Peptide Information
General Information of This Peptide
| Peptide ID |
PEP00128
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| Peptide Name |
Penetratin
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| Structure |
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| Sequence |
RQIKIWFQNRRMKWKK
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| Peptide Type |
Linear
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| PDC Transmembrane Types | Cell-penetrating peptides (CPPs) | |||||
| Formula |
C104H168N34O20S
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| Isosmiles |
[H]NCCCC[C@H](NC(=O)[C@H](CCCCN[H])NC(=O)[C@H](Cc1cn([H])c2ccccc12)NC(=O)[C@H](CCCCN[H])NC(=O)[C@H](CCSC)NC(=O)[C@H](CCC/N=C(\N)N[H])NC(=O)[C@H](CCC/N=C(\N)N[H])NC(=O)[C@H](CC(=O)N[H])NC(=O)[C@H](CCC(=O)N[H])NC(=O)[C@H](Cc1ccccc1)NC(=O)[C@H](Cc1cn([H])c2ccccc12)NC(=O)[C@@]([H])(NC(=O)[C@H](CCCCN[H])NC(=O)[C@@]([H])(NC(=O)[C@H](CCC(=O)N[H])NC(=O)[C@H](CCC/N=C(\N)N[H])N[H])[C@@H](C)CC)[C@@H](C)CC)C(=O)O
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| InChI |
InChI=1S/C104H168N34O20S/c1-6-58(3)84(138-94(150)74(40-42-82(111)140)124-86(142)65(109)30-23-48-119-102(113)114)99(155)131-70(35-17-21-46-107)93(149)137-85(59(4)7-2)100(156)136-79(54-62-57-123-67-32-14-12-29-64(62)67)97(153)133-77(52-60-26-9-8-10-27-60)95(151)129-73(39-41-81(110)139)91(147)135-80(55-83(112)141)98(154)128-72(38-25-50-121-104(117)118)87(143)126-71(37-24-49-120-103(115)116)88(144)130-75(43-51-159-5)92(148)125-69(34-16-20-45-106)90(146)134-78(53-61-56-122-66-31-13-11-28-63(61)66)96(152)127-68(33-15-19-44-105)89(145)132-76(101(157)158)36-18-22-47-108/h8-14,26-29,31-32,56-59,65,68-80,84-85,122-123H,6-7,15-25,30,33-55,105-109H2,1-5H3,(H2,110,139)(H2,111,140)(H2,112,141)(H,124,142)(H,125,148)(H,126,143)(H,127,152)(H,128,154)(H,129,151)(H,130,144)(H,131,155)(H,132,145)(H,133,153)(H,134,146)(H,135,147)(H,136,156)(H,137,149)(H,138,150)(H,157,158)(H4,113,114,119)(H4,115,116,120)(H4,117,118,121)/t58-,59-,65-,68-,69-,70-,71-,72-,73-,74-,75-,76-,77-,78-,79-,80-,84-,85-/m0/s1
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| InChIKey |
BHONFOAYRQZPKZ-LCLOTLQISA-N
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| Pharmaceutical Properties |
Molecule Weight
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2246.773
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Polar area
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957.95
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Complexity
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2245.289485
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xlogp Value
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-5.7105
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Heavy Count
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159
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Rot Bonds
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85
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Hbond acc
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28
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Hbond Donor
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32
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Each Peptide-drug Conjugate Related to This Peptide
Full Information of The Activity Data of The PDC(s) Related to This Peptide
Cq-C4-Penetratin [Investigative]
Obtained from the Model Organism Data
| Experiment 1 Reporting the Activity Data of This PDC | [1] | ||||
| Indication | Malaria | ||||
| Efficacy Data | Half Maximal Inhibitory Concentration (IC50) | > 10 µM | |||
| MOA of PDC |
The significant increase in the hemolytic activity of TP10 upon conjugation to the 4-aminoquinoline suggests that drug cargo prevents an otherwise active CPP carrier from exerting the desired cell penetrating/antiplasmodial action safely, as it produces conjugates that exert membranolytic activity.
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| Description |
Only three of the Cq-C4-CPP conjugates, namely, 5a, 5b, and 5g, displayed IC50 values below 10 μM, with TP10- and Transportan-derived conjugates 5a (IC50 = 1.52 μM) and 5b (IC50 = 5.20 μM) being the most active.
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| In Vivo Model | Plasmodium falciparum W2. | ||||
References