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Echinoserine

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 71ab8ccf-3303-44ed-88a0-8d8acaa3bde6
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides
IUPAC Name (2S)-2-[[3-[3-[[(1S)-1-carboxy-2-methylpropyl]-methylamino]-2-[[(2S)-2-[[(2R)-3-hydroxy-2-(quinoxaline-2-carbonylamino)propanoyl]amino]propanoyl]-methylamino]-1-methylsulfanyl-3-oxopropyl]sulfanyl-2-[[(2S)-2-[[(2R)-3-hydroxy-2-(quinoxaline-2-carbonylamino)propanoyl]amino]propanoyl]-methylamino]propanoyl]-methylamino]-3-methylbutanoic acid
SMILES (Canonical) CC(C)C(C(=O)O)N(C)C(=O)C(CSC(C(C(=O)N(C)C(C(C)C)C(=O)O)N(C)C(=O)C(C)NC(=O)C(CO)NC(=O)C1=NC2=CC=CC=C2N=C1)SC)N(C)C(=O)C(C)NC(=O)C(CO)NC(=O)C3=NC4=CC=CC=C4N=C3
SMILES (Isomeric) C[C@@H](C(=O)N(C)C(CSC(C(C(=O)N(C)[C@@H](C(C)C)C(=O)O)N(C)C(=O)[C@H](C)NC(=O)[C@@H](CO)NC(=O)C1=NC2=CC=CC=C2N=C1)SC)C(=O)N(C)[C@@H](C(C)C)C(=O)O)NC(=O)[C@@H](CO)NC(=O)C3=NC4=CC=CC=C4N=C3
InChI InChI=1S/C51H68N12O14S2/c1-25(2)38(49(74)75)61(8)47(72)37(60(7)45(70)27(5)54-43(68)35(22-64)58-41(66)33-20-52-29-16-12-14-18-31(29)56-33)24-79-51(78-11)40(48(73)62(9)39(26(3)4)50(76)77)63(10)46(71)28(6)55-44(69)36(23-65)59-42(67)34-21-53-30-17-13-15-19-32(30)57-34/h12-21,25-28,35-40,51,64-65H,22-24H2,1-11H3,(H,54,68)(H,55,69)(H,58,66)(H,59,67)(H,74,75)(H,76,77)/t27-,28-,35+,36+,37?,38-,39-,40?,51?/m0/s1
InChI Key IZAHRQDCJNCMKL-RQLJINDISA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C51H68N12O14S2
Molecular Weight 1137.30 g/mol
Exact Mass 1136.44193724 g/mol
Topological Polar Surface Area (TPSA) 415.00 Ų
XlogP 1.20
Atomic LogP (AlogP) -0.32
H-Bond Acceptor 18
H-Bond Donor 8
Rotatable Bonds 27

Synonyms

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167324-03-0
RefChem:136236
(2S)-2-((3-(3-(((1S)-1-carboxy-2-methylpropyl)-methylamino)-2-(((2S)-2-(((2R)-3-hydroxy-2-(quinoxaline-2-carbonylamino)propanoyl)amino)propanoyl)-methylamino)-1-methylsulfanyl-3-oxopropyl)sulfanyl-2-(((2S)-2-(((2R)-3-hydroxy-2-(quinoxaline-2-carbonylamino)propanoyl)amino)propanoyl)-methylamino)propanoyl)-methylamino)-3-methylbutanoic acid
(2S)-2-(((2R)-3-((1S,2R)-3-(((1S)-1-carboxy-2-methylpropyl)-methylamino)-2-(((2S)-2-(((2R)-3-hydroxy-2-(quinoxaline-2-carbonylamino)propanoyl)amino)propanoyl)-methylamino)-1-methylsulfanyl-3-oxopropyl)sulfanyl-2-(((2S)-2-(((2R)-3-hydroxy-2-(quinoxaline-2-carbonylamino)propanoyl)amino)propanoyl)-methylamino)propanoyl)-methylamino)-3-methylbutanoic acid
CHEBI:204578
(2S)-2-[[3-[3-[[(1S)-1-carboxy-2-methylpropyl]-methylamino]-2-[[(2S)-2-[[(2R)-3-hydroxy-2-(quinoxaline-2-carbonylamino)propanoyl]amino]propanoyl]-methylamino]-1-methylsulanyl-3-oxopropyl]sulanyl-2-[[(2S)-2-[[(2R)-3-hydroxy-2-(quinoxaline-2-carbonylamino)propanoyl]amino]propanoyl]-methylamino]propanoyl]-methylamino]-3-methylbutanoic acid

2D Structure

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2D Structure of Echinoserine

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6280 62.80%
Caco-2 - 0.8610 86.10%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Lysosomes 0.4239 42.39%
OATP2B1 inhibitior - 0.8555 85.55%
OATP1B1 inhibitior + 0.8764 87.64%
OATP1B3 inhibitior + 0.9346 93.46%
MATE1 inhibitior - 0.8284 82.84%
OCT2 inhibitior - 0.9149 91.49%
BSEP inhibitior + 0.7390 73.90%
P-glycoprotein inhibitior + 0.7430 74.30%
P-glycoprotein substrate + 0.7397 73.97%
CYP3A4 substrate + 0.6649 66.49%
CYP2C9 substrate + 0.8024 80.24%
CYP2D6 substrate - 0.8743 87.43%
CYP3A4 inhibition - 0.7080 70.80%
CYP2C9 inhibition - 0.7446 74.46%
CYP2C19 inhibition - 0.7286 72.86%
CYP2D6 inhibition - 0.8702 87.02%
CYP1A2 inhibition - 0.6707 67.07%
CYP2C8 inhibition + 0.5655 56.55%
CYP inhibitory promiscuity - 0.9509 95.09%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.8300 83.00%
Carcinogenicity (trinary) Non-required 0.6664 66.64%
Eye corrosion - 0.9874 98.74%
Eye irritation - 0.8978 89.78%
Skin irritation - 0.7857 78.57%
Skin corrosion - 0.9385 93.85%
Ames mutagenesis - 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6842 68.42%
Micronuclear + 0.6900 69.00%
Hepatotoxicity - 0.5237 52.37%
skin sensitisation - 0.8629 86.29%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity + 0.5530 55.30%
Acute Oral Toxicity (c) III 0.6158 61.58%
Estrogen receptor binding + 0.7361 73.61%
Androgen receptor binding + 0.7451 74.51%
Thyroid receptor binding + 0.6901 69.01%
Glucocorticoid receptor binding + 0.7345 73.45%
Aromatase binding + 0.6671 66.71%
PPAR gamma + 0.7825 78.25%
Honey bee toxicity - 0.7832 78.32%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.7300 73.00%
Fish aquatic toxicity + 0.6733 67.33%

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 98.15% 98.95%
CHEMBL221 P23219 Cyclooxygenase-1 96.92% 90.17%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 96.48% 93.10%
CHEMBL4040 P28482 MAP kinase ERK2 95.72% 83.82%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.36% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 94.17% 99.17%
CHEMBL3359 P21462 Formyl peptide receptor 1 93.74% 93.56%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 91.03% 96.00%
CHEMBL2095164 P49354 Geranylgeranyl transferase type I 90.58% 92.80%
CHEMBL3308 P55212 Caspase-6 89.47% 97.56%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 89.31% 81.11%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 86.80% 98.33%
CHEMBL202 P00374 Dihydrofolate reductase 86.70% 89.92%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.85% 95.56%
CHEMBL5028 O14672 ADAM10 84.84% 97.50%
CHEMBL1255126 O15151 Protein Mdm4 84.83% 90.20%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 83.83% 96.67%
CHEMBL1907591 P30926 Neuronal acetylcholine receptor; alpha4/beta4 82.62% 100.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.17% 95.50%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.12% 100.00%

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 139585247
LOTUS LTS0132586
wikiData Q77386738