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Aspergillamide C

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 fb74a10b-2897-49e2-9bb5-18c4fbd78cc9
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Dipeptides
IUPAC Name (2S,3S)-2-acetamido-N-[(2S)-3-(4-hydroxyphenyl)-1-[[(Z)-2-(1H-indol-3-yl)ethenyl]amino]-1-oxopropan-2-yl]-N,3-dimethylpentanamide
SMILES (Canonical) CCC(C)C(C(=O)N(C)C(CC1=CC=C(C=C1)O)C(=O)NC=CC2=CNC3=CC=CC=C32)NC(=O)C
SMILES (Isomeric) CC[C@H](C)[C@@H](C(=O)N(C)[C@@H](CC1=CC=C(C=C1)O)C(=O)N/C=C\C2=CNC3=CC=CC=C32)NC(=O)C
InChI InChI=1S/C28H34N4O4/c1-5-18(2)26(31-19(3)33)28(36)32(4)25(16-20-10-12-22(34)13-11-20)27(35)29-15-14-21-17-30-24-9-7-6-8-23(21)24/h6-15,17-18,25-26,30,34H,5,16H2,1-4H3,(H,29,35)(H,31,33)/b15-14-/t18-,25-,26-/m0/s1
InChI Key NZRQIPUGMHEHIL-AQFPYVEVSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C28H34N4O4
Molecular Weight 490.60 g/mol
Exact Mass 490.25800558 g/mol
Topological Polar Surface Area (TPSA) 115.00 Ų
XlogP 3.90
Atomic LogP (AlogP) 3.58
H-Bond Acceptor 4
H-Bond Donor 4
Rotatable Bonds 10

Synonyms

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(2S,3S)-2-acetamido-N-[(2S)-3-(4-hydroxyphenyl)-1-[[(Z)-2-(1H-indol-3-yl)ethenyl]amino]-1-oxopropan-2-yl]-N,3-dimethylpentanamide
(2S,3S)-2-acetamido-N-((2S)-3-(4-hydroxyphenyl)-1-(((Z)-2-(1H-indol-3-yl)ethenyl)amino)-1-oxopropan-2-yl)-N,3-dimethylpentanamide
RefChem:114805
CHEBI:212386

2D Structure

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2D Structure of Aspergillamide C

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9921 99.21%
Caco-2 - 0.7666 76.66%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability + 0.5143 51.43%
Subcellular localzation Plasma membrane 0.4465 44.65%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8103 81.03%
OATP1B3 inhibitior + 0.9273 92.73%
MATE1 inhibitior - 0.8667 86.67%
OCT2 inhibitior - 0.8463 84.63%
BSEP inhibitior + 0.9760 97.60%
P-glycoprotein inhibitior + 0.8411 84.11%
P-glycoprotein substrate + 0.8017 80.17%
CYP3A4 substrate + 0.6890 68.90%
CYP2C9 substrate - 0.7904 79.04%
CYP2D6 substrate - 0.8204 82.04%
CYP3A4 inhibition + 0.5419 54.19%
CYP2C9 inhibition - 0.7265 72.65%
CYP2C19 inhibition - 0.6403 64.03%
CYP2D6 inhibition - 0.8267 82.67%
CYP1A2 inhibition - 0.7307 73.07%
CYP2C8 inhibition + 0.5847 58.47%
CYP inhibitory promiscuity - 0.5123 51.23%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.8923 89.23%
Carcinogenicity (trinary) Non-required 0.5485 54.85%
Eye corrosion - 0.9907 99.07%
Eye irritation - 0.9729 97.29%
Skin irritation - 0.7997 79.97%
Skin corrosion - 0.9402 94.02%
Ames mutagenesis - 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7420 74.20%
Micronuclear + 0.7800 78.00%
Hepatotoxicity - 0.6125 61.25%
skin sensitisation - 0.8973 89.73%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.7556 75.56%
Mitochondrial toxicity + 0.7212 72.12%
Nephrotoxicity - 0.6264 62.64%
Acute Oral Toxicity (c) III 0.6314 63.14%
Estrogen receptor binding + 0.7256 72.56%
Androgen receptor binding + 0.6770 67.70%
Thyroid receptor binding + 0.6824 68.24%
Glucocorticoid receptor binding + 0.8060 80.60%
Aromatase binding - 0.5688 56.88%
PPAR gamma + 0.7589 75.89%
Honey bee toxicity - 0.7833 78.33%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.6700 67.00%
Fish aquatic toxicity + 0.9364 93.64%

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 99.71% 98.95%
CHEMBL3837 P07711 Cathepsin L 98.46% 96.61%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.96% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.29% 91.11%
CHEMBL3401 O75469 Pregnane X receptor 94.02% 94.73%
CHEMBL3830 Q2M2I8 Adaptor-associated kinase 93.67% 83.10%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.99% 96.09%
CHEMBL4072 P07858 Cathepsin B 91.12% 93.67%
CHEMBL1255126 O15151 Protein Mdm4 90.94% 90.20%
CHEMBL5103 Q969S8 Histone deacetylase 10 90.49% 90.08%
CHEMBL3310 Q96DB2 Histone deacetylase 11 90.12% 88.56%
CHEMBL2535 P11166 Glucose transporter 89.88% 98.75%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.11% 99.17%
CHEMBL255 P29275 Adenosine A2b receptor 89.04% 98.59%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 88.50% 91.71%
CHEMBL1944 P08473 Neprilysin 87.69% 92.63%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.24% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.79% 89.00%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 85.85% 85.11%
CHEMBL2514 O95665 Neurotensin receptor 2 85.74% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 85.72% 91.19%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 85.72% 95.50%
CHEMBL215 P09917 Arachidonate 5-lipoxygenase 84.07% 92.68%
CHEMBL1829 O15379 Histone deacetylase 3 82.58% 95.00%
CHEMBL1907591 P30926 Neuronal acetylcholine receptor; alpha4/beta4 81.41% 100.00%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 80.63% 94.62%

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 146683613
LOTUS LTS0009213
wikiData Q105188414