U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C56H79N13O12.5ClH
Molecular Weight 1308.6129
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DELPARANTAG PENTAHYDROCHLORIDE

SMILES

Cl.Cl.Cl.Cl.Cl.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=UTMBEAYHQCZLHT-OEGPGOKOSA-N
InChI=1S/C56H79N13O12.5ClH/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);5*1H/t41-,42-,43-,44-;;;;;/m0...../s1

HIDE SMILES / InChI

Molecular Formula ClH
Molecular Weight 36.4609
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C56H79N13O12
Molecular Weight 1126.3085
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 Mon Mar 31 18:53:13 GMT 2025
Edited
by admin
on Mon Mar 31 18:53:13 GMT 2025
Record UNII
33T0RM4BF6
Record Status FAILED
Record Version
  • Download
Name Type Language
PMX-60056 PENTAHYDROCHLORIDE
Preferred Name English
DELPARANTAG PENTAHYDROCHLORIDE
USAN   WHO-DD  
USAN  
Official Name English
Delparantag pentahydrochloride [WHO-DD]
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)-, HYDROCHLORIDE (1:5)
Common Name English
DELPARANTAG PENTAHYDROCHLORIDE [USAN]
Common Name English
Code System Code Type Description
FDA UNII
33T0RM4BF6
Created by admin on Mon Mar 31 18:53:13 GMT 2025 , Edited by admin on Mon Mar 31 18:53:13 GMT 2025
PRIMARY
NCI_THESAURUS
C166636
Created by admin on Mon Mar 31 18:53:13 GMT 2025 , Edited by admin on Mon Mar 31 18:53:13 GMT 2025
PRIMARY
SMS_ID
300000044584
Created by admin on Mon Mar 31 18:53:13 GMT 2025 , Edited by admin on Mon Mar 31 18:53:13 GMT 2025
PRIMARY
PUBCHEM
70689365
Created by admin on Mon Mar 31 18:53:13 GMT 2025 , Edited by admin on Mon Mar 31 18:53:13 GMT 2025
PRIMARY
EPA CompTox
DTXSID20156154
Created by admin on Mon Mar 31 18:53:13 GMT 2025 , Edited by admin on Mon Mar 31 18:53:13 GMT 2025
PRIMARY
USAN
ZZ-15
Created by admin on Mon Mar 31 18:53:13 GMT 2025 , Edited by admin on Mon Mar 31 18:53:13 GMT 2025
PRIMARY
ChEMBL
CHEMBL2107820
Created by admin on Mon Mar 31 18:53:13 GMT 2025 , Edited by admin on Mon Mar 31 18:53:13 GMT 2025
PRIMARY
CAS
1294448-66-0
Created by admin on Mon Mar 31 18:53:13 GMT 2025 , Edited by admin on Mon Mar 31 18:53:13 GMT 2025
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE
Related Record Type Details
ACTIVE MOIETY