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Pitipeptolide C

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 2cc66b08-39f6-4fc6-aaa8-01d35413b062
Taxonomy Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
IUPAC Name (3S,6S,9S,13S,19S,22S)-6-benzyl-3,19-bis[(2S)-butan-2-yl]-7,12,12-trimethyl-13-pentyl-9-propan-2-yl-4,14-dioxa-1,7,10,17,20-pentazabicyclo[20.3.0]pentacosane-2,5,8,11,15,18,21-heptone
SMILES (Canonical) CCCCCC1C(C(=O)NC(C(=O)N(C(C(=O)OC(C(=O)N2CCCC2C(=O)NC(C(=O)NCC(=O)O1)C(C)CC)C(C)CC)CC3=CC=CC=C3)C)C(C)C)(C)C
SMILES (Isomeric) CCCCC[C@H]1C(C(=O)N[C@H](C(=O)N([C@H](C(=O)O[C@H](C(=O)N2CCC[C@H]2C(=O)N[C@H](C(=O)NCC(=O)O1)[C@@H](C)CC)[C@@H](C)CC)CC3=CC=CC=C3)C)C(C)C)(C)C
InChI InChI=1S/C44H69N5O9/c1-11-14-16-23-33-44(8,9)43(56)47-35(27(4)5)40(53)48(10)32(25-30-20-17-15-18-21-30)42(55)58-37(29(7)13-3)41(54)49-24-19-22-31(49)38(51)46-36(28(6)12-2)39(52)45-26-34(50)57-33/h15,17-18,20-21,27-29,31-33,35-37H,11-14,16,19,22-26H2,1-10H3,(H,45,52)(H,46,51)(H,47,56)/t28-,29-,31-,32-,33-,35-,36-,37-/m0/s1
InChI Key GYGCRMRQSIJOON-XXMTWPQQSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C44H69N5O9
Molecular Weight 812.00 g/mol
Exact Mass 811.50952880 g/mol
Topological Polar Surface Area (TPSA) 181.00 Ų
XlogP 7.50
Atomic LogP (AlogP) 4.32
H-Bond Acceptor 9
H-Bond Donor 3
Rotatable Bonds 11

Synonyms

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DTXSID501335095
(3S,6S,9S,13S,19S,22S)-6-benzyl-9-isopropyl-7,12,12-trimethyl-3,19-bis[(1S)-1-methylpropyl]-13-pentyl-4,14-dioxa-1,7,10,17,20-pentazabicyclo[20.3.0]pentacosane-2,5,8,11,15,18,21-heptone

2D Structure

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2D Structure of Pitipeptolide C

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.5910 59.10%
Caco-2 - 0.8401 84.01%
Blood Brain Barrier - 0.8000 80.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Lysosomes 0.6186 61.86%
OATP2B1 inhibitior - 0.7098 70.98%
OATP1B1 inhibitior + 0.8056 80.56%
OATP1B3 inhibitior + 0.9211 92.11%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9286 92.86%
P-glycoprotein inhibitior + 0.7972 79.72%
P-glycoprotein substrate + 0.8723 87.23%
CYP3A4 substrate + 0.7125 71.25%
CYP2C9 substrate - 0.8149 81.49%
CYP2D6 substrate - 0.8245 82.45%
CYP3A4 inhibition - 0.7637 76.37%
CYP2C9 inhibition - 0.8125 81.25%
CYP2C19 inhibition - 0.7832 78.32%
CYP2D6 inhibition - 0.9102 91.02%
CYP1A2 inhibition - 0.9137 91.37%
CYP2C8 inhibition + 0.6922 69.22%
CYP inhibitory promiscuity - 0.9604 96.04%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8500 85.00%
Carcinogenicity (trinary) Non-required 0.5956 59.56%
Eye corrosion - 0.9903 99.03%
Eye irritation - 0.9175 91.75%
Skin irritation - 0.7820 78.20%
Skin corrosion - 0.9103 91.03%
Ames mutagenesis - 0.6019 60.19%
Human Ether-a-go-go-Related Gene inhibition + 0.6501 65.01%
Micronuclear + 0.7500 75.00%
Hepatotoxicity + 0.7069 70.69%
skin sensitisation - 0.8816 88.16%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity - 0.5801 58.01%
Acute Oral Toxicity (c) III 0.6594 65.94%
Estrogen receptor binding + 0.8300 83.00%
Androgen receptor binding + 0.6836 68.36%
Thyroid receptor binding + 0.5957 59.57%
Glucocorticoid receptor binding + 0.7344 73.44%
Aromatase binding + 0.6368 63.68%
PPAR gamma + 0.7984 79.84%
Honey bee toxicity - 0.7555 75.55%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5350 53.50%
Fish aquatic toxicity + 0.8795 87.95%

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 99.81% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.71% 96.09%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 96.91% 82.38%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.34% 95.56%
CHEMBL5103 Q969S8 Histone deacetylase 10 94.09% 90.08%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.97% 94.45%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 93.79% 85.94%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 93.73% 93.00%
CHEMBL221 P23219 Cyclooxygenase-1 93.38% 90.17%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 93.22% 97.64%
CHEMBL3524 P56524 Histone deacetylase 4 92.66% 92.97%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.32% 85.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.21% 95.89%
CHEMBL1902 P62942 FK506-binding protein 1A 91.19% 97.05%
CHEMBL333 P08253 Matrix metalloproteinase-2 91.01% 96.31%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 89.94% 91.11%
CHEMBL5203 P33316 dUTP pyrophosphatase 89.93% 99.18%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.79% 86.33%
CHEMBL3202 P48147 Prolyl endopeptidase 85.94% 90.65%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 85.66% 93.03%
CHEMBL253 P34972 Cannabinoid CB2 receptor 85.46% 97.25%
CHEMBL3310 Q96DB2 Histone deacetylase 11 85.35% 88.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.82% 99.23%
CHEMBL4462 Q8IXJ6 NAD-dependent deacetylase sirtuin 2 84.70% 90.24%
CHEMBL1978 P11511 Cytochrome P450 19A1 83.79% 91.76%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.71% 97.14%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.93% 93.56%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.83% 100.00%
CHEMBL4588 P22894 Matrix metalloproteinase 8 81.45% 94.66%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 80.96% 92.88%
CHEMBL217 P14416 Dopamine D2 receptor 80.91% 95.62%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 80.60% 98.33%
CHEMBL4071 P08311 Cathepsin G 80.46% 94.64%
CHEMBL240 Q12809 HERG 80.21% 89.76%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.05% 97.09%

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 15479259
LOTUS LTS0015935
wikiData Q77279815