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Details

Stereochemistry ABSOLUTE
Molecular Formula C33H44N4O6S
Molecular Weight 624.791
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PPL-100

SMILES

COC(=O)N[C@@H](C(C1=CC=CC=C1)C2=CC=CC=C2)C(=O)NCCCC[C@@H](CO)N(CC(C)C)S(=O)(=O)C3=CC=C(N)C=C3

InChI

InChIKey=QAHLFXYLXBBCPS-IZEXYCQBSA-N
InChI=1S/C33H44N4O6S/c1-24(2)22-37(44(41,42)29-19-17-27(34)18-20-29)28(23-38)16-10-11-21-35-32(39)31(36-33(40)43-3)30(25-12-6-4-7-13-25)26-14-8-5-9-15-26/h4-9,12-15,17-20,24,28,30-31,38H,10-11,16,21-23,34H2,1-3H3,(H,35,39)(H,36,40)/t28-,31-/m0/s1

HIDE SMILES / InChI
MX-100 (also known as PL-100) is a benzenesulfonamide derivative patented by Pharmacor Inc as HIV aspartyl protease inhibitor. MX-100 retained excellent antiviral activity against almost all of these protease inhibitor-resistant viruses and that its performance in this regard was superior to those of atazanavir, amprenavir, indinavir, lopinavir, nelfinavir, and saquinavir. In almost every case, the increase in the EC50 for MX-100 observed with viruses containing multiple mutations in protease was far less than that obtained with the other drugs. Preclinical studies showed that MX-100 possessed suboptimal solubility and pharmacokinetic, (PK) properties, possibly hindering further development. MX-100 successfully completed preclinical and clinical development (phase I in healthy volunteers) and have been licensed to Merck in 2006

Approval Year

PubMed

PubMed

TitleDatePubMed
Lysine sulfonamides as novel HIV-protease inhibitors: Nepsilon-acyl aromatic alpha-amino acids.
2006 Jul 1
Epsilon substituted lysinol derivatives as HIV-1 protease inhibitors.
2010 Jul 15
Assessment of the susceptibility of mutant HIV-1 to antiviral agents.
2010 May
In vitro and structural evaluation of PL-100 as a potential second-generation HIV-1 protease inhibitor.
2013 Jan
Patents

Sample Use Guides

300- 2400 mg
Route of Administration: Oral
Name Type Language
PPL-100
Common Name English
PPL 100
Code English
MK-8122
Code English
CARBAMIC ACID, ((1S)-1-((((5S)-5-(((4-AMINOPHENYL)SULFONYL)(2-METHYLPROPYL)AMINO)-6-HYDROXYHEXYL)AMINO)CARBONYL)-2,2-DIPHENYLETHYL)-, METHYL ESTER
Systematic Name English
METHYL N-((1S)-1-(((5S)-5-((4-AMINOPHENYL)SULFONYL-ISOBUTYL-AMINO)-6-HYDROXY-HEXYL)CARBAMOYL)-2,2-DIPHENYL-ETHYL)CARBAMATE
Systematic Name English
PL 100 (PHARMACEUTICAL)
Code English
MX-100
Code English
TMB-607
Code English
PL-100
Common Name English
Code System Code Type Description
FDA UNII
JRI5GOF0K0
Created by admin on Sat Dec 16 11:35:48 UTC 2023 , Edited by admin on Sat Dec 16 11:35:48 UTC 2023
PRIMARY
DRUG BANK
DB05961
Created by admin on Sat Dec 16 11:35:48 UTC 2023 , Edited by admin on Sat Dec 16 11:35:48 UTC 2023
PRIMARY
PUBCHEM
513956
Created by admin on Sat Dec 16 11:35:48 UTC 2023 , Edited by admin on Sat Dec 16 11:35:48 UTC 2023
PRIMARY
CAS
612547-11-2
Created by admin on Sat Dec 16 11:35:48 UTC 2023 , Edited by admin on Sat Dec 16 11:35:48 UTC 2023
PRIMARY