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Details

Stereochemistry ABSOLUTE
Molecular Formula C16H24N2O6
Molecular Weight 340.3716
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of Miridesap

SMILES

OC(=O)[C@H]1CCCN1C(=O)CCCCC(=O)N2CCC[C@@H]2C(O)=O

InChI

InChIKey=HZLAWYIBLZNRFZ-VXGBXAGGSA-N
InChI=1S/C16H24N2O6/c19-13(17-9-3-5-11(17)15(21)22)7-1-2-8-14(20)18-10-4-6-12(18)16(23)24/h11-12H,1-10H2,(H,21,22)(H,23,24)/t11-,12-/m1/s1

HIDE SMILES / InChI
Molecular Formula C16H24N2O6
Molecular Weight 340.3716
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

RO-638695 (also known as Miridesap, CPHPC and GSK-2315698) is an antineoplastic and a serum amyloid P component inhibitor. RO-638695 almost completely depletes circulating serum amyloid P component (SAP), but a small amount of SAP is left for recognition by subsequently administered therapeutic IgG anti-SAP antibodies. SAP is a blood protein that is the target of a novel immunotherapy approach. RO-638695 has therefore been evaluated in phase I and II clinical trials for its safety and potential in treatment of diseases like Alzheimer’s disease, HIV infection and other diseases with systemic amyloid deposition.

Originator

Roche
93

Approval Year

Unknown
149124
Targets

Targets

Primary TargetPharmacologyConditionPotency
Inhibitor
8504
 900.0 nM [IC50]
Substance Class Chemical
Created
by admin
on Mon Mar 31 21:30:32 GMT 2025
Edited
by admin
on Mon Mar 31 21:30:32 GMT 2025
Record UNII
WO97N24A47
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
Miridesap
INN   WHO-DD  
USAN   INN  
Official Name English
CPHPC
Preferred Name English
GSK-2315698
Code English
D-PROLINE, 1,1'-(1,6-DIOXO-1,6-HEXANEDIYL)BIS
Systematic Name English
1,1'-(1,6-DIOXO-1,6-HEXANEDIYL)BIS(D-PROLINE
Systematic Name English
GSK2315698
Code English
CARBOXY PYRROLIDINE HEXANOYL PYRROLIDINE CARBOXYLATE
Systematic Name English
Miridesap [WHO-DD]
Common Name English
1,1'-HEXANEDIOYLDI-D-PROLINE
Systematic Name English
(R)-1-(6-((R)-2-CARBOXY-PYRROLIDIN-1-YL)-6-OXO-HEXANOYL)PYRROLIDINE-2-CARBOXYLIC ACID
Systematic Name English
MIRIDESAP [USAN]
Common Name English
RO-638695
Code English
miridesap [INN]
Common Name English
RO 63-8695
Code English
Classification Tree Code System Code
NCI_THESAURUS C78275
Created by admin on Mon Mar 31 21:30:32 GMT 2025 , Edited by admin on Mon Mar 31 21:30:32 GMT 2025
FDA ORPHAN DRUG 462614
Created by admin on Mon Mar 31 21:30:32 GMT 2025 , Edited by admin on Mon Mar 31 21:30:32 GMT 2025
Code System Code Type Description
DRUG BANK
DB13087
Created by admin on Mon Mar 31 21:30:32 GMT 2025 , Edited by admin on Mon Mar 31 21:30:32 GMT 2025
PRIMARY
EPA CompTox
DTXSID00176996
Created by admin on Mon Mar 31 21:30:32 GMT 2025 , Edited by admin on Mon Mar 31 21:30:32 GMT 2025
PRIMARY
INN
10363
Created by admin on Mon Mar 31 21:30:32 GMT 2025 , Edited by admin on Mon Mar 31 21:30:32 GMT 2025
PRIMARY
SMS_ID
100000174642
Created by admin on Mon Mar 31 21:30:32 GMT 2025 , Edited by admin on Mon Mar 31 21:30:32 GMT 2025
PRIMARY
NCI_THESAURUS
C153209
Created by admin on Mon Mar 31 21:30:32 GMT 2025 , Edited by admin on Mon Mar 31 21:30:32 GMT 2025
PRIMARY
FDA UNII
WO97N24A47
Created by admin on Mon Mar 31 21:30:32 GMT 2025 , Edited by admin on Mon Mar 31 21:30:32 GMT 2025
PRIMARY
CAS
224624-80-0
Created by admin on Mon Mar 31 21:30:32 GMT 2025 , Edited by admin on Mon Mar 31 21:30:32 GMT 2025
PRIMARY
WIKIPEDIA
CPHPC
Created by admin on Mon Mar 31 21:30:32 GMT 2025 , Edited by admin on Mon Mar 31 21:30:32 GMT 2025
PRIMARY
PUBCHEM
125516
Created by admin on Mon Mar 31 21:30:32 GMT 2025 , Edited by admin on Mon Mar 31 21:30:32 GMT 2025
PRIMARY
USAN
FG-82
Created by admin on Mon Mar 31 21:30:32 GMT 2025 , Edited by admin on Mon Mar 31 21:30:32 GMT 2025
PRIMARY
Related Record Type Details
Serum amyloid P-component, Human
TARGET->DEGRADER
Crosslinks pairs of SAP molecules to form a stable complex that is rapidly cleared from the circulation by the liver and promptly catabolized.
Structure of Miridesap
EXCRETED UNCHANGED
URINE
OAT-1
TRANSPORTER -> NON-INHIBITOR
IC50
MULTIDRUG RESISTANCE PROTEIN 1
TRANSPORTER -> NON-INHIBITOR
IC50
SOLUTE CARRIER FAMILY 21 MEMBER 3
TRANSPORTER -> NON-INHIBITOR
IC50
CYTOCHROME P450 2C8
METABOLIC ENZYME -> NON-INHIBITOR
CYTOCHROME P450 2C19
METABOLIC ENZYME -> NON-INHIBITOR
CYTOCHROME P450 2D6
METABOLIC ENZYME -> NON-INHIBITOR
ATP-BINDING CASSETTE SUB-FAMILY G MEMBER 2
TRANSPORTER -> NON-INHIBITOR
IC50
CYTOCHROME P450 2C9
METABOLIC ENZYME -> NON-INHIBITOR
CYTOCHROME P450 3A4
METABOLIC ENZYME -> NON-INDUCER
Related Record Type Details
Structure of GSK-294
PRODRUG -> METABOLITE ACTIVE
Prodrug of miridesap with better oral bioavailability and physical stability, currently named GSK294.118 Unfortunately, after administration for 7 days to humans, arrhythmias occurred, the relation of which to GSK294 remains unclear.
Related Record Type Details
Structure of Miridesap
ACTIVE MOIETY
Name Property Type Amount Referenced Substance Defining Parameters References
Volume of Distribution PHARMACOKINETIC
NIH
NCATS
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