)-2-[[3-carboxy-5-[[(2S)-2-carboxy-6-[hydroxy-[(E)-3-phenylprop-2-enoyl]amino]hexan-2-yl]amino]-3-hydroxy-5-oxopentanoyl]amino]-6-[hydroxy-[(E)-3-phenylprop-2-enoyl]amino]-2-methylhexanoic 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 fec5757b-a06a-493a-a061-53d9a27a6ccf
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > N-acyl-alpha amino acids > N-acyl-L-alpha-amino acids
IUPAC Name (2S)-2-[[3-carboxy-5-[[(2S)-2-carboxy-6-[hydroxy-[(E)-3-phenylprop-2-enoyl]amino]hexan-2-yl]amino]-3-hydroxy-5-oxopentanoyl]amino]-6-[hydroxy-[(E)-3-phenylprop-2-enoyl]amino]-2-methylhexanoic acid
SMILES (Canonical) CC(CCCCN(C(=O)C=CC1=CC=CC=C1)O)(C(=O)O)NC(=O)CC(CC(=O)NC(C)(CCCCN(C(=O)C=CC2=CC=CC=C2)O)C(=O)O)(C(=O)O)O
SMILES (Isomeric) C[C@@](NC(=O)CC(O)(C(=O)O)CC(=O)N[C@](C(=O)O)(CCCCN(O)C(=O)/C=C/C1=CC=CC=C1)C)(C(=O)O)CCCCN(O)C(=O)/C=C/C2=CC=CC=C2
InChI InChI=1S/C38H48N4O13/c1-36(33(47)48,21-9-11-23-41(54)31(45)19-17-27-13-5-3-6-14-27)39-29(43)25-38(53,35(51)52)26-30(44)40-37(2,34(49)50)22-10-12-24-42(55)32(46)20-18-28-15-7-4-8-16-28/h3-8,13-20,53-55H,9-12,21-26H2,1-2H3,(H,39,43)(H,40,44)(H,47,48)(H,49,50)(H,51,52)/b19-17+,20-18+/t36-,37-/m0/s1
InChI Key SEEWYYARMQQXKZ-LBKUAQJLSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C38H48N4O13
Molecular Weight 768.80 g/mol
Exact Mass 768.32178760 g/mol
Topological Polar Surface Area (TPSA) 271.00 Ų
XlogP 1.50
Atomic LogP (AlogP) 2.70
H-Bond Acceptor 10
H-Bond Donor 8
Rotatable Bonds 23

Synonyms

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(2S)-2-[[3-carboxy-5-[[(2S)-2-carboxy-6-[hydroxy-[(E)-3-phenylprop-2-enoyl]amino]hexan-2-yl]amino]-3-hydroxy-5-oxopentanoyl]amino]-6-[hydroxy-[(E)-3-phenylprop-2-enoyl]amino]-2-methylhexanoic acid
L-Lysine, N2,N2'-(3-carboxy-3-hydroxy-1,5-dioxo-1,5-pentanediyl)bis(N6-hydroxy-N6-(1-oxo-3-phenyl-2-propenyl)-, 1,1'-dimethyl ester

2D Structure

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2D Structure of (2S)-2-[[3-carboxy-5-[[(2S)-2-carboxy-6-[hydroxy-[(E)-3-phenylprop-2-enoyl]amino]hexan-2-yl]amino]-3-hydroxy-5-oxopentanoyl]amino]-6-[hydroxy-[(E)-3-phenylprop-2-enoyl]amino]-2-methylhexanoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5416 54.16%
Caco-2 - 0.8584 85.84%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.7282 72.82%
OATP2B1 inhibitior - 0.5680 56.80%
OATP1B1 inhibitior + 0.8654 86.54%
OATP1B3 inhibitior + 0.9328 93.28%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9088 90.88%
BSEP inhibitior + 0.8948 89.48%
P-glycoprotein inhibitior + 0.7682 76.82%
P-glycoprotein substrate - 0.6605 66.05%
CYP3A4 substrate + 0.5903 59.03%
CYP2C9 substrate - 0.6039 60.39%
CYP2D6 substrate - 0.8702 87.02%
CYP3A4 inhibition - 0.5151 51.51%
CYP2C9 inhibition - 0.7701 77.01%
CYP2C19 inhibition - 0.7018 70.18%
CYP2D6 inhibition - 0.8513 85.13%
CYP1A2 inhibition - 0.8562 85.62%
CYP2C8 inhibition - 0.5674 56.74%
CYP inhibitory promiscuity - 0.8200 82.00%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.6700 67.00%
Carcinogenicity (trinary) Non-required 0.5129 51.29%
Eye corrosion - 0.9849 98.49%
Eye irritation - 0.9010 90.10%
Skin irritation - 0.7765 77.65%
Skin corrosion - 0.9359 93.59%
Ames mutagenesis - 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4026 40.26%
Micronuclear + 0.8100 81.00%
Hepatotoxicity - 0.6500 65.00%
skin sensitisation - 0.8444 84.44%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.6778 67.78%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity + 0.5000 50.00%
Acute Oral Toxicity (c) III 0.6348 63.48%
Estrogen receptor binding + 0.7867 78.67%
Androgen receptor binding + 0.8210 82.10%
Thyroid receptor binding + 0.5935 59.35%
Glucocorticoid receptor binding + 0.6640 66.40%
Aromatase binding + 0.5682 56.82%
PPAR gamma + 0.6922 69.22%
Honey bee toxicity - 0.9164 91.64%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5256 52.56%
Fish aquatic toxicity + 0.9867 98.67%

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 97.85% 98.95%
CHEMBL3401 O75469 Pregnane X receptor 97.36% 94.73%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.73% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.13% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.35% 91.11%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 91.45% 96.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 90.01% 99.17%
CHEMBL5028 O14672 ADAM10 85.17% 97.50%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 82.81% 96.09%
CHEMBL1907591 P30926 Neuronal acetylcholine receptor; alpha4/beta4 82.64% 100.00%

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 6450109
LOTUS LTS0224007
wikiData Q105251070