dbacp06069
General Description
Peptide name : Shepherdin (ATP)
Source/Organism : Not found
Linear/Cyclic : Linear
Chirality : L
Sequence Information
Sequence : RQIKIWFQNRRMKWKKKHSSGCAFL
Peptide length: 25
C-terminal modification: Linear
N-terminal modification : Not found
Non-natural peptide information: None
Activity Information
Assay type : MTT assay
Assay time : 12h
Activity : IC50 : 50–75 μM
Cell line : p53+/+ HCT116
Cancer type : Colorectal carcinoma
Other activity : Not found
Physicochemical Properties
Amino acid composition bar chart :
Molecular mass : 3177.7971 Dalton
Aliphatic index : 0.508
Instability index : 41.128
Hydrophobicity (GRAVY) : -1.036
Isoelectric point : 11.755
Charge (pH 7) : 7.8323
Aromaticity : 0.16
Molar extinction coefficient (cysteine, cystine): (11000, 11000)
Hydrophobic/hydrophilic ratio : 0.78571428
hydrophobic moment : -0.220
Missing amino acid : T,P,E,D,Y,V
Most occurring amino acid : K
Most occurring amino acid frequency : 5
Least occurring amino acid : N
Least occurring amino acid frequency : 1
Structural Information
3D structure :
Secondary structure fraction (Helix, Turn, Sheet): (0.3, 0.1, 0.2)
SMILES Notation: CC[C@H](C)[C@H](NC(=O)[C@H](CCCCN)NC(=O)[C@@H](NC(=O)[C@H](CCC(N)=O)NC(=O)[C@@H](N)CCCNC(=N)N)[C@@H](C)CC)C(=O)N[C@@H](Cc1c[nH]c2ccccc12)C(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H](CC(N)=O)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CCSC)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](Cc1c[nH]c2ccccc12)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](Cc1c[nH]cn1)C(=O)N[C@@H](CO)C(=O)N[C@@H](CO)C(=O)NCC(=O)N[C@@H](CS)C(=O)N[C@@H](C)C(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@@H](CC(C)C)C(=O)O
Secondary Structure :
| Method | Prediction |
|---|---|
| GOR | HHHHHHHHHHHHHHHTTTTTTHEEE |
| Chou-Fasman (CF) | CEEEEECCHHHHHHHHCCCCCCCCC |
| Neural Network (NN) | CCHHHHHHHHHHHHHCCCCCCCEEE |
| Joint/Consensus | CCHHHHHHHHHHHHHCCCCCCCEEE |
Molecular Descriptors and ADMET Properties
Molecular Descriptors: Click here to download
ADMET Properties: Click here to download
Cross Referencing databases
CancerPPD : Not available
ApIAPDB : Not available
CancerPPD2 ID : Not available
Reference
1 : Plescia J, et al. Rational design of shepherdin, a novel anticancer agent. Cancer Cell. 2005; 7:457-68. doi: 10.1016/j.ccr.2005.03.035
Literature
Paper title : Rational design of shepherdin, a novel anticancer agent.
Doi : https://doi.org/10.1016/j.ccr.2005.03.035
Abstract : Anticancer agents that selectively kill tumor cells and spare normal tissues are urgently needed. Here, we engineered a cell-permeable peptidomimetic, shepherdin, modeled on the binding interface between the molecular chaperone Hsp90 and the antiapoptotic and mitotic regulator, survivin. Shepherdin makes extensive contacts with the ATP pocket of Hsp90, destabilizes its client proteins, and induces massive death of tumor cells by apoptotic and nonapoptotic mechanisms. Conversely, shepherdin does not reduce the viability of normal cells, and does not affect colony formation of purified hematopoietic progenitors. Systemic administration of shepherdin in vivo is well tolerated, and inhibits human tumor growth in mice without toxicity. Shepherdin could provide a potent and selective anticancer agent in humans.