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Details

Stereochemistry ABSOLUTE
Molecular Formula C71H110N28O13
Molecular Weight 1563.8157
Optical Activity UNSPECIFIED
Defined Stereocenters 11 / 11
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of P-113D

SMILES

C[C@@H](N)C(=O)N[C@H](CCCCN)C(=O)N[C@H](CCCNC(N)=N)C(=O)N[C@H](CC1=CN=CN1)C(=O)N[C@H](CC2=CN=CN2)C(=O)NCC(=O)N[C@H](CC3=CC=C(O)C=C3)C(=O)N[C@H](CCCCN)C(=O)N[C@H](CCCNC(N)=N)C(=O)N[C@H](CCCCN)C(=O)N[C@H](CC4=CC=CC=C4)C(=O)N[C@H](CC5=CN=CN5)C(N)=O

InChI

InChIKey=UIBPZXXSPHGPDS-UXLZJAPBSA-N
InChI=1S/C71H110N28O13/c1-41(75)60(103)91-48(15-5-8-24-72)62(105)94-52(19-12-28-85-71(79)80)66(109)99-57(33-46-36-83-40-89-46)69(112)98-56(32-45-35-82-39-88-45)61(104)86-37-58(101)90-54(30-43-20-22-47(100)23-21-43)67(110)95-49(16-6-9-25-73)63(106)93-51(18-11-27-84-70(77)78)64(107)92-50(17-7-10-26-74)65(108)97-55(29-42-13-3-2-4-14-42)68(111)96-53(59(76)102)31-44-34-81-38-87-44/h2-4,13-14,20-23,34-36,38-41,48-57,100H,5-12,15-19,24-33,37,72-75H2,1H3,(H2,76,102)(H,81,87)(H,82,88)(H,83,89)(H,86,104)(H,90,101)(H,91,103)(H,92,107)(H,93,106)(H,94,105)(H,95,110)(H,96,111)(H,97,108)(H,98,112)(H,99,109)(H4,77,78,84)(H4,79,80,85)/t41-,48-,49-,50-,51-,52-,53-,54-,55-,56-,57-/m1/s1

HIDE SMILES / InChI
P-113D is a 12 amino-acid antimicrobial peptide drug derived from histatins, which are compounds found naturally in human saliva. It is being pursued as a potential treatment for cystic fibrosis by Demegen, Inc. P-113D has shown potential as an inhalant in chronic suppressive therapy for CF patients. P-113D has demonstrated a high level of in vitro activity against P. aeruginosa, including drug-resistant patient isolates. Because of its unique mechanism of action, this product will not contribute to drug resistance to classical antibiotics. P-113D also has very potent in vitro activity against a variety of Gram (-) and (+) bacteria including P. aeruginosa, S. aureus, H. influenzae, S. typhimurium, E. coli, S. epidermidis, S. mutans and S. sobrinus. In the case of P. aeruginosa and S. aureus, antibacterial activity has been demonstrated against a variety of CF patient clinical isolates which are resistant to traditional antibiotics. P. aeruginosa isolates that produce thick alginate secretions (mucoid phenotype) are also susceptible to killing by P-113D. For both bacteria and fungi such as Candida albicans, P-113D has been shown to kill cells as opposed to simply inhibiting their growth. It has been demonstrated that P-113D acts by binding to the cell surface and increasing the permeability of both the outer and inner membranes of the cells of Gram (-) bacteria, killing them within seconds. P-113D has been shown to be stable for days in sputum from CF patients and is able to significantly reduce the number of bacteria in sputum from CF patients. P-113D has been shown to work in concert with Pulmozyme®, an approved drug used by ~70% of CF patients, which helps reduce the viscosity of the mucous. In 2002 P-113D received orphan drug status for cystic fibrosis in USA.

Approval Year

PubMed

PubMed

TitleDatePubMed
The Antimicrobial Peptides P-113Du and P-113Tri Function against Candida albicans.
2016-10

Sample Use Guides

3 rat models of infection: rats received isotonic sodium chloride solution parenterally (control groups), 1 mg of P-113d/kg of body weight, 1 mg of polymyxin B/kg of body weight, or 20 mg of imipenem/kg of body weight.
Route of Administration: Parenteral
In five independent experiments, the addition of P-113D to a mixture of P. aeruginosa cells and liquefied sputum resulted in a several-log reduction in the numbers of CFU per milliliter. The LD90 of P-113D was 20 ug/ml (range, 10 to 40 ug/ml). This compares to an LD90 of 1.25 to 2.5 ug/ml for P-113D against the same organism in the absence of sputum.
Name Type Language
PULMADEX
Preferred Name English
P-113D
Common Name English
D-PEPTIDE OF THE SEQUENCE AKRHHGYKRKFH - NH2
Common Name English
Classification Tree Code System Code
FDA ORPHAN DRUG 156502
Created by admin on Mon Mar 31 17:52:59 GMT 2025 , Edited by admin on Mon Mar 31 17:52:59 GMT 2025
Code System Code Type Description
FDA UNII
513P3772TA
Created by admin on Mon Mar 31 17:52:59 GMT 2025 , Edited by admin on Mon Mar 31 17:52:59 GMT 2025
PRIMARY
PUBCHEM
16158147
Created by admin on Mon Mar 31 17:52:59 GMT 2025 , Edited by admin on Mon Mar 31 17:52:59 GMT 2025
PRIMARY
EPA CompTox
DTXSID90172563
Created by admin on Mon Mar 31 17:52:59 GMT 2025 , Edited by admin on Mon Mar 31 17:52:59 GMT 2025
PRIMARY
CAS
190673-60-0
Created by admin on Mon Mar 31 17:52:59 GMT 2025 , Edited by admin on Mon Mar 31 17:52:59 GMT 2025
PRIMARY