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Aureobasidin S3

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 443a0fb8-3f64-413e-b7ff-aa8d2c5eea09
Taxonomy Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
IUPAC Name 3,6-dibenzyl-24-butan-2-yl-12-(1-hydroxybutan-2-yl)-15-(2-hydroxypropan-2-yl)-4,10,16,22-tetramethyl-18-(2-methylpropyl)-9,21-di(propan-2-yl)-13-oxa-1,4,7,10,16,19,22,25-octazabicyclo[25.3.0]triacontane-2,5,8,11,14,17,20,23,26-nonone
SMILES (Canonical) CCC(C)C1C(=O)N(C(C(=O)NC(C(=O)N(C(C(=O)OC(C(=O)N(C(C(=O)NC(C(=O)N(C(C(=O)N2CCCC2C(=O)N1)CC3=CC=CC=C3)C)CC4=CC=CC=C4)C(C)C)C)C(CC)CO)C(C)(C)O)C)CC(C)C)C(C)C)C
SMILES (Isomeric) CCC(C)C1C(=O)N(C(C(=O)NC(C(=O)N(C(C(=O)OC(C(=O)N(C(C(=O)NC(C(=O)N(C(C(=O)N2CCCC2C(=O)N1)CC3=CC=CC=C3)C)CC4=CC=CC=C4)C(C)C)C)C(CC)CO)C(C)(C)O)C)CC(C)C)C(C)C)C
InChI InChI=1S/C60H92N8O12/c1-16-38(9)46-57(76)65(13)47(36(5)6)52(71)61-42(31-35(3)4)55(74)67(15)50(60(10,11)79)59(78)80-49(41(17-2)34-69)58(77)66(14)48(37(7)8)53(72)62-43(32-39-25-20-18-21-26-39)54(73)64(12)45(33-40-27-22-19-23-28-40)56(75)68-30-24-29-44(68)51(70)63-46/h18-23,25-28,35-38,41-50,69,79H,16-17,24,29-34H2,1-15H3,(H,61,71)(H,62,72)(H,63,70)
InChI Key CSEWOAIMQFNFGS-UHFFFAOYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C60H92N8O12
Molecular Weight 1117.40 g/mol
Exact Mass 1116.68347040 g/mol
Topological Polar Surface Area (TPSA) 256.00 Ų
XlogP 7.30
Atomic LogP (AlogP) 3.34
H-Bond Acceptor 12
H-Bond Donor 5
Rotatable Bonds 14

Synonyms

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153954-74-6
3,6-dibenzyl-24-butan-2-yl-12-(1-hydroxybutan-2-yl)-15-(2-hydroxypropan-2-yl)-4,10,16,22-tetramethyl-18-(2-methylpropyl)-9,21-di(propan-2-yl)-13-oxa-1,4,7,10,16,19,22,25-octazabicyclo[25.3.0]triacontane-2,5,8,11,14,17,20,23,26-nonone

2D Structure

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2D Structure of Aureobasidin S3

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8224 82.24%
Caco-2 - 0.8659 86.59%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Lysosomes 0.6279 62.79%
OATP2B1 inhibitior - 0.7169 71.69%
OATP1B1 inhibitior + 0.8272 82.72%
OATP1B3 inhibitior + 0.9256 92.56%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.8959 89.59%
P-glycoprotein inhibitior + 0.7529 75.29%
P-glycoprotein substrate + 0.8570 85.70%
CYP3A4 substrate + 0.7128 71.28%
CYP2C9 substrate - 0.6095 60.95%
CYP2D6 substrate - 0.8325 83.25%
CYP3A4 inhibition + 0.7165 71.65%
CYP2C9 inhibition - 0.6937 69.37%
CYP2C19 inhibition - 0.7475 74.75%
CYP2D6 inhibition - 0.8287 82.87%
CYP1A2 inhibition - 0.9458 94.58%
CYP2C8 inhibition + 0.6748 67.48%
CYP inhibitory promiscuity - 0.9151 91.51%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.8400 84.00%
Carcinogenicity (trinary) Non-required 0.5985 59.85%
Eye corrosion - 0.9904 99.04%
Eye irritation - 0.9019 90.19%
Skin irritation - 0.7803 78.03%
Skin corrosion - 0.9230 92.30%
Ames mutagenesis - 0.6254 62.54%
Human Ether-a-go-go-Related Gene inhibition - 0.3603 36.03%
Micronuclear + 0.7000 70.00%
Hepatotoxicity - 0.5071 50.71%
skin sensitisation - 0.8926 89.26%
Respiratory toxicity + 0.8222 82.22%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity - 0.7570 75.70%
Acute Oral Toxicity (c) III 0.6723 67.23%
Estrogen receptor binding + 0.7778 77.78%
Androgen receptor binding + 0.7472 74.72%
Thyroid receptor binding + 0.6482 64.82%
Glucocorticoid receptor binding + 0.7393 73.93%
Aromatase binding + 0.5876 58.76%
PPAR gamma + 0.8122 81.22%
Honey bee toxicity - 0.7248 72.48%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9540 95.40%

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%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.75% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.26% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.20% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.37% 85.14%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 94.26% 97.64%
CHEMBL333 P08253 Matrix metalloproteinase-2 92.98% 96.31%
CHEMBL5608 Q16288 NT-3 growth factor receptor 92.58% 95.89%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 92.50% 82.38%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 90.36% 90.93%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 89.96% 97.14%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 89.67% 93.03%
CHEMBL3524 P56524 Histone deacetylase 4 89.12% 92.97%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.04% 94.45%
CHEMBL5103 Q969S8 Histone deacetylase 10 87.30% 90.08%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.45% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.44% 99.23%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 86.38% 93.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.11% 89.00%
CHEMBL1902 P62942 FK506-binding protein 1A 85.93% 97.05%
CHEMBL3392948 Q9NP59 Solute carrier family 40 member 1 85.67% 95.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.12% 93.56%
CHEMBL3401 O75469 Pregnane X receptor 80.73% 94.73%
CHEMBL3004 P33527 Multidrug resistance-associated protein 1 80.33% 96.37%

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 192659
LOTUS LTS0265063
wikiData Q27459776