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Rimosamide B

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 8da0ca04-421c-4dfa-81c5-c7a8880973d2
Taxonomy Organic acids and derivatives > Peptidomimetics > Depsipeptides
IUPAC Name (3S)-3-[(2S,3R)-3-acetyloxy-1-[(2S)-2-amino-3-methylbutanoyl]pyrrolidin-2-yl]-3-[(2S)-2-[[2-(2-methylpropanoylamino)acetyl]amino]-3-phenylpropanoyl]oxypropanoic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C29H42N4O9/c1-16(2)25(30)28(39)33-12-11-21(41-18(5)34)26(33)22(14-24(36)37)42-29(40)20(13-19-9-7-6-8-10-19)32-23(35)15-31-27(38)17(3)4/h6-10,16-17,20-22,25-26H,11-15,30H2,1-5H3,(H,31,38)(H,32,35)(H,36,37)/t20-,21+,22-,25-,26-/m0/s1
InChI Key GZJPRSNUTSZKES-QQCYLNIMSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C29H42N4O9
Molecular Weight 590.70 g/mol
Exact Mass 590.29517893 g/mol
Topological Polar Surface Area (TPSA) 194.00 Ų
XlogP -0.80
Atomic LogP (AlogP) 0.39
H-Bond Acceptor 9
H-Bond Donor 4
Rotatable Bonds 14

Synonyms

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(3S)-3-[(2S,3R)-3-acetyloxy-1-[(2S)-2-amino-3-methylbutanoyl]pyrrolidin-2-yl]-3-[(2S)-2-[[2-(2-methylpropanoylamino)acetyl]amino]-3-phenylpropanoyl]oxypropanoic acid
(3S)-3-((2S,3R)-3-(Acetyloxy)-1-((2S)-2-amino-3-methylbutanoyl)pyrrolidin-2-yl)-3-(((2S)-2-((1-hydroxy-2-((1-hydroxy-2-methylpropylidene)amino)ethylidene)amino)-3-phenylpropanoyl)oxy)propanoate
(3S)-3-((2S,3R)-3-acetyloxy-1-((2S)-2-amino-3-methylbutanoyl)pyrrolidin-2-yl)-3-((2S)-2-((2-(2-methylpropanoylamino)acetyl)amino)-3-phenylpropanoyl)oxypropanoic acid
(3S)-3-[(2S,3R)-3-(Acetyloxy)-1-[(2S)-2-amino-3-methylbutanoyl]pyrrolidin-2-yl]-3-{[(2S)-2-({1-hydroxy-2-[(1-hydroxy-2-methylpropylidene)amino]ethylidene}amino)-3-phenylpropanoyl]oxy}propanoate
RefChem:179473
CHEBI:218995

2D Structure

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2D Structure of Rimosamide B

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5422 54.22%
Caco-2 - 0.8396 83.96%
Blood Brain Barrier - 0.8000 80.00%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.5750 57.50%
OATP2B1 inhibitior - 0.7121 71.21%
OATP1B1 inhibitior + 0.8973 89.73%
OATP1B3 inhibitior + 0.9311 93.11%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.7366 73.66%
P-glycoprotein inhibitior + 0.7650 76.50%
P-glycoprotein substrate + 0.7330 73.30%
CYP3A4 substrate + 0.6855 68.55%
CYP2C9 substrate - 0.7970 79.70%
CYP2D6 substrate - 0.8054 80.54%
CYP3A4 inhibition - 0.7870 78.70%
CYP2C9 inhibition - 0.8840 88.40%
CYP2C19 inhibition - 0.7825 78.25%
CYP2D6 inhibition - 0.9334 93.34%
CYP1A2 inhibition - 0.9031 90.31%
CYP2C8 inhibition + 0.4743 47.43%
CYP inhibitory promiscuity - 0.9253 92.53%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8700 87.00%
Carcinogenicity (trinary) Non-required 0.6361 63.61%
Eye corrosion - 0.9899 98.99%
Eye irritation - 0.9457 94.57%
Skin irritation - 0.7921 79.21%
Skin corrosion - 0.9359 93.59%
Ames mutagenesis - 0.7100 71.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7113 71.13%
Micronuclear + 0.7900 79.00%
Hepatotoxicity + 0.6637 66.37%
skin sensitisation - 0.9029 90.29%
Respiratory toxicity + 0.8222 82.22%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity - 0.5873 58.73%
Acute Oral Toxicity (c) III 0.6090 60.90%
Estrogen receptor binding + 0.7698 76.98%
Androgen receptor binding + 0.6382 63.82%
Thyroid receptor binding + 0.5584 55.84%
Glucocorticoid receptor binding + 0.7663 76.63%
Aromatase binding + 0.5204 52.04%
PPAR gamma + 0.7312 73.12%
Honey bee toxicity - 0.8052 80.52%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity - 0.6937 69.37%

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 99.93% 98.95%
CHEMBL221 P23219 Cyclooxygenase-1 99.65% 90.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.90% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.85% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.29% 94.45%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 94.51% 98.33%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 93.96% 97.21%
CHEMBL1255126 O15151 Protein Mdm4 93.45% 90.20%
CHEMBL5261 Q7L7X3 Serine/threonine-protein kinase TAO1 93.03% 89.33%
CHEMBL4040 P28482 MAP kinase ERK2 91.96% 83.82%
CHEMBL220 P22303 Acetylcholinesterase 90.83% 94.45%
CHEMBL5701 Q9H2K8 Serine/threonine-protein kinase TAO3 90.36% 96.67%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 90.27% 95.89%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 90.09% 94.23%
CHEMBL230 P35354 Cyclooxygenase-2 89.53% 89.63%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 88.52% 93.00%
CHEMBL2535 P11166 Glucose transporter 88.18% 98.75%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.82% 99.17%
CHEMBL340 P08684 Cytochrome P450 3A4 87.54% 91.19%
CHEMBL5028 O14672 ADAM10 87.47% 97.50%
CHEMBL204 P00734 Thrombin 87.11% 96.01%
CHEMBL1914 P06276 Butyrylcholinesterase 86.84% 95.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.66% 97.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.52% 95.56%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 85.19% 97.64%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.39% 95.89%
CHEMBL1287628 Q9Y5S8 NADPH oxidase 1 81.52% 95.48%
CHEMBL3837 P07711 Cathepsin L 81.02% 96.61%
CHEMBL1873 P00750 Tissue-type plasminogen activator 80.88% 93.33%

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 146684522
LOTUS LTS0149133
wikiData Q105024411