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Details

Stereochemistry ABSOLUTE
Molecular Formula C56H79N13O12
Molecular Weight 1126.3064
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DELPARANTAG

SMILES

COC1=C(C=C(NC(=O)[C@H](CCCCN)NC(=O)C2=C(OC)C=CC(NC(=O)[C@H](CCCCN)NC(=O)C3=C(OC)C=CC(NC(=O)[C@H](CCCCN)NC(=O)C4=C(OC)C=CC(NC(=O)[C@@H](N)CCCCN)=C4)=C3)=C2)C=C1)C(N)=O

InChI

InChIKey=PWFIFNGOPQUNIT-ITMZJIMRSA-N
InChI=1S/C56H79N13O12/c1-78-45-21-17-33(29-37(45)49(62)70)64-54(75)42(14-6-10-26-58)67-51(72)39-31-35(19-23-47(39)80-3)66-56(77)44(16-8-12-28-60)69-52(73)40-32-36(20-24-48(40)81-4)65-55(76)43(15-7-11-27-59)68-50(71)38-30-34(18-22-46(38)79-2)63-53(74)41(61)13-5-9-25-57/h17-24,29-32,41-44H,5-16,25-28,57-61H2,1-4H3,(H2,62,70)(H,63,74)(H,64,75)(H,65,76)(H,66,77)(H,67,72)(H,68,71)(H,69,73)/t41-,42-,43-,44-/m0/s1

HIDE SMILES / InChI

Molecular Formula C56H79N13O12
Molecular Weight 1126.3064
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 4 / 4
E/Z Centers 0
Optical Activity UNSPECIFIED

Delparantag is a novel, salicylamide-derived, small molecule. Delparantag is heptagonist. It acts as universal anticoagulation-reversing agent. Delparantag neutralized the antithrombotic, anticoagulant, and bleeding effects of heparins as effectively as protamine sulfate and may be slightly more efficacious against low-molecular-weight heparins (LMWHs). This agent was designed to restore coagulation by specifically binding to the pentasaccharide and disrupting unfractionated heparin and LMWH interaction with antithrombin. Delparantag has been shown to completely reverse the anticoagulant effects of heparin and normalize blood-clotting time in six human subjects in less than 10 minutes in a phase IB clinical trial. In clinical trial studies, safety was ascertained by blood pressure measurements and efficacy was determined by measuring blood clotting time (aPTT, Activated Partial Thromboplastin Time, or ACT, Activated Coagulation Time). Plasma half-life elimination of delparantag is between 3 and 5 min. Development was recently paused due to hypotension noted in the studies although this may be avoided with longer administration times and will require further investigation.

Approval Year

Patents

Patents

Substance Class Chemical
Created
by admin
on Sat Dec 16 06:40:48 GMT 2023
Edited
by admin
on Sat Dec 16 06:40:48 GMT 2023
Record UNII
FSY46235ZO
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
DELPARANTAG
INN   USAN   WHO-DD  
USAN   INN  
Official Name English
PMX-60056
Code English
PMX60056
Code English
5-((.ALPHA.-N-(5-((.ALPHA.-N-(5-((.ALPHA.-N-(5-(L-LYSYLAMINO)-2-METHOXYBENZOYL)-L-LYSYL)AMINO)-2- METHOXYBENZOYL)-L-LYSYL)AMINO)-2-METHOXYBENZOYL)-L-LYSYL)AMINO)-2- METHOXYBENZAMIDE
Common Name English
delparantag [INN]
Common Name English
L-LYSINAMIDE, L-LYSYL-5-AMINO-2-METHOXYBENZOYL-L-LYSYL-5-AMINO-2-METHOXYBENZOYL-L-LYSYL-5-AMINO-2-METHOXYBENZOYL-N-(3-(AMINOCARBONYL)-4-METHOXYPHENYL)-
Common Name English
Delparantag [WHO-DD]
Common Name English
DELPARANTAG [USAN]
Common Name English
Code System Code Type Description
DRUG BANK
DB12955
Created by admin on Sat Dec 16 06:40:48 GMT 2023 , Edited by admin on Sat Dec 16 06:40:48 GMT 2023
PRIMARY
EPA CompTox
DTXSID50236236
Created by admin on Sat Dec 16 06:40:48 GMT 2023 , Edited by admin on Sat Dec 16 06:40:48 GMT 2023
PRIMARY
SMS_ID
300000034138
Created by admin on Sat Dec 16 06:40:48 GMT 2023 , Edited by admin on Sat Dec 16 06:40:48 GMT 2023
PRIMARY
CAS
872454-31-4
Created by admin on Sat Dec 16 06:40:48 GMT 2023 , Edited by admin on Sat Dec 16 06:40:48 GMT 2023
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ChEMBL
CHEMBL2107820
Created by admin on Sat Dec 16 06:40:48 GMT 2023 , Edited by admin on Sat Dec 16 06:40:48 GMT 2023
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INN
9694
Created by admin on Sat Dec 16 06:40:48 GMT 2023 , Edited by admin on Sat Dec 16 06:40:48 GMT 2023
PRIMARY
PUBCHEM
51349239
Created by admin on Sat Dec 16 06:40:48 GMT 2023 , Edited by admin on Sat Dec 16 06:40:48 GMT 2023
PRIMARY
USAN
ZZ-14
Created by admin on Sat Dec 16 06:40:48 GMT 2023 , Edited by admin on Sat Dec 16 06:40:48 GMT 2023
PRIMARY
NCI_THESAURUS
C169885
Created by admin on Sat Dec 16 06:40:48 GMT 2023 , Edited by admin on Sat Dec 16 06:40:48 GMT 2023
PRIMARY
FDA UNII
FSY46235ZO
Created by admin on Sat Dec 16 06:40:48 GMT 2023 , Edited by admin on Sat Dec 16 06:40:48 GMT 2023
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT
Related Record Type Details
ACTIVE MOIETY