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Mebamamide A

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 5410f623-7d2c-4fd9-8630-c1f7505bc86d
Taxonomy Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
IUPAC Name [(3S,8R)-10-[[(2R)-1-[[(2S)-1-[(2S)-2-[[(2R)-1-[[(3R,6S,7R,10S,13R,16S)-3-benzyl-7-methyl-13-(2-methylpropyl)-2,5,9,12,15-pentaoxo-10-propan-2-yl-8-oxa-1,4,11,14-tetrazabicyclo[14.3.0]nonadecan-6-yl]amino]-1-oxopropan-2-yl]carbamoyl]pyrrolidin-1-yl]-4-methyl-1-oxopentan-2-yl]amino]-3-hydroxy-1-oxopropan-2-yl]amino]-8-hydroxy-2-methyl-10-oxodecan-3-yl] acetate
SMILES (Canonical) CC1C(C(=O)NC(C(=O)N2CCCC2C(=O)NC(C(=O)NC(C(=O)O1)C(C)C)CC(C)C)CC3=CC=CC=C3)NC(=O)C(C)NC(=O)C4CCCN4C(=O)C(CC(C)C)NC(=O)C(CO)NC(=O)CC(CCCCC(C(C)C)OC(=O)C)O
SMILES (Isomeric) C[C@@H]1[C@@H](C(=O)N[C@@H](C(=O)N2CCC[C@H]2C(=O)N[C@@H](C(=O)N[C@H](C(=O)O1)C(C)C)CC(C)C)CC3=CC=CC=C3)NC(=O)[C@@H](C)NC(=O)[C@@H]4CCCN4C(=O)[C@H](CC(C)C)NC(=O)[C@@H](CO)NC(=O)C[C@@H](CCCC[C@@H](C(C)C)OC(=O)C)O
InChI InChI=1S/C59H93N9O15/c1-32(2)27-41-52(74)65-49(35(7)8)59(81)82-37(10)50(56(78)64-43(29-39-19-13-12-14-20-39)58(80)68-26-18-23-46(68)55(77)62-41)66-51(73)36(9)60-54(76)45-22-17-25-67(45)57(79)42(28-33(3)4)63-53(75)44(31-69)61-48(72)30-40(71)21-15-16-24-47(34(5)6)83-38(11)70/h12-14,19-20,32-37,40-47,49-50,69,71H,15-18,21-31H2,1-11H3,(H,60,76)(H,61,72)(H,62,77)(H,63,75)(H,64,78)(H,65,74)(H,66,73)/t36-,37-,40-,41-,42+,43-,44-,45+,46+,47+,49+,50+/m1/s1
InChI Key SNUSGYYFKHRIQF-PTYJSHCWSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C59H93N9O15
Molecular Weight 1168.40 g/mol
Exact Mass 1167.67911329 g/mol
Topological Polar Surface Area (TPSA) 337.00 Ų
XlogP 4.50
Atomic LogP (AlogP) 1.21
H-Bond Acceptor 15
H-Bond Donor 9
Rotatable Bonds 25

Synonyms

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RefChem:925410
((3S,8R)-10-(((2R)-1-(((2S)-1-((2S)-2-(((2R)-1-(((3R,6S,7R,10S,13R,16S)-3-benzyl-7-methyl-13-(2-methylpropyl)-2,5,9,12,15-pentaoxo-10-propan-2-yl-8-oxa-1,4,11,14-tetrazabicyclo(14.3.0)nonadecan-6-yl)amino)-1-oxopropan-2-yl)carbamoyl)pyrrolidin-1-yl)-4-methyl-1-oxopentan-2-yl)amino)-3-hydroxy-1-oxopropan-2-yl)amino)-8-hydroxy-2-methyl-10-oxodecan-3-yl) acetate
CHEMBL3581385
SCHEMBL31593392

2D Structure

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2D Structure of Mebamamide A

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5404 54.04%
Caco-2 - 0.8653 86.53%
Blood Brain Barrier - 0.9000 90.00%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Lysosomes 0.5752 57.52%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8242 82.42%
OATP1B3 inhibitior + 0.9184 91.84%
MATE1 inhibitior - 0.8212 82.12%
OCT2 inhibitior - 1.0000 100.00%
BSEP inhibitior + 0.9867 98.67%
P-glycoprotein inhibitior + 0.7431 74.31%
P-glycoprotein substrate + 0.8818 88.18%
CYP3A4 substrate + 0.7552 75.52%
CYP2C9 substrate - 0.7778 77.78%
CYP2D6 substrate - 0.8305 83.05%
CYP3A4 inhibition - 0.8494 84.94%
CYP2C9 inhibition - 0.8996 89.96%
CYP2C19 inhibition - 0.8994 89.94%
CYP2D6 inhibition - 0.9185 91.85%
CYP1A2 inhibition - 0.9663 96.63%
CYP2C8 inhibition + 0.7678 76.78%
CYP inhibitory promiscuity - 0.9429 94.29%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.8600 86.00%
Carcinogenicity (trinary) Non-required 0.6486 64.86%
Eye corrosion - 0.9895 98.95%
Eye irritation - 0.8969 89.69%
Skin irritation - 0.7820 78.20%
Skin corrosion - 0.9341 93.41%
Ames mutagenesis - 0.7200 72.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7378 73.78%
Micronuclear + 0.8200 82.00%
Hepatotoxicity - 0.5464 54.64%
skin sensitisation - 0.8880 88.80%
Respiratory toxicity + 0.8444 84.44%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity + 0.7130 71.30%
Acute Oral Toxicity (c) III 0.5945 59.45%
Estrogen receptor binding + 0.7206 72.06%
Androgen receptor binding + 0.7273 72.73%
Thyroid receptor binding + 0.6208 62.08%
Glucocorticoid receptor binding + 0.7178 71.78%
Aromatase binding + 0.7139 71.39%
PPAR gamma + 0.7974 79.74%
Honey bee toxicity - 0.6433 64.33%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5600 56.00%
Fish aquatic toxicity + 0.8631 86.31%

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 99.99% 98.95%
CHEMBL3837 P07711 Cathepsin L 99.67% 96.61%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.41% 96.09%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 98.35% 97.64%
CHEMBL333 P08253 Matrix metalloproteinase-2 98.33% 96.31%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.83% 91.11%
CHEMBL321 P14780 Matrix metalloproteinase 9 97.22% 92.12%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 97.17% 98.33%
CHEMBL4588 P22894 Matrix metalloproteinase 8 96.92% 94.66%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 96.42% 97.14%
CHEMBL3060 Q9Y345 Glycine transporter 2 95.56% 99.17%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 95.47% 82.38%
CHEMBL2492 P36544 Neuronal acetylcholine receptor protein alpha-7 subunit 95.36% 88.42%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 95.28% 95.89%
CHEMBL3359 P21462 Formyl peptide receptor 1 95.22% 93.56%
CHEMBL4801 P29466 Caspase-1 95.16% 96.85%
CHEMBL5103 Q969S8 Histone deacetylase 10 94.99% 90.08%
CHEMBL3524 P56524 Histone deacetylase 4 94.03% 92.97%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.79% 95.56%
CHEMBL204 P00734 Thrombin 93.59% 96.01%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.94% 97.09%
CHEMBL4198 P98170 Inhibitor of apoptosis protein 3 91.61% 97.79%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.36% 85.14%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 91.08% 96.47%
CHEMBL2514 O95665 Neurotensin receptor 2 90.92% 100.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 88.99% 82.69%
CHEMBL3392948 Q9NP59 Solute carrier family 40 member 1 88.82% 95.00%
CHEMBL1944495 P28065 Proteasome subunit beta type-9 88.36% 97.50%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 88.10% 90.93%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.09% 94.45%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 88.07% 93.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 87.72% 90.71%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.35% 89.00%
CHEMBL3468 P55210 Caspase-7 87.32% 95.68%
CHEMBL4979 P13866 Sodium/glucose cotransporter 1 86.11% 98.24%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.85% 95.89%
CHEMBL5939 Q9NZ08 Endoplasmic reticulum aminopeptidase 1 85.84% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 84.39% 91.19%
CHEMBL5028 O14672 ADAM10 84.32% 97.50%
CHEMBL283 P08254 Matrix metalloproteinase 3 84.25% 97.29%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.18% 100.00%
CHEMBL2094135 Q96BI3 Gamma-secretase 83.46% 98.05%
CHEMBL3024 P53350 Serine/threonine-protein kinase PLK1 83.11% 97.43%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 82.55% 96.90%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 81.73% 93.03%
CHEMBL1907591 P30926 Neuronal acetylcholine receptor; alpha4/beta4 81.71% 100.00%
CHEMBL4394 Q9NYA1 Sphingosine kinase 1 81.18% 96.03%
CHEMBL1255126 O15151 Protein Mdm4 80.11% 90.20%

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 122178814
LOTUS LTS0226284
wikiData Q105256694