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Cystargamide

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 2f5b4ec8-60df-4ded-8510-b094d51ea79a
Taxonomy Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
IUPAC Name 3-[(6S,9S,12S,15S,18S,19R)-15-benzyl-18-[(3-heptyloxirane-2-carbonyl)amino]-9-[(5-hydroxy-1H-indol-3-yl)methyl]-6-(4-hydroxyphenyl)-19-methyl-2,5,8,11,14,17-hexaoxo-1-oxa-4,7,10,13,16-pentazacyclononadec-12-yl]propanoic acid
SMILES (Canonical) CCCCCCCC1C(O1)C(=O)NC2C(OC(=O)CNC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC2=O)CC3=CC=CC=C3)CCC(=O)O)CC4=CNC5=C4C=C(C=C5)O)C6=CC=C(C=C6)O)C
SMILES (Isomeric) CCCCCCCC1C(O1)C(=O)N[C@H]2[C@H](OC(=O)CNC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC2=O)CC3=CC=CC=C3)CCC(=O)O)CC4=CNC5=C4C=C(C=C5)O)C6=CC=C(C=C6)O)C
InChI InChI=1S/C49H59N7O13/c1-3-4-5-6-10-13-38-43(69-38)49(67)55-41-27(2)68-40(61)26-51-47(65)42(29-14-16-31(57)17-15-29)56-46(64)37(23-30-25-50-34-19-18-32(58)24-33(30)34)53-44(62)35(20-21-39(59)60)52-45(63)36(54-48(41)66)22-28-11-8-7-9-12-28/h7-9,11-12,14-19,24-25,27,35-38,41-43,50,57-58H,3-6,10,13,20-23,26H2,1-2H3,(H,51,65)(H,52,63)(H,53,62)(H,54,66)(H,55,67)(H,56,64)(H,59,60)/t27-,35+,36+,37+,38?,41+,42+,43?/m1/s1
InChI Key DMHJDKJBUGFFAY-XWILHKPASA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C49H59N7O13
Molecular Weight 954.00 g/mol
Exact Mass 953.41708496 g/mol
Topological Polar Surface Area (TPSA) 307.00 Ų
XlogP 4.60
Atomic LogP (AlogP) 2.22
H-Bond Acceptor 12
H-Bond Donor 10
Rotatable Bonds 16

Synonyms

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RefChem:919492
CHEMBL3299159
CHEBI:220403
3-[(6S,9S,12S,15S,18S,19R)-15-benzyl-18-[(3-heptyloxirane-2-carbonyl)amino]-9-[(5-hydroxy-1H-indol-3-yl)methyl]-6-(4-hydroxyphenyl)-19-methyl-2,5,8,11,14,17-hexaoxo-1-oxa-4,7,10,13,16-pentazacyclononadec-12-yl]propanoic acid

2D Structure

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2D Structure of Cystargamide

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9183 91.83%
Caco-2 - 0.8794 87.94%
Blood Brain Barrier - 0.8750 87.50%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.4405 44.05%
OATP2B1 inhibitior - 0.7113 71.13%
OATP1B1 inhibitior + 0.7924 79.24%
OATP1B3 inhibitior + 0.9209 92.09%
MATE1 inhibitior - 0.8809 88.09%
OCT2 inhibitior - 0.7599 75.99%
BSEP inhibitior + 0.9520 95.20%
P-glycoprotein inhibitior + 0.7511 75.11%
P-glycoprotein substrate + 0.8592 85.92%
CYP3A4 substrate + 0.7249 72.49%
CYP2C9 substrate - 0.8038 80.38%
CYP2D6 substrate - 0.8478 84.78%
CYP3A4 inhibition - 0.5563 55.63%
CYP2C9 inhibition - 0.8216 82.16%
CYP2C19 inhibition - 0.7392 73.92%
CYP2D6 inhibition - 0.8370 83.70%
CYP1A2 inhibition - 0.7966 79.66%
CYP2C8 inhibition + 0.8329 83.29%
CYP inhibitory promiscuity - 0.6715 67.15%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.8900 89.00%
Carcinogenicity (trinary) Non-required 0.5906 59.06%
Eye corrosion - 0.9880 98.80%
Eye irritation - 0.9065 90.65%
Skin irritation - 0.7758 77.58%
Skin corrosion - 0.9331 93.31%
Ames mutagenesis - 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6413 64.13%
Micronuclear + 0.7700 77.00%
Hepatotoxicity - 0.5647 56.47%
skin sensitisation - 0.8656 86.56%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity - 0.8558 85.58%
Acute Oral Toxicity (c) III 0.5865 58.65%
Estrogen receptor binding + 0.8130 81.30%
Androgen receptor binding + 0.7416 74.16%
Thyroid receptor binding + 0.5752 57.52%
Glucocorticoid receptor binding + 0.5698 56.98%
Aromatase binding + 0.5853 58.53%
PPAR gamma + 0.7453 74.53%
Honey bee toxicity - 0.7667 76.67%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.6450 64.50%
Fish aquatic toxicity + 0.9606 96.06%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.83% 91.11%
CHEMBL2581 P07339 Cathepsin D 99.33% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.17% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.92% 85.14%
CHEMBL1951 P21397 Monoamine oxidase A 96.73% 91.49%
CHEMBL255 P29275 Adenosine A2b receptor 95.89% 98.59%
CHEMBL3060 Q9Y345 Glycine transporter 2 95.20% 99.17%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 94.40% 92.08%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 94.05% 97.64%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.89% 86.33%
CHEMBL4040 P28482 MAP kinase ERK2 91.23% 83.82%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.86% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.16% 99.23%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.85% 97.09%
CHEMBL3401 O75469 Pregnane X receptor 88.75% 94.73%
CHEMBL3192 Q9BY41 Histone deacetylase 8 88.46% 93.99%
CHEMBL2535 P11166 Glucose transporter 88.40% 98.75%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.04% 89.00%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 86.21% 93.10%
CHEMBL5805 Q9NR97 Toll-like receptor 8 84.82% 96.25%
CHEMBL340 P08684 Cytochrome P450 3A4 83.99% 91.19%
CHEMBL2095172 P14867 GABA-A receptor; alpha-1/beta-2/gamma-2 83.34% 92.67%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.07% 95.89%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 82.49% 82.38%
CHEMBL1781 P11387 DNA topoisomerase I 82.43% 97.00%
CHEMBL5103 Q969S8 Histone deacetylase 10 82.37% 90.08%
CHEMBL5043 Q6P179 Endoplasmic reticulum aminopeptidase 2 82.09% 91.81%
CHEMBL4644 P41968 Melanocortin receptor 3 80.93% 99.52%
CHEMBL2327 P21452 Neurokinin 2 receptor 80.08% 98.89%

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 90683467
LOTUS LTS0031821
wikiData Q77569074