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

Details

Stereochemistry ABSOLUTE
Molecular Formula C24H32N6O11
Molecular Weight 580.5445
Optical Activity UNSPECIFIED
Defined Stereocenters 3 / 3
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TAVILERMIDE

SMILES

NCCCC[C@@H]1NC(=O)[C@H](CCC(O)=O)NC(=O)C2=C(OCC[C@H](NC1=O)C(=O)NCC(O)=O)C=CC(=C2)[N+]([O-])=O

InChI

InChIKey=DVJXNXPFYJIACK-ULQDDVLXSA-N
InChI=1S/C24H32N6O11/c25-9-2-1-3-15-23(37)29-17(22(36)26-12-20(33)34)8-10-41-18-6-4-13(30(39)40)11-14(18)21(35)27-16(24(38)28-15)5-7-19(31)32/h4,6,11,15-17H,1-3,5,7-10,12,25H2,(H,26,36)(H,27,35)(H,28,38)(H,29,37)(H,31,32)(H,33,34)/t15-,16-,17-/m0/s1

HIDE SMILES / InChI

Molecular Formula C24H32N6O11
Molecular Weight 580.5445
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 3 / 3
E/Z Centers 0
Optical Activity UNSPECIFIED

Tavilermide (also known as MIM-D3) was developed as a tyrosine kinase TrkA receptor agonist for the treatment of patients with dry eye. The drug was studied in phase III clinical trial in treating the signs and symptoms of dry eye. In addition, was assumed that tavilermide could be studied for glaucoma.

Approval Year

PubMed

PubMed

TitleDatePubMed
An NGF mimetic, MIM-D3, stimulates conjunctival cell glycoconjugate secretion and demonstrates therapeutic efficacy in a rat model of dry eye.
2011 Oct
Safety and efficacy of MIM-D3 ophthalmic solutions in a randomized, placebo-controlled Phase 2 clinical trial in patients with dry eye.
2013
Controlled Adverse Environment Chambers in Dry Eye Research.
2018 Apr

Sample Use Guides

A total of 150 dry eye patients were randomized 1:1:1 to study medication (1% MIM-D3 (TAVILERMIDE), 5% MIM-D3, or placebo) and dosed twice daily (BID) for 28 days.
Route of Administration: Other
Substance Class Chemical
Created
by admin
on Thu Jul 06 11:23:27 UTC 2023
Edited
by admin
on Thu Jul 06 11:23:27 UTC 2023
Record UNII
NMG938VJ6T
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
TAVILERMIDE
INN   USAN   WHO-DD  
INN   USAN  
Official Name English
MIM-D3
Code English
tavilermide [INN]
Common Name English
3-(4R,7S,10S)-7-(4-AMINOBUTYL)-4-((CARBOXYMETHYL)AMINO)CARBONYL)-14-NITRO-6,9,12-TRIOXO-3,4,5,6,7,8,9,10,11,12-DECAHYDRO-2H-1,5,8,11-BENZOXATRIAZACYCLOTETRADECIN-10-YL) PROPANOIC ACID
Common Name English
TAVILERMIDE [USAN]
Common Name English
GLYCINE, N-(2-HYDROXY-5-NITROBENZOYL)-L-.ALPHA.-GLUTAMYL-L-LYSYL-L-HOMOSERYL-, CYCLIC (1->3)-ETHER
Common Name English
D-3
Code English
D3
Code English
Tavilermide [WHO-DD]
Common Name English
Code System Code Type Description
INN
10161
Created by admin on Thu Jul 06 11:23:27 UTC 2023 , Edited by admin on Thu Jul 06 11:23:27 UTC 2023
PRIMARY
PUBCHEM
9808372
Created by admin on Thu Jul 06 11:23:27 UTC 2023 , Edited by admin on Thu Jul 06 11:23:27 UTC 2023
PRIMARY
ChEMBL
CHEMBL3544981
Created by admin on Thu Jul 06 11:23:27 UTC 2023 , Edited by admin on Thu Jul 06 11:23:27 UTC 2023
PRIMARY
FDA UNII
NMG938VJ6T
Created by admin on Thu Jul 06 11:23:27 UTC 2023 , Edited by admin on Thu Jul 06 11:23:27 UTC 2023
PRIMARY
CAS
263251-78-1
Created by admin on Thu Jul 06 11:23:27 UTC 2023 , Edited by admin on Thu Jul 06 11:23:27 UTC 2023
PRIMARY
EPA CompTox
DTXSID00180937
Created by admin on Thu Jul 06 11:23:27 UTC 2023 , Edited by admin on Thu Jul 06 11:23:27 UTC 2023
PRIMARY
USAN
BC-126
Created by admin on Thu Jul 06 11:23:27 UTC 2023 , Edited by admin on Thu Jul 06 11:23:27 UTC 2023
PRIMARY
WIKIPEDIA
Tavilermide
Created by admin on Thu Jul 06 11:23:27 UTC 2023 , Edited by admin on Thu Jul 06 11:23:27 UTC 2023
PRIMARY
NCI_THESAURUS
C174759
Created by admin on Thu Jul 06 11:23:27 UTC 2023 , Edited by admin on Thu Jul 06 11:23:27 UTC 2023
PRIMARY
SMS_ID
300000034366
Created by admin on Thu Jul 06 11:23:27 UTC 2023 , Edited by admin on Thu Jul 06 11:23:27 UTC 2023
PRIMARY
DRUG BANK
DB12441
Created by admin on Thu Jul 06 11:23:27 UTC 2023 , Edited by admin on Thu Jul 06 11:23:27 UTC 2023
PRIMARY
Related Record Type Details
TARGET -> AGONIST
SALT/SOLVATE -> PARENT
Related Record Type Details
ACTIVE MOIETY