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(4S,7R,8S,11R,18S,21R,22S,25R)-11-benzyl-4-[(2S)-butan-2-yl]-7,21-dimethyl-18,25-di(propan-2-yl)-6,20-dioxa-13,27-dithia-3,10,17,24,29,30,31,32-octazapentacyclo[24.2.1.15,8.112,15.119,22]dotriaconta-1(28),5(32),12(31),14,19(30),26(29)-hexaene-2,9,16,23-tetrone

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 1cf392b2-8ded-429e-a93b-8239524973b9
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Cyclic peptides
IUPAC Name (4S,7R,8S,11R,18S,21R,22S,25R)-11-benzyl-4-[(2S)-butan-2-yl]-7,21-dimethyl-18,25-di(propan-2-yl)-6,20-dioxa-13,27-dithia-3,10,17,24,29,30,31,32-octazapentacyclo[24.2.1.15,8.112,15.119,22]dotriaconta-1(28),5(32),12(31),14,19(30),26(29)-hexaene-2,9,16,23-tetrone
SMILES (Canonical) CCC(C)C1C2=NC(C(O2)C)C(=O)NC(C3=NC(=CS3)C(=O)NC(C4=NC(C(O4)C)C(=O)NC(C5=NC(=CS5)C(=O)N1)C(C)C)C(C)C)CC6=CC=CC=C6
SMILES (Isomeric) CC[C@H](C)[C@H]1C2=N[C@@H]([C@H](O2)C)C(=O)N[C@@H](C3=NC(=CS3)C(=O)N[C@H](C4=N[C@@H]([C@H](O4)C)C(=O)N[C@@H](C5=NC(=CS5)C(=O)N1)C(C)C)C(C)C)CC6=CC=CC=C6
InChI InChI=1S/C39H50N8O6S2/c1-9-20(6)29-37-47-30(21(7)53-37)34(50)40-24(15-23-13-11-10-12-14-23)38-41-25(16-54-38)32(48)43-27(18(2)3)36-46-31(22(8)52-36)35(51)44-28(19(4)5)39-42-26(17-55-39)33(49)45-29/h10-14,16-22,24,27-31H,9,15H2,1-8H3,(H,40,50)(H,43,48)(H,44,51)(H,45,49)/t20-,21+,22+,24+,27-,28+,29-,30-,31-/m0/s1
InChI Key BEMLSIBAHWVXGD-OCFRWHLBSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C39H50N8O6S2
Molecular Weight 791.00 g/mol
Exact Mass 790.32947369 g/mol
Topological Polar Surface Area (TPSA) 242.00 Ų
XlogP 6.00
Atomic LogP (AlogP) 4.80
H-Bond Acceptor 12
H-Bond Donor 4
Rotatable Bonds 6

Synonyms

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(4S,7R,8S,11R,18S,21R,22S,25R)-11-benzyl-4-((2S)-butan-2-yl)-7,21-dimethyl-18,25-di(propan-2-yl)-6,20-dioxa-13,27-dithia-3,10,17,24,29,30,31,32-octazapentacyclo(24.2.1.15,8.112,15.119,22)dotriaconta-1(28),5(32),12(31),14,19(30),26(29)-hexaene-2,9,16,23-tetrone
(4S,7R,8S,11R,18S,21R,22S,25R)-11-benzyl-4-butan-2-yl-7,21-dimethyl-18,25-di(propan-2-yl)-6,20-dioxa-13,27-dithia-3,10,17,24,29,30,31,32-octazapentacyclo(24.2.1.15,8.112,15.119,22)dotriaconta-1(28),5(32),12(31),14,19(30),26(29)-hexaene-2,9,16,23-tetrone
140430-46-2
Patellamide E
Ulithiacyclamide, 1,15-de(dithiobis(methylene))-8,22-dide(2-methylpropyl)-1,8-bis(1-methylethyl)-15-(1-methylpropyl)-22-(phenylmethyl)-, (1S,15S)-
CHEMBL508179

2D Structure

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2D Structure of (4S,7R,8S,11R,18S,21R,22S,25R)-11-benzyl-4-[(2S)-butan-2-yl]-7,21-dimethyl-18,25-di(propan-2-yl)-6,20-dioxa-13,27-dithia-3,10,17,24,29,30,31,32-octazapentacyclo[24.2.1.15,8.112,15.119,22]dotriaconta-1(28),5(32),12(31),14,19(30),26(29)-hexaene-2,9,16,23-tetrone

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9696 96.96%
Caco-2 - 0.8511 85.11%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.4553 45.53%
OATP2B1 inhibitior + 0.5766 57.66%
OATP1B1 inhibitior + 0.8472 84.72%
OATP1B3 inhibitior + 0.9361 93.61%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.9695 96.95%
P-glycoprotein inhibitior + 0.7859 78.59%
P-glycoprotein substrate + 0.6587 65.87%
CYP3A4 substrate + 0.6210 62.10%
CYP2C9 substrate - 0.5791 57.91%
CYP2D6 substrate - 0.8726 87.26%
CYP3A4 inhibition - 0.7682 76.82%
CYP2C9 inhibition - 0.7059 70.59%
CYP2C19 inhibition - 0.6510 65.10%
CYP2D6 inhibition - 0.8817 88.17%
CYP1A2 inhibition - 0.6612 66.12%
CYP2C8 inhibition + 0.6727 67.27%
CYP inhibitory promiscuity - 0.7304 73.04%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.7500 75.00%
Carcinogenicity (trinary) Non-required 0.6097 60.97%
Eye corrosion - 0.9864 98.64%
Eye irritation - 0.9195 91.95%
Skin irritation - 0.7762 77.62%
Skin corrosion - 0.9313 93.13%
Ames mutagenesis - 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7053 70.53%
Micronuclear + 0.7200 72.00%
Hepatotoxicity + 0.5375 53.75%
skin sensitisation - 0.8210 82.10%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.7556 75.56%
Mitochondrial toxicity + 0.6125 61.25%
Nephrotoxicity - 0.6938 69.38%
Acute Oral Toxicity (c) III 0.5892 58.92%
Estrogen receptor binding + 0.7914 79.14%
Androgen receptor binding + 0.7508 75.08%
Thyroid receptor binding + 0.6351 63.51%
Glucocorticoid receptor binding + 0.7036 70.36%
Aromatase binding + 0.6064 60.64%
PPAR gamma + 0.7459 74.59%
Honey bee toxicity - 0.7910 79.10%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.8435 84.35%

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 98.66% 98.95%
CHEMBL221 P23219 Cyclooxygenase-1 94.72% 90.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.29% 96.09%
CHEMBL3401 O75469 Pregnane X receptor 92.49% 94.73%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.39% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.35% 95.56%
CHEMBL1949 P62937 Cyclophilin A 89.18% 98.57%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 89.11% 97.64%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.42% 99.23%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 87.81% 95.50%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 86.25% 93.03%
CHEMBL255 P29275 Adenosine A2b receptor 85.85% 98.59%
CHEMBL4072 P07858 Cathepsin B 85.45% 93.67%
CHEMBL5103 Q969S8 Histone deacetylase 10 85.26% 90.08%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.94% 94.00%
CHEMBL2996 Q05655 Protein kinase C delta 83.79% 97.79%
CHEMBL1937 Q92769 Histone deacetylase 2 82.99% 94.75%
CHEMBL4447 Q9Y337 Kallikrein 5 80.39% 87.50%

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 44576033
LOTUS LTS0232987
wikiData Q104933157