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(3S)-3-[(2S)-5-carboxy-2-{(3S)-3-hydroxy-15-methylhexadecanoylamino}-pentanoyl]oxy-15-methylhexadecanamide

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 8c7aa0e4-eb90-4b86-bdad-ba3a282fa072
Taxonomy Organic acids and derivatives > Peptidomimetics > Depsipeptides
IUPAC Name (5S)-6-[(3S)-1-amino-15-methyl-1-oxohexadecan-3-yl]oxy-5-[[(3S)-3-hydroxy-15-methylhexadecanoyl]amino]-6-oxohexanoic acid
SMILES (Canonical) CC(C)CCCCCCCCCCCC(CC(=O)NC(CCCC(=O)O)C(=O)OC(CCCCCCCCCCCC(C)C)CC(=O)N)O
SMILES (Isomeric) CC(C)CCCCCCCCCCC[C@@H](CC(=O)N[C@@H](CCCC(=O)O)C(=O)O[C@@H](CCCCCCCCCCCC(C)C)CC(=O)N)O
InChI InChI=1S/C40H76N2O7/c1-32(2)24-19-15-11-7-5-9-13-17-21-26-34(43)30-38(45)42-36(28-23-29-39(46)47)40(48)49-35(31-37(41)44)27-22-18-14-10-6-8-12-16-20-25-33(3)4/h32-36,43H,5-31H2,1-4H3,(H2,41,44)(H,42,45)(H,46,47)/t34-,35-,36-/m0/s1
InChI Key GBJZUVQTZBGBFB-KVBYWJEESA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C40H76N2O7
Molecular Weight 697.00 g/mol
Exact Mass 696.56525277 g/mol
Topological Polar Surface Area (TPSA) 156.00 Ų
XlogP 11.80
Atomic LogP (AlogP) 9.16
H-Bond Acceptor 6
H-Bond Donor 4
Rotatable Bonds 35

Synonyms

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SCHEMBL8186788
GBJZUVQTZBGBFB-KVBYWJEESA-N
WA8242 B
(5S)-6-[(3S)-1-amino-15-methyl-1-oxohexadecan-3-yl]oxy-5-[[(3S)-3-hydroxy-15-methylhexadecanoyl]amino]-6-oxohexanoic acid

2D Structure

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2D Structure of (3S)-3-[(2S)-5-carboxy-2-{(3S)-3-hydroxy-15-methylhexadecanoylamino}-pentanoyl]oxy-15-methylhexadecanamide

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6867 68.67%
Caco-2 - 0.8459 84.59%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.7824 78.24%
OATP2B1 inhibitior - 0.5595 55.95%
OATP1B1 inhibitior + 0.9214 92.14%
OATP1B3 inhibitior + 0.9277 92.77%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8322 83.22%
BSEP inhibitior + 0.5875 58.75%
P-glycoprotein inhibitior + 0.6720 67.20%
P-glycoprotein substrate + 0.5077 50.77%
CYP3A4 substrate + 0.6050 60.50%
CYP2C9 substrate + 0.6182 61.82%
CYP2D6 substrate - 0.8646 86.46%
CYP3A4 inhibition - 0.7877 78.77%
CYP2C9 inhibition - 0.8612 86.12%
CYP2C19 inhibition - 0.8613 86.13%
CYP2D6 inhibition - 0.9181 91.81%
CYP1A2 inhibition - 0.8950 89.50%
CYP2C8 inhibition - 0.8283 82.83%
CYP inhibitory promiscuity - 0.8839 88.39%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.8800 88.00%
Carcinogenicity (trinary) Non-required 0.6664 66.64%
Eye corrosion - 0.9798 97.98%
Eye irritation - 0.8759 87.59%
Skin irritation - 0.8622 86.22%
Skin corrosion - 0.9665 96.65%
Ames mutagenesis - 0.8100 81.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6280 62.80%
Micronuclear + 0.5600 56.00%
Hepatotoxicity + 0.5177 51.77%
skin sensitisation - 0.9186 91.86%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity - 0.7380 73.80%
Mitochondrial toxicity - 0.6000 60.00%
Nephrotoxicity - 0.5721 57.21%
Acute Oral Toxicity (c) III 0.7178 71.78%
Estrogen receptor binding + 0.7547 75.47%
Androgen receptor binding - 0.6061 60.61%
Thyroid receptor binding - 0.5644 56.44%
Glucocorticoid receptor binding + 0.5916 59.16%
Aromatase binding + 0.6073 60.73%
PPAR gamma + 0.5472 54.72%
Honey bee toxicity - 0.8552 85.52%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.6972 69.72%

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 97.84% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 96.90% 99.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.93% 96.09%
CHEMBL4040 P28482 MAP kinase ERK2 95.20% 83.82%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.75% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.46% 94.45%
CHEMBL1255126 O15151 Protein Mdm4 92.41% 90.20%
CHEMBL1907591 P30926 Neuronal acetylcholine receptor; alpha4/beta4 91.87% 100.00%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 88.58% 96.47%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 88.20% 96.00%
CHEMBL5285 Q99683 Mitogen-activated protein kinase kinase kinase 5 87.95% 92.26%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 87.47% 97.21%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 87.46% 97.29%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 86.62% 93.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 86.53% 93.56%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 86.44% 90.71%
CHEMBL221 P23219 Cyclooxygenase-1 86.34% 90.17%
CHEMBL1907594 P30926 Neuronal acetylcholine receptor; alpha3/beta4 86.21% 97.23%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 85.82% 96.95%
CHEMBL340 P08684 Cytochrome P450 3A4 85.79% 91.19%
CHEMBL2001 Q9H244 Purinergic receptor P2Y12 84.26% 96.00%
CHEMBL2413 P32246 C-C chemokine receptor type 1 84.14% 89.50%
CHEMBL2094135 Q96BI3 Gamma-secretase 83.97% 98.05%
CHEMBL2514 O95665 Neurotensin receptor 2 81.60% 100.00%
CHEMBL3437 Q16853 Amine oxidase, copper containing 80.95% 94.00%
CHEMBL3976 Q9UHL4 Dipeptidyl peptidase II 80.28% 92.29%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
There are no matching plants.

Cross-Links

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PubChem 9939901
LOTUS LTS0001205
wikiData Q77573054