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15-Acetamido-4-hydroxy-12-[(4-hydroxyphenyl)methyl]-11,14-dioxo-2-oxa-10,13-diazatricyclo[15.3.1.13,7]docosa-1(20),3,5,7(22),17(21),18-hexaene-9-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 ee3df038-8ce9-4dad-a9c7-ffa7326410f1
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
IUPAC Name 15-acetamido-4-hydroxy-12-[(4-hydroxyphenyl)methyl]-11,14-dioxo-2-oxa-10,13-diazatricyclo[15.3.1.13,7]docosa-1(20),3,5,7(22),17(21),18-hexaene-9-carboxylic acid
SMILES (Canonical) CC(=O)NC1CC2=CC(=CC=C2)OC3=C(C=CC(=C3)CC(NC(=O)C(NC1=O)CC4=CC=C(C=C4)O)C(=O)O)O
SMILES (Isomeric) CC(=O)NC1CC2=CC(=CC=C2)OC3=C(C=CC(=C3)CC(NC(=O)C(NC1=O)CC4=CC=C(C=C4)O)C(=O)O)O
InChI InChI=1S/C29H29N3O8/c1-16(33)30-22-13-18-3-2-4-21(11-18)40-26-15-19(7-10-25(26)35)14-24(29(38)39)32-28(37)23(31-27(22)36)12-17-5-8-20(34)9-6-17/h2-11,15,22-24,34-35H,12-14H2,1H3,(H,30,33)(H,31,36)(H,32,37)(H,38,39)
InChI Key GVXDSADPDBJTDD-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H29N3O8
Molecular Weight 547.60 g/mol
Exact Mass 547.19546489 g/mol
Topological Polar Surface Area (TPSA) 174.00 Ų
XlogP 2.70
Atomic LogP (AlogP) 1.79
H-Bond Acceptor 7
H-Bond Donor 6
Rotatable Bonds 4

Synonyms

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15-acetamido-4-hydroxy-12-[(4-hydroxyphenyl)methyl]-11,14-dioxo-2-oxa-10,13-diazatricyclo[15.3.1.13,7]docosa-1(20),3,5,7(22),17(21),18-hexaene-9-carboxylic acid

2D Structure

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2D Structure of 15-Acetamido-4-hydroxy-12-[(4-hydroxyphenyl)methyl]-11,14-dioxo-2-oxa-10,13-diazatricyclo[15.3.1.13,7]docosa-1(20),3,5,7(22),17(21),18-hexaene-9-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 + 0.6072 60.72%
Caco-2 - 0.9198 91.98%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Nucleus 0.4349 43.49%
OATP2B1 inhibitior - 0.8543 85.43%
OATP1B1 inhibitior + 0.8743 87.43%
OATP1B3 inhibitior + 0.9355 93.55%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9818 98.18%
BSEP inhibitior + 0.9834 98.34%
P-glycoprotein inhibitior + 0.6447 64.47%
P-glycoprotein substrate + 0.8056 80.56%
CYP3A4 substrate + 0.6591 65.91%
CYP2C9 substrate - 0.7958 79.58%
CYP2D6 substrate - 0.8524 85.24%
CYP3A4 inhibition - 0.9040 90.40%
CYP2C9 inhibition - 0.8156 81.56%
CYP2C19 inhibition - 0.8448 84.48%
CYP2D6 inhibition - 0.9325 93.25%
CYP1A2 inhibition - 0.8560 85.60%
CYP2C8 inhibition + 0.7045 70.45%
CYP inhibitory promiscuity - 0.8928 89.28%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.7307 73.07%
Carcinogenicity (trinary) Non-required 0.6866 68.66%
Eye corrosion - 0.9937 99.37%
Eye irritation - 0.9572 95.72%
Skin irritation - 0.7935 79.35%
Skin corrosion - 0.9558 95.58%
Ames mutagenesis - 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6490 64.90%
Micronuclear + 0.8400 84.00%
Hepatotoxicity - 0.6261 62.61%
skin sensitisation - 0.8775 87.75%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity + 0.5540 55.40%
Acute Oral Toxicity (c) III 0.6043 60.43%
Estrogen receptor binding + 0.6340 63.40%
Androgen receptor binding + 0.7577 75.77%
Thyroid receptor binding + 0.5142 51.42%
Glucocorticoid receptor binding + 0.6855 68.55%
Aromatase binding - 0.6800 68.00%
PPAR gamma + 0.7396 73.96%
Honey bee toxicity - 0.8252 82.52%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.8060 80.60%

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 98.97% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.10% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.06% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.63% 96.09%
CHEMBL236 P41143 Delta opioid receptor 94.22% 99.35%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 93.34% 90.93%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.90% 99.17%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 89.11% 90.71%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 88.74% 96.39%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.35% 95.56%
CHEMBL4040 P28482 MAP kinase ERK2 87.94% 83.82%
CHEMBL2535 P11166 Glucose transporter 87.80% 98.75%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 87.62% 99.15%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 86.94% 95.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.51% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.81% 97.09%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 84.26% 89.44%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.95% 86.33%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 83.88% 93.10%
CHEMBL5103 Q969S8 Histone deacetylase 10 83.81% 90.08%
CHEMBL340 P08684 Cytochrome P450 3A4 83.36% 91.19%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.12% 95.89%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.48% 99.23%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 82.39% 85.14%
CHEMBL1951 P21397 Monoamine oxidase A 81.21% 91.49%
CHEMBL3401 O75469 Pregnane X receptor 81.15% 94.73%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 80.98% 85.00%

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 139588992
LOTUS LTS0188447
wikiData Q105021963