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Surugamide A

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 4350ffc0-4f38-4d13-a6a0-ab773fb8ff73
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Cyclic peptides
IUPAC Name (3S,6R,9S,12R,15S,18R,21R,24S)-3-(4-aminobutyl)-21-benzyl-6,9,15,24-tetrakis[(2S)-butan-2-yl]-12-methyl-18-(2-methylpropyl)-1,4,7,10,13,16,19,22-octazacyclotetracosane-2,5,8,11,14,17,20,23-octone
SMILES (Canonical) CCC(C)C1C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N1)C)C(C)CC)CC(C)C)CC2=CC=CC=C2)C(C)CC)CCCCN)C(C)CC
SMILES (Isomeric) CC[C@H](C)[C@H]1C(=O)N[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@@H](C(=O)N[C@@H](C(=O)N[C@H](C(=O)N[C@@H](C(=O)N1)C)[C@@H](C)CC)CC(C)C)CC2=CC=CC=C2)[C@@H](C)CC)CCCCN)[C@@H](C)CC
InChI InChI=1S/C48H81N9O8/c1-12-28(7)37-45(62)50-32(11)41(58)54-40(31(10)15-4)48(65)57-39(30(9)14-3)46(63)51-34(23-19-20-24-49)42(59)55-38(29(8)13-2)47(64)53-36(26-33-21-17-16-18-22-33)43(60)52-35(25-27(5)6)44(61)56-37/h16-18,21-22,27-32,34-40H,12-15,19-20,23-26,49H2,1-11H3,(H,50,62)(H,51,63)(H,52,60)(H,53,64)(H,54,58)(H,55,59)(H,56,61)(H,57,65)/t28-,29-,30-,31-,32+,34-,35+,36+,37-,38-,39+,40-/m0/s1
InChI Key NPYICXUUGUJPMM-QIUOYRCFSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C48H81N9O8
Molecular Weight 912.20 g/mol
Exact Mass 911.62081058 g/mol
Topological Polar Surface Area (TPSA) 259.00 Ų
XlogP 5.90
Atomic LogP (AlogP) 2.50
H-Bond Acceptor 9
H-Bond Donor 9
Rotatable Bonds 16

Synonyms

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(3S,6R,9S,12R,15S,18R,21R,24S)-3-(4-aminobutyl)-21-benzyl-6,9,15,24-tetrakis[(2S)-butan-2-yl]-12-methyl-18-(2-methylpropyl)-1,4,7,10,13,16,19,22-octazacyclotetracosane-2,5,8,11,14,17,20,23-octone
RefChem:1082401
cyclo(D-Ala-Ile-D-aIle-Lys-Ile-D-Phe-D-Leu-Ile)
CHEBI:202623

2D Structure

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2D Structure of Surugamide A

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9632 96.32%
Caco-2 - 0.8613 86.13%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability + 0.6857 68.57%
Subcellular localzation Mitochondria 0.5370 53.70%
OATP2B1 inhibitior - 0.5705 57.05%
OATP1B1 inhibitior + 0.8766 87.66%
OATP1B3 inhibitior + 0.9415 94.15%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.9304 93.04%
P-glycoprotein inhibitior + 0.7592 75.92%
P-glycoprotein substrate + 0.8427 84.27%
CYP3A4 substrate + 0.5616 56.16%
CYP2C9 substrate - 0.8074 80.74%
CYP2D6 substrate - 0.7302 73.02%
CYP3A4 inhibition - 0.8105 81.05%
CYP2C9 inhibition - 0.9064 90.64%
CYP2C19 inhibition - 0.8173 81.73%
CYP2D6 inhibition - 0.9403 94.03%
CYP1A2 inhibition - 0.8810 88.10%
CYP2C8 inhibition - 0.6007 60.07%
CYP inhibitory promiscuity - 0.9876 98.76%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.7300 73.00%
Carcinogenicity (trinary) Non-required 0.6880 68.80%
Eye corrosion - 0.9869 98.69%
Eye irritation - 0.9074 90.74%
Skin irritation - 0.7882 78.82%
Skin corrosion - 0.9194 91.94%
Ames mutagenesis - 0.8300 83.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6867 68.67%
Micronuclear + 0.6100 61.00%
Hepatotoxicity + 0.5229 52.29%
skin sensitisation - 0.8923 89.23%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.8262 82.62%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity - 0.5703 57.03%
Acute Oral Toxicity (c) III 0.7082 70.82%
Estrogen receptor binding + 0.7844 78.44%
Androgen receptor binding + 0.7002 70.02%
Thyroid receptor binding + 0.5350 53.50%
Glucocorticoid receptor binding + 0.6370 63.70%
Aromatase binding + 0.6323 63.23%
PPAR gamma + 0.7770 77.70%
Honey bee toxicity - 0.8536 85.36%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity - 0.3951 39.51%

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 99.23% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.15% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.92% 95.56%
CHEMBL221 P23219 Cyclooxygenase-1 93.51% 90.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.28% 91.11%
CHEMBL3492 P49721 Proteasome Macropain subunit 90.21% 90.24%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 89.64% 96.47%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.73% 86.33%
CHEMBL1907594 P30926 Neuronal acetylcholine receptor; alpha3/beta4 88.45% 97.23%
CHEMBL1949 P62937 Cyclophilin A 87.89% 98.57%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.62% 97.09%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 87.60% 91.71%
CHEMBL1937 Q92769 Histone deacetylase 2 87.14% 94.75%
CHEMBL4581 P52732 Kinesin-like protein 1 86.23% 93.18%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 84.90% 95.50%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 84.56% 97.64%
CHEMBL3401 O75469 Pregnane X receptor 83.24% 94.73%
CHEMBL1293287 P14735 Insulin-degrading enzyme 81.11% 88.10%
CHEMBL1255126 O15151 Protein Mdm4 80.85% 90.20%
CHEMBL2996 Q05655 Protein kinase C delta 80.43% 97.79%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.37% 99.17%

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 145720539
LOTUS LTS0005735
wikiData Q105265871