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(3S)-4-[[(2S,5S,8S,11R,12S,15S,18S,21R)-2-butan-2-yl-21-hydroxy-15-[(4-hydroxyphenyl)methyl]-5-(1H-indol-3-ylmethyl)-4,11-dimethyl-3,6,9,13,16,22-hexaoxo-8-propan-2-yl-10-oxa-1,4,7,14,17-pentazabicyclo[16.3.1]docosan-12-yl]amino]-3-(hexanoylamino)-4-oxobutanoic acid

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 bbd1b26f-02eb-406d-951a-7ca23155f097
Taxonomy Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
IUPAC Name (3S)-4-[[(2S,5S,8S,11R,12S,15S,18S,21R)-2-butan-2-yl-21-hydroxy-15-[(4-hydroxyphenyl)methyl]-5-(1H-indol-3-ylmethyl)-4,11-dimethyl-3,6,9,13,16,22-hexaoxo-8-propan-2-yl-10-oxa-1,4,7,14,17-pentazabicyclo[16.3.1]docosan-12-yl]amino]-3-(hexanoylamino)-4-oxobutanoic acid
SMILES (Canonical) CCCCCC(=O)NC(CC(=O)O)C(=O)NC1C(OC(=O)C(NC(=O)C(N(C(=O)C(N2C(CCC(C2=O)NC(=O)C(NC1=O)CC3=CC=C(C=C3)O)O)C(C)CC)C)CC4=CNC5=CC=CC=C54)C(C)C)C
SMILES (Isomeric) CCCCCC(=O)N[C@@H](CC(=O)O)C(=O)N[C@H]1[C@H](OC(=O)[C@@H](NC(=O)[C@@H](N(C(=O)[C@@H](N2[C@@H](CC[C@@H](C2=O)NC(=O)[C@@H](NC1=O)CC3=CC=C(C=C3)O)O)C(C)CC)C)CC4=CNC5=CC=CC=C54)C(C)C)C
InChI InChI=1S/C51H70N8O13/c1-8-10-11-16-39(61)53-37(25-41(63)64)46(66)57-43-29(6)72-51(71)42(27(3)4)56-47(67)38(24-31-26-52-34-15-13-12-14-33(31)34)58(7)50(70)44(28(5)9-2)59-40(62)22-21-35(49(59)69)54-45(65)36(55-48(43)68)23-30-17-19-32(60)20-18-30/h12-15,17-20,26-29,35-38,40,42-44,52,60,62H,8-11,16,21-25H2,1-7H3,(H,53,61)(H,54,65)(H,55,68)(H,56,67)(H,57,66)(H,63,64)/t28?,29-,35+,36+,37+,38+,40-,42+,43+,44+/m1/s1
InChI Key AWYLSHUAIRJXQH-GXPWCPECSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C51H70N8O13
Molecular Weight 1003.10 g/mol
Exact Mass 1002.50623432 g/mol
Topological Polar Surface Area (TPSA) 306.00 Ų
XlogP 4.40
Atomic LogP (AlogP) 1.92
H-Bond Acceptor 12
H-Bond Donor 9
Rotatable Bonds 16

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3S)-4-[[(2S,5S,8S,11R,12S,15S,18S,21R)-2-butan-2-yl-21-hydroxy-15-[(4-hydroxyphenyl)methyl]-5-(1H-indol-3-ylmethyl)-4,11-dimethyl-3,6,9,13,16,22-hexaoxo-8-propan-2-yl-10-oxa-1,4,7,14,17-pentazabicyclo[16.3.1]docosan-12-yl]amino]-3-(hexanoylamino)-4-oxobutanoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6756 67.56%
Caco-2 - 0.8708 87.08%
Blood Brain Barrier - 0.9500 95.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.3760 37.60%
OATP2B1 inhibitior - 0.7189 71.89%
OATP1B1 inhibitior + 0.8047 80.47%
OATP1B3 inhibitior + 0.9072 90.72%
MATE1 inhibitior - 0.6800 68.00%
OCT2 inhibitior - 0.9072 90.72%
BSEP inhibitior + 0.8985 89.85%
P-glycoprotein inhibitior + 0.7441 74.41%
P-glycoprotein substrate + 0.8720 87.20%
CYP3A4 substrate + 0.7480 74.80%
CYP2C9 substrate - 0.8151 81.51%
CYP2D6 substrate - 0.8528 85.28%
CYP3A4 inhibition - 0.5164 51.64%
CYP2C9 inhibition - 0.8123 81.23%
CYP2C19 inhibition - 0.8105 81.05%
CYP2D6 inhibition - 0.8428 84.28%
CYP1A2 inhibition - 0.8931 89.31%
CYP2C8 inhibition + 0.8026 80.26%
CYP inhibitory promiscuity - 0.7322 73.22%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6204 62.04%
Eye corrosion - 0.9886 98.86%
Eye irritation - 0.9043 90.43%
Skin irritation - 0.7949 79.49%
Skin corrosion - 0.9274 92.74%
Ames mutagenesis - 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4146 41.46%
Micronuclear + 0.8600 86.00%
Hepatotoxicity - 0.6625 66.25%
skin sensitisation - 0.8878 88.78%
Respiratory toxicity + 0.8333 83.33%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9750 97.50%
Nephrotoxicity - 0.6972 69.72%
Acute Oral Toxicity (c) III 0.6151 61.51%
Estrogen receptor binding + 0.8178 81.78%
Androgen receptor binding + 0.6596 65.96%
Thyroid receptor binding + 0.6149 61.49%
Glucocorticoid receptor binding + 0.5835 58.35%
Aromatase binding + 0.6119 61.19%
PPAR gamma + 0.8022 80.22%
Honey bee toxicity - 0.6937 69.37%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5850 58.50%
Fish aquatic toxicity + 0.9565 95.65%

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 99.97% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.46% 91.11%
CHEMBL3060 Q9Y345 Glycine transporter 2 98.46% 99.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.62% 96.09%
CHEMBL5103 Q969S8 Histone deacetylase 10 97.27% 90.08%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.97% 89.00%
CHEMBL4040 P28482 MAP kinase ERK2 95.79% 83.82%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 95.66% 97.64%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 95.62% 92.08%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.19% 95.56%
CHEMBL1949 P62937 Cyclophilin A 94.40% 98.57%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 93.20% 99.23%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.59% 94.45%
CHEMBL333 P08253 Matrix metalloproteinase-2 90.70% 96.31%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 89.85% 90.93%
CHEMBL2095172 P14867 GABA-A receptor; alpha-1/beta-2/gamma-2 89.00% 92.67%
CHEMBL3310 Q96DB2 Histone deacetylase 11 88.95% 88.56%
CHEMBL255 P29275 Adenosine A2b receptor 87.47% 98.59%
CHEMBL3776 Q14790 Caspase-8 87.46% 97.06%
CHEMBL5805 Q9NR97 Toll-like receptor 8 86.96% 96.25%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.49% 97.14%
CHEMBL4588 P22894 Matrix metalloproteinase 8 85.96% 94.66%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 85.05% 82.38%
CHEMBL3837 P07711 Cathepsin L 84.84% 96.61%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 84.66% 96.90%
CHEMBL3891 P07384 Calpain 1 84.63% 93.04%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.94% 95.89%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.69% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.65% 97.09%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.24% 92.62%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 83.18% 93.03%
CHEMBL4072 P07858 Cathepsin B 83.02% 93.67%
CHEMBL1937 Q92769 Histone deacetylase 2 82.89% 94.75%
CHEMBL2000 P03952 Plasma kallikrein 81.93% 93.92%
CHEMBL5939 Q9NZ08 Endoplasmic reticulum aminopeptidase 1 81.78% 100.00%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 81.64% 97.31%
CHEMBL340 P08684 Cytochrome P450 3A4 81.64% 91.19%
CHEMBL4644 P41968 Melanocortin receptor 3 81.62% 99.52%
CHEMBL217 P14416 Dopamine D2 receptor 81.60% 95.62%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 81.47% 91.71%
CHEMBL4608 P33032 Melanocortin receptor 5 80.76% 97.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.66% 93.56%
CHEMBL3392948 Q9NP59 Solute carrier family 40 member 1 80.49% 95.00%
CHEMBL321 P14780 Matrix metalloproteinase 9 80.13% 92.12%

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 21776094
LOTUS LTS0269294
wikiData Q104203178