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2-acetamido-3-[[(1S,3S)-3-(carboxymethyl)-10-hydroxy-7-(methylamino)-1-(3-methylbutyl)-6,9-dioxo-3,4-dihydro-1H-benzo[g]isochromen-8-yl]sulfanyl]propanoic 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 17683cad-be44-48bb-bb40-a4b5c7e2e02b
Taxonomy Phenylpropanoids and polyketides > Isochromanequinones
IUPAC Name 2-acetamido-3-[[(1S,3S)-3-(carboxymethyl)-10-hydroxy-7-(methylamino)-1-(3-methylbutyl)-6,9-dioxo-3,4-dihydro-1H-benzo[g]isochromen-8-yl]sulfanyl]propanoic acid
SMILES (Canonical) CC(C)CCC1C2=C(C3=C(C=C2CC(O1)CC(=O)O)C(=O)C(=C(C3=O)SCC(C(=O)O)NC(=O)C)NC)O
SMILES (Isomeric) CC(C)CC[C@H]1C2=C(C3=C(C=C2C[C@H](O1)CC(=O)O)C(=O)C(=C(C3=O)SCC(C(=O)O)NC(=O)C)NC)O
InChI InChI=1S/C26H32N2O9S/c1-11(2)5-6-17-19-13(7-14(37-17)9-18(30)31)8-15-20(23(19)33)24(34)25(21(27-4)22(15)32)38-10-16(26(35)36)28-12(3)29/h8,11,14,16-17,27,33H,5-7,9-10H2,1-4H3,(H,28,29)(H,30,31)(H,35,36)/t14-,16?,17-/m0/s1
InChI Key OGFKCFDHVVBHKQ-NZEUDUFCSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C26H32N2O9S
Molecular Weight 548.60 g/mol
Exact Mass 548.18285178 g/mol
Topological Polar Surface Area (TPSA) 205.00 Ų
XlogP 2.80
Atomic LogP (AlogP) 2.42
H-Bond Acceptor 9
H-Bond Donor 5
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-acetamido-3-[[(1S,3S)-3-(carboxymethyl)-10-hydroxy-7-(methylamino)-1-(3-methylbutyl)-6,9-dioxo-3,4-dihydro-1H-benzo[g]isochromen-8-yl]sulfanyl]propanoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6972 69.72%
Caco-2 - 0.8452 84.52%
Blood Brain Barrier - 0.9500 95.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.6963 69.63%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8300 83.00%
OATP1B3 inhibitior + 0.9242 92.42%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior - 0.4934 49.34%
P-glycoprotein inhibitior - 0.4602 46.02%
P-glycoprotein substrate + 0.7464 74.64%
CYP3A4 substrate + 0.6743 67.43%
CYP2C9 substrate - 0.8048 80.48%
CYP2D6 substrate - 0.8571 85.71%
CYP3A4 inhibition - 0.5275 52.75%
CYP2C9 inhibition - 0.7454 74.54%
CYP2C19 inhibition - 0.6697 66.97%
CYP2D6 inhibition - 0.8862 88.62%
CYP1A2 inhibition - 0.7676 76.76%
CYP2C8 inhibition + 0.4833 48.33%
CYP inhibitory promiscuity - 0.7310 73.10%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Non-required 0.5964 59.64%
Eye corrosion - 0.9864 98.64%
Eye irritation - 0.9244 92.44%
Skin irritation - 0.7754 77.54%
Skin corrosion - 0.9284 92.84%
Ames mutagenesis + 0.5236 52.36%
Human Ether-a-go-go-Related Gene inhibition - 0.6776 67.76%
Micronuclear + 0.8200 82.00%
Hepatotoxicity - 0.5572 55.72%
skin sensitisation - 0.8511 85.11%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity - 0.7870 78.70%
Acute Oral Toxicity (c) III 0.6015 60.15%
Estrogen receptor binding + 0.6714 67.14%
Androgen receptor binding + 0.7635 76.35%
Thyroid receptor binding - 0.5834 58.34%
Glucocorticoid receptor binding + 0.6705 67.05%
Aromatase binding + 0.6507 65.07%
PPAR gamma + 0.6403 64.03%
Honey bee toxicity - 0.8057 80.57%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.7100 71.00%
Fish aquatic toxicity + 0.9830 98.30%

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 99.84% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.08% 91.11%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 95.22% 90.71%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.93% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.01% 96.09%
CHEMBL3359 P21462 Formyl peptide receptor 1 93.56% 93.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.24% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.03% 95.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.65% 99.17%
CHEMBL3830 Q2M2I8 Adaptor-associated kinase 91.40% 83.10%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 90.87% 96.38%
CHEMBL226 P30542 Adenosine A1 receptor 89.74% 95.93%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.41% 94.45%
CHEMBL3401 O75469 Pregnane X receptor 88.89% 94.73%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 86.99% 89.34%
CHEMBL340 P08684 Cytochrome P450 3A4 86.45% 91.19%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.93% 95.89%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 85.57% 96.21%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.36% 99.23%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.18% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.50% 86.33%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 83.60% 99.15%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.44% 96.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.92% 97.14%
CHEMBL2094135 Q96BI3 Gamma-secretase 80.21% 98.05%

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 139586510
LOTUS LTS0032499
wikiData Q105191569