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Sphaerocyclamide

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 361df500-0084-4796-8c06-bb0b2c2f854b
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Cyclic peptides
IUPAC Name 3-[(3S,6S,9S,12S,18S,21S,24S)-3-benzyl-9-(hydroxymethyl)-21-methyl-6-[[4-(3-methylbut-2-enoxy)phenyl]methyl]-2,5,8,11,14,17,20,23-octaoxo-12-propan-2-yl-1,4,7,10,13,16,19,22-octazabicyclo[22.3.0]heptacosan-18-yl]propanamide
SMILES (Canonical) CC1C(=O)NC(C(=O)NCC(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N2CCCC2C(=O)N1)CC3=CC=CC=C3)CC4=CC=C(C=C4)OCC=C(C)C)CO)C(C)C)CCC(=O)N
SMILES (Isomeric) C[C@H]1C(=O)N[C@H](C(=O)NCC(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N2CCC[C@H]2C(=O)N1)CC3=CC=CC=C3)CC4=CC=C(C=C4)OCC=C(C)C)CO)C(C)C)CCC(=O)N
InChI InChI=1S/C46H63N9O11/c1-26(2)19-21-66-31-15-13-30(14-16-31)22-33-42(61)52-34(23-29-10-7-6-8-11-29)46(65)55-20-9-12-36(55)44(63)49-28(5)40(59)50-32(17-18-37(47)57)41(60)48-24-38(58)54-39(27(3)4)45(64)53-35(25-56)43(62)51-33/h6-8,10-11,13-16,19,27-28,32-36,39,56H,9,12,17-18,20-25H2,1-5H3,(H2,47,57)(H,48,60)(H,49,63)(H,50,59)(H,51,62)(H,52,61)(H,53,64)(H,54,58)/t28-,32-,33-,34-,35-,36-,39-/m0/s1
InChI Key JKBXTXMXBDJJQA-SJHSMXDOSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C46H63N9O11
Molecular Weight 918.00 g/mol
Exact Mass 917.46470386 g/mol
Topological Polar Surface Area (TPSA) 297.00 Ų
XlogP 1.80
Atomic LogP (AlogP) -1.22
H-Bond Acceptor 11
H-Bond Donor 9
Rotatable Bonds 12

Synonyms

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3-[(3S,6S,9S,12S,18S,21S,24S)-3-benzyl-9-(hydroxymethyl)-21-methyl-6-[[4-(3-methylbut-2-enoxy)phenyl]methyl]-2,5,8,11,14,17,20,23-octaoxo-12-propan-2-yl-1,4,7,10,13,16,19,22-octazabicyclo[22.3.0]heptacosan-18-yl]propanamide
3-((3S,6S,12S,15S,18S,21S,26AS)-21-benzyl-1,4,7,10,13,16,19-heptahydroxy-15-(hydroxymethyl)-3-methyl-18-((4-((3-methylbut-2-en-1-yl)oxy)phenyl)methyl)-22-oxo-12-(propan-2-yl)-3H,6H,9H,12H,15H,18H,21H,22H,24H,25H,26H,26ah-pyrrolo(1,2-a)1,4,7,10,13,16,19,22-octaazacyclotetracosan-6-yl)propanimidate
3-((3S,6S,12S,15S,18S,21S,26aS)-21-benzyl-15-(hydroxymethyl)-12-isopropyl-3-methyl-18-(4-((3-methylbut-2-en-1-yl)oxy)benzyl)-1,4,7,10,13,16,19,22-octaoxohexacosahydropyrrolo(1,2-a)(1,4,7,10,13,16,19,22)octaazacyclotetracosin-6-yl)propanamide
3-((3S,6S,12S,15S,18S,21S,26aS)-21-benzyl-15-(hydroxymethyl)-12-isopropyl-3-methyl-18-(4-((3-methylbut-2-en-1-yl)oxy)benzyl)-1,4,7,10,13,16,19,22-octaoxohexacosahydropyrrolo[1,2-a][1,4,7,10,13,16,19,22]octaazacyclotetracosin-6-yl)propanamide
3-((3S,6S,9S,12S,18S,21S,24S)-3-benzyl-9-(hydroxymethyl)-21-methyl-6-((4-(3-methylbut-2-enoxy)phenyl)methyl)-2,5,8,11,14,17,20,23-octaoxo-12-propan-2-yl-1,4,7,10,13,16,19,22-octazabicyclo(22.3.0)heptacosan-18-yl)propanamide
3-[(3S,6S,12S,15S,18S,21S,26AS)-21-benzyl-1,4,7,10,13,16,19-heptahydroxy-15-(hydroxymethyl)-3-methyl-18-({4-[(3-methylbut-2-en-1-yl)oxy]phenyl}methyl)-22-oxo-12-(propan-2-yl)-3H,6H,9H,12H,15H,18H,21H,22H,24H,25H,26H,26ah-pyrrolo[1,2-a]1,4,7,10,13,16,19,22-octaazacyclotetracosan-6-yl]propanimidate
RefChem:184623
CHEBI:213248
DTXSID301335594
Cyclo[L-alanyl-L-glutaminylglycyl-L-valyl-L-seryl-O-(3-methylbut-2-en-1-yl)-L-tyrosyl-L-phenylalanyl-L-prolyl]

2D Structure

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2D Structure of Sphaerocyclamide

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9363 93.63%
Caco-2 - 0.8726 87.26%
Blood Brain Barrier - 0.9250 92.50%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.6979 69.79%
OATP2B1 inhibitior - 0.5709 57.09%
OATP1B1 inhibitior + 0.8558 85.58%
OATP1B3 inhibitior + 0.9304 93.04%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.7817 78.17%
BSEP inhibitior + 0.9599 95.99%
P-glycoprotein inhibitior + 0.7636 76.36%
P-glycoprotein substrate + 0.8478 84.78%
CYP3A4 substrate + 0.7153 71.53%
CYP2C9 substrate - 0.7914 79.14%
CYP2D6 substrate - 0.7996 79.96%
CYP3A4 inhibition - 0.9076 90.76%
CYP2C9 inhibition - 0.9087 90.87%
CYP2C19 inhibition - 0.8583 85.83%
CYP2D6 inhibition - 0.8938 89.38%
CYP1A2 inhibition - 0.9309 93.09%
CYP2C8 inhibition + 0.7206 72.06%
CYP inhibitory promiscuity - 0.9243 92.43%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.8700 87.00%
Carcinogenicity (trinary) Non-required 0.5770 57.70%
Eye corrosion - 0.9883 98.83%
Eye irritation - 0.9100 91.00%
Skin irritation - 0.7688 76.88%
Skin corrosion - 0.9290 92.90%
Ames mutagenesis - 0.5954 59.54%
Human Ether-a-go-go-Related Gene inhibition + 0.6971 69.71%
Micronuclear + 0.8600 86.00%
Hepatotoxicity + 0.5178 51.78%
skin sensitisation - 0.8777 87.77%
Respiratory toxicity + 0.8667 86.67%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity - 0.7526 75.26%
Acute Oral Toxicity (c) III 0.6289 62.89%
Estrogen receptor binding + 0.8210 82.10%
Androgen receptor binding + 0.6446 64.46%
Thyroid receptor binding + 0.5798 57.98%
Glucocorticoid receptor binding + 0.5835 58.35%
Aromatase binding + 0.6122 61.22%
PPAR gamma + 0.7786 77.86%
Honey bee toxicity - 0.7288 72.88%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6500 65.00%
Fish aquatic toxicity + 0.9115 91.15%

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 99.70% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.68% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.03% 91.11%
CHEMBL5608 Q16288 NT-3 growth factor receptor 96.80% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.40% 94.45%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 95.00% 93.00%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 94.87% 97.64%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.29% 97.09%
CHEMBL221 P23219 Cyclooxygenase-1 93.87% 90.17%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.87% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.25% 95.56%
CHEMBL3524 P56524 Histone deacetylase 4 91.03% 92.97%
CHEMBL3060 Q9Y345 Glycine transporter 2 90.92% 99.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.57% 86.33%
CHEMBL5103 Q969S8 Histone deacetylase 10 90.46% 90.08%
CHEMBL4071 P08311 Cathepsin G 90.25% 94.64%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 89.77% 82.69%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 89.19% 82.38%
CHEMBL333 P08253 Matrix metalloproteinase-2 88.16% 96.31%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 88.03% 95.50%
CHEMBL4208 P20618 Proteasome component C5 87.87% 90.00%
CHEMBL2243 O00519 Anandamide amidohydrolase 87.74% 97.53%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.06% 97.25%
CHEMBL1801 P00747 Plasminogen 86.06% 92.44%
CHEMBL226 P30542 Adenosine A1 receptor 85.83% 95.93%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 85.18% 95.83%
CHEMBL5203 P33316 dUTP pyrophosphatase 84.09% 99.18%
CHEMBL4447 Q9Y337 Kallikrein 5 83.92% 87.50%
CHEMBL2095172 P14867 GABA-A receptor; alpha-1/beta-2/gamma-2 81.54% 92.67%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.42% 100.00%
CHEMBL2443 P49862 Kallikrein 7 81.41% 94.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.28% 95.89%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.85% 97.14%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 80.50% 91.03%

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 146683708
LOTUS LTS0210085
wikiData Q104203030