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(2R,3R)-N-[(2S,6S,9R,12S,16S,19E)-6-[(2R)-butan-2-yl]-16-(1H-indol-3-ylmethyl)-2-(methoxymethyl)-9-methyl-4,5,8,11,15,18-hexaoxo-23-thia-3,7,10,14,17,24-hexazabicyclo[19.2.1]tetracosa-1(24),19,21-trien-12-yl]-2-[[(2R)-3-formamido-2-hydroxypropanoyl]amino]-3-methylpentanamide

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 ec972ed8-e368-4320-bc14-21945e2bcc9b
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Cyclic peptides
IUPAC Name (2R,3R)-N-[(2S,6S,9R,12S,16S,19E)-6-[(2R)-butan-2-yl]-16-(1H-indol-3-ylmethyl)-2-(methoxymethyl)-9-methyl-4,5,8,11,15,18-hexaoxo-23-thia-3,7,10,14,17,24-hexazabicyclo[19.2.1]tetracosa-1(24),19,21-trien-12-yl]-2-[[(2R)-3-formamido-2-hydroxypropanoyl]amino]-3-methylpentanamide
SMILES (Canonical) CCC(C)C1C(=O)C(=O)NC(C2=NC(=CS2)C=CC(=O)NC(C(=O)NCC(C(=O)NC(C(=O)N1)C)NC(=O)C(C(C)CC)NC(=O)C(CNC=O)O)CC3=CNC4=CC=CC=C43)COC
SMILES (Isomeric) CC[C@@H](C)[C@H]1C(=O)C(=O)N[C@H](C2=NC(=CS2)/C=C/C(=O)N[C@H](C(=O)NC[C@@H](C(=O)N[C@@H](C(=O)N1)C)NC(=O)[C@@H]([C@H](C)CC)NC(=O)[C@@H](CNC=O)O)CC3=CNC4=CC=CC=C43)COC
InChI InChI=1S/C43H58N10O11S/c1-7-22(3)34-36(57)42(63)51-31(19-64-6)43-48-26(20-65-43)13-14-33(56)49-29(15-25-16-45-28-12-10-9-11-27(25)28)38(59)46-17-30(39(60)47-24(5)37(58)52-34)50-41(62)35(23(4)8-2)53-40(61)32(55)18-44-21-54/h9-14,16,20-24,29-32,34-35,45,55H,7-8,15,17-19H2,1-6H3,(H,44,54)(H,46,59)(H,47,60)(H,49,56)(H,50,62)(H,51,63)(H,52,58)(H,53,61)/b14-13+/t22-,23-,24-,29+,30+,31+,32-,34+,35-/m1/s1
InChI Key SPHHEEIGUZCELC-ZWWRIWCASA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C43H58N10O11S
Molecular Weight 923.00 g/mol
Exact Mass 922.40072388 g/mol
Topological Polar Surface Area (TPSA) 336.00 Ų
XlogP 0.90
Atomic LogP (AlogP) -0.97
H-Bond Acceptor 13
H-Bond Donor 10
Rotatable Bonds 15

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,3R)-N-[(2S,6S,9R,12S,16S,19E)-6-[(2R)-butan-2-yl]-16-(1H-indol-3-ylmethyl)-2-(methoxymethyl)-9-methyl-4,5,8,11,15,18-hexaoxo-23-thia-3,7,10,14,17,24-hexazabicyclo[19.2.1]tetracosa-1(24),19,21-trien-12-yl]-2-[[(2R)-3-formamido-2-hydroxypropanoyl]amino]-3-methylpentanamide

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8657 86.57%
Caco-2 - 0.8676 86.76%
Blood Brain Barrier - 0.8000 80.00%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.3704 37.04%
OATP2B1 inhibitior - 0.5711 57.11%
OATP1B1 inhibitior + 0.8264 82.64%
OATP1B3 inhibitior + 0.9319 93.19%
MATE1 inhibitior - 0.8455 84.55%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.9563 95.63%
P-glycoprotein inhibitior + 0.7599 75.99%
P-glycoprotein substrate + 0.8486 84.86%
CYP3A4 substrate + 0.7400 74.00%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8613 86.13%
CYP3A4 inhibition - 0.8688 86.88%
CYP2C9 inhibition - 0.7282 72.82%
CYP2C19 inhibition - 0.7608 76.08%
CYP2D6 inhibition - 0.9112 91.12%
CYP1A2 inhibition - 0.7778 77.78%
CYP2C8 inhibition + 0.8166 81.66%
CYP inhibitory promiscuity - 0.7907 79.07%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.8100 81.00%
Carcinogenicity (trinary) Non-required 0.6207 62.07%
Eye corrosion - 0.9851 98.51%
Eye irritation - 0.9079 90.79%
Skin irritation - 0.7581 75.81%
Skin corrosion - 0.9247 92.47%
Ames mutagenesis - 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7085 70.85%
Micronuclear + 0.7900 79.00%
Hepatotoxicity + 0.5375 53.75%
skin sensitisation - 0.8459 84.59%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity + 0.6739 67.39%
Acute Oral Toxicity (c) III 0.5827 58.27%
Estrogen receptor binding + 0.8034 80.34%
Androgen receptor binding + 0.7315 73.15%
Thyroid receptor binding + 0.6237 62.37%
Glucocorticoid receptor binding + 0.6021 60.21%
Aromatase binding + 0.6446 64.46%
PPAR gamma + 0.7692 76.92%
Honey bee toxicity - 0.6982 69.82%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.6784 67.84%

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 99.14% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.23% 91.11%
CHEMBL213 P08588 Beta-1 adrenergic receptor 97.89% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.33% 96.09%
CHEMBL255 P29275 Adenosine A2b receptor 96.90% 98.59%
CHEMBL4302 P08183 P-glycoprotein 1 95.92% 92.98%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 95.16% 99.23%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.68% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.47% 85.14%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 93.32% 93.10%
CHEMBL4040 P28482 MAP kinase ERK2 92.40% 83.82%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 92.09% 92.62%
CHEMBL4208 P20618 Proteasome component C5 91.62% 90.00%
CHEMBL215 P09917 Arachidonate 5-lipoxygenase 91.50% 92.68%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 91.45% 85.30%
CHEMBL1949 P62937 Cyclophilin A 91.42% 98.57%
CHEMBL2535 P11166 Glucose transporter 91.02% 98.75%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.00% 94.45%
CHEMBL3310 Q96DB2 Histone deacetylase 11 90.78% 88.56%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 89.79% 93.03%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 89.51% 96.90%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.49% 95.56%
CHEMBL5103 Q969S8 Histone deacetylase 10 87.65% 90.08%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 87.58% 97.64%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 87.57% 96.00%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 87.03% 95.71%
CHEMBL4225 P49760 Dual specificity protein kinase CLK2 85.88% 80.96%
CHEMBL2492 P36544 Neuronal acetylcholine receptor protein alpha-7 subunit 85.66% 88.42%
CHEMBL1255126 O15151 Protein Mdm4 85.36% 90.20%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.21% 99.17%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 83.65% 100.00%
CHEMBL3401 O75469 Pregnane X receptor 83.30% 94.73%
CHEMBL1829 O15379 Histone deacetylase 3 82.18% 95.00%
CHEMBL5409 Q8TDU6 G-protein coupled bile acid receptor 1 81.98% 93.65%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.84% 94.00%
CHEMBL1937 Q92769 Histone deacetylase 2 81.81% 94.75%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.29% 97.09%
CHEMBL2095172 P14867 GABA-A receptor; alpha-1/beta-2/gamma-2 81.13% 92.67%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.73% 89.00%

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 162868657
LOTUS LTS0001887
wikiData Q105257412