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Microspinosamide

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 5ebf4d45-1007-41ff-aa70-49fe504040ba
Taxonomy Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
IUPAC Name 2-[(3R,6S,9S,10R,13R,16S)-6-(3-amino-3-oxopropyl)-9-[[(2S)-2-[[(2S)-2-[[(2R)-2-[[(2S)-2-[[(2R)-2-[[(2S)-1-[3-(4-bromophenyl)-2-[[(2R)-2-formamidopropanoyl]amino]-3-hydroxypropanoyl]pyrrolidine-2-carbonyl]amino]-3,3-dimethylbutanoyl]amino]-3,3-dimethylpentanoyl]amino]-3-(1H-indol-3-yl)propanoyl]amino]-5-(diaminomethylideneamino)pentanoyl]amino]-3-sulfopropanoyl]amino]-7,10-dimethyl-2,5,8,12,15-pentaoxo-3-propan-2-yl-11-oxa-1,4,7,14-tetrazabicyclo[14.3.0]nonadecan-13-yl]acetic acid
SMILES (Canonical) CCC(C)(C)C(C(=O)NC(CC1=CNC2=CC=CC=C21)C(=O)NC(CCCN=C(N)N)C(=O)NC(CS(=O)(=O)O)C(=O)NC3C(OC(=O)C(NC(=O)C4CCCN4C(=O)C(NC(=O)C(N(C3=O)C)CCC(=O)N)C(C)C)CC(=O)O)C)NC(=O)C(C(C)(C)C)NC(=O)C5CCCN5C(=O)C(C(C6=CC=C(C=C6)Br)O)NC(=O)C(C)NC=O
SMILES (Isomeric) CCC(C)(C)[C@@H](C(=O)N[C@H](CC1=CNC2=CC=CC=C21)C(=O)N[C@@H](CCCN=C(N)N)C(=O)N[C@H](CS(=O)(=O)O)C(=O)N[C@H]3[C@H](OC(=O)[C@H](NC(=O)[C@@H]4CCCN4C(=O)[C@H](NC(=O)[C@@H](N(C3=O)C)CCC(=O)N)C(C)C)CC(=O)O)C)NC(=O)[C@@H](C(C)(C)C)NC(=O)[C@@H]5CCCN5C(=O)C(C(C6=CC=C(C=C6)Br)O)NC(=O)[C@@H](C)NC=O
InChI InChI=1S/C75H109BrN18O22S/c1-12-75(9,10)59(91-67(107)58(74(6,7)8)90-66(106)51-22-17-31-94(51)71(111)56(89-60(100)38(4)82-36-95)57(99)40-23-25-42(76)26-24-40)68(108)84-46(32-41-34-81-44-19-14-13-18-43(41)44)62(102)83-45(20-15-29-80-73(78)79)61(101)86-48(35-117(113,114)115)63(103)88-55-39(5)116-72(112)47(33-53(97)98)85-65(105)50-21-16-30-93(50)70(110)54(37(2)3)87-64(104)49(27-28-52(77)96)92(11)69(55)109/h13-14,18-19,23-26,34,36-39,45-51,54-59,81,99H,12,15-17,20-22,27-33,35H2,1-11H3,(H2,77,96)(H,82,95)(H,83,102)(H,84,108)(H,85,105)(H,86,101)(H,87,104)(H,88,103)(H,89,100)(H,90,106)(H,91,107)(H,97,98)(H4,78,79,80)(H,113,114,115)/t38-,39-,45+,46-,47-,48-,49+,50+,51+,54-,55+,56?,57?,58+,59-/m1/s1
InChI Key GUGALNGMVNRENE-DPOFQXJLSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C75H109BrN18O22S
Molecular Weight 1726.70 g/mol
Exact Mass 1724.68679 g/mol
Topological Polar Surface Area (TPSA) 622.00 Ų
XlogP -0.30
Atomic LogP (AlogP) -2.72
H-Bond Acceptor 21
H-Bond Donor 17
Rotatable Bonds 35

Synonyms

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CHEBI:66388
DTXSID901335085
324740-67-2
micro-spinosamide
RefChem:158795
DTXCID201764754
2-(19-benzyl-10-(sec-butyl)-7-(hydroxymethyl)-4,16-diisopropyl-1,5,8,11,14,17,20-heptaoxodocosahydro-1H-pyrrolo(1,2-t)(1,2,5,11,14,17,20)oxahexaazacyclodocosin-13-yl)acetamide
2-((3R,6S,9S,10R,13R,16S)-6-(3-amino-3-oxopropyl)-9-(((2S)-2-(((2S)-2-(((2R)-2-(((2S)-2-(((2R)-2-(((2S)-1-(3-(4-bromophenyl)-2-(((2R)-2-formamidopropanoyl)amino)-3-hydroxypropanoyl)pyrrolidine-2-carbonyl)amino)-3,3-dimethylbutanoyl)amino)-3,3-dimethylpentanoyl)amino)-3-(1H-indol-3-yl)propanoyl)amino)-5-(diaminomethylideneamino)pentanoyl)amino)-3-sulfopropanoyl)amino)-7,10-dimethyl-2,5,8,12,15-pentaoxo-3-propan-2-yl-11-oxa-1,4,7,14-tetrazabicyclo(14.3.0)nonadecan-13-yl)acetic acid
N-formyl-D-alanyl-4-bromo-beta-hydroxyphenylalanyl-L-prolyl-3-methyl-D-valyl-3-methyl-L-isoleucyl-D-tryptophyl-L-arginyl-N-[(3R,6R,7S,10S,13R,18aS)-10-(3-amino-3-oxopropyl)-3-(carboxymethyl)-6,9-dimethyl-1,4,8,11,14-pentaoxo-13-(propan-2-yl)hexadecahydro-6H-pyrrolo[2,1-f][1,4,7,10,13]oxatetraazacyclohexadecin-7-yl]-3-sulfo-D-alaninamide
CHEMBL502040
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Microspinosamide

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7938 79.38%
Caco-2 - 0.8622 86.22%
Blood Brain Barrier - 0.7750 77.50%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Lysosomes 0.5177 51.77%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7990 79.90%
OATP1B3 inhibitior + 0.9283 92.83%
MATE1 inhibitior - 0.7009 70.09%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.9683 96.83%
P-glycoprotein inhibitior + 0.7418 74.18%
P-glycoprotein substrate + 0.8730 87.30%
CYP3A4 substrate + 0.7654 76.54%
CYP2C9 substrate - 0.6073 60.73%
CYP2D6 substrate - 0.8417 84.17%
CYP3A4 inhibition - 0.6694 66.94%
CYP2C9 inhibition - 0.6957 69.57%
CYP2C19 inhibition - 0.6517 65.17%
CYP2D6 inhibition - 0.8454 84.54%
CYP1A2 inhibition - 0.6912 69.12%
CYP2C8 inhibition + 0.8578 85.78%
CYP inhibitory promiscuity - 0.8186 81.86%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) + 0.5100 51.00%
Carcinogenicity (trinary) Non-required 0.5605 56.05%
Eye corrosion - 0.9757 97.57%
Eye irritation - 0.8953 89.53%
Skin irritation - 0.7554 75.54%
Skin corrosion - 0.9080 90.80%
Ames mutagenesis - 0.6900 69.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7080 70.80%
Micronuclear + 0.8900 89.00%
Hepatotoxicity - 0.5527 55.27%
skin sensitisation - 0.8250 82.50%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.6125 61.25%
Nephrotoxicity - 0.8562 85.62%
Acute Oral Toxicity (c) III 0.5754 57.54%
Estrogen receptor binding - 0.5718 57.18%
Androgen receptor binding + 0.7421 74.21%
Thyroid receptor binding + 0.8186 81.86%
Glucocorticoid receptor binding + 0.8484 84.84%
Aromatase binding + 0.8305 83.05%
PPAR gamma + 0.7769 77.69%
Honey bee toxicity - 0.6050 60.50%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9841 98.41%

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
CHEMBL333 P08253 Matrix metalloproteinase-2 99.98% 96.31%
CHEMBL2581 P07339 Cathepsin D 99.86% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.40% 96.09%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 99.35% 97.64%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 99.34% 98.33%
CHEMBL4588 P22894 Matrix metalloproteinase 8 99.31% 94.66%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 99.29% 95.56%
CHEMBL321 P14780 Matrix metalloproteinase 9 99.25% 92.12%
CHEMBL261 P00915 Carbonic anhydrase I 99.17% 96.76%
CHEMBL5103 Q969S8 Histone deacetylase 10 98.93% 90.08%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.30% 91.11%
CHEMBL3837 P07711 Cathepsin L 97.71% 96.61%
CHEMBL3729 P22748 Carbonic anhydrase IV 97.61% 99.23%
CHEMBL2492 P36544 Neuronal acetylcholine receptor protein alpha-7 subunit 97.50% 88.42%
CHEMBL259 P32245 Melanocortin receptor 4 97.11% 95.38%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 97.05% 82.38%
CHEMBL325 Q13547 Histone deacetylase 1 97.04% 95.92%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.81% 85.14%
CHEMBL4644 P41968 Melanocortin receptor 3 95.84% 99.52%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.60% 97.09%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 95.39% 96.47%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.38% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 95.29% 99.23%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 95.20% 97.31%
CHEMBL3359 P21462 Formyl peptide receptor 1 95.20% 93.56%
CHEMBL4227 P25090 Lipoxin A4 receptor 94.90% 100.00%
CHEMBL1937 Q92769 Histone deacetylase 2 94.89% 94.75%
CHEMBL4073 P09237 Matrix metalloproteinase 7 94.88% 97.56%
CHEMBL1914 P06276 Butyrylcholinesterase 94.22% 95.00%
CHEMBL3524 P56524 Histone deacetylase 4 94.19% 92.97%
CHEMBL5608 Q16288 NT-3 growth factor receptor 94.08% 95.89%
CHEMBL1907594 P30926 Neuronal acetylcholine receptor; alpha3/beta4 93.77% 97.23%
CHEMBL4979 P13866 Sodium/glucose cotransporter 1 93.45% 98.24%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 93.44% 90.93%
CHEMBL3310 Q96DB2 Histone deacetylase 11 93.38% 88.56%
CHEMBL5028 O14672 ADAM10 92.68% 97.50%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 92.37% 89.62%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 91.98% 96.90%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 91.00% 93.03%
CHEMBL5043 Q6P179 Endoplasmic reticulum aminopeptidase 2 90.80% 91.81%
CHEMBL332 P03956 Matrix metalloproteinase-1 90.58% 94.50%
CHEMBL2514 O95665 Neurotensin receptor 2 90.52% 100.00%
CHEMBL4123 P30989 Neurotensin receptor 1 89.96% 96.67%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.43% 99.17%
CHEMBL4801 P29466 Caspase-1 89.24% 96.85%
CHEMBL283 P08254 Matrix metalloproteinase 3 89.00% 97.29%
CHEMBL2535 P11166 Glucose transporter 88.77% 98.75%
CHEMBL1907591 P30926 Neuronal acetylcholine receptor; alpha4/beta4 88.54% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.74% 97.14%
CHEMBL284 P27487 Dipeptidyl peptidase IV 87.69% 95.69%
CHEMBL230 P35354 Cyclooxygenase-2 87.50% 89.63%
CHEMBL3392948 Q9NP59 Solute carrier family 40 member 1 87.35% 95.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.31% 97.25%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 86.26% 96.00%
CHEMBL4393 P39900 Matrix metalloproteinase 12 86.11% 92.22%
CHEMBL2730 P21980 Protein-glutamine gamma-glutamyltransferase 85.55% 92.38%
CHEMBL4296 Q15858 Sodium channel protein type IX alpha subunit 85.05% 96.11%
CHEMBL1781 P11387 DNA topoisomerase I 84.93% 97.00%
CHEMBL213 P08588 Beta-1 adrenergic receptor 84.74% 95.56%
CHEMBL205 P00918 Carbonic anhydrase II 83.11% 98.44%
CHEMBL2094135 Q96BI3 Gamma-secretase 82.85% 98.05%
CHEMBL5203 P33316 dUTP pyrophosphatase 82.01% 99.18%
CHEMBL2803 P43403 Tyrosine-protein kinase ZAP-70 81.21% 82.50%
CHEMBL5939 Q9NZ08 Endoplasmic reticulum aminopeptidase 1 80.57% 100.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.35% 93.00%

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 25076067
LOTUS LTS0015010
wikiData Q27134944