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

Details

Stereochemistry ACHIRAL
Molecular Formula C23H33N5O2.C4H4O4
Molecular Weight 527.6126
Optical Activity UNSPECIFIED
Defined Stereocenters 0 / 0
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of BALICATIB MALEATE

SMILES

OC(=O)\C=C/C(O)=O.CCCN1CCN(CC1)C2=CC=C(C=C2)C(=O)NC3(CCCCC3)C(=O)NCC#N

InChI

InChIKey=JFRMJUKQMPDVEF-BTJKTKAUSA-N
InChI=1S/C23H33N5O2.C4H4O4/c1-2-14-27-15-17-28(18-16-27)20-8-6-19(7-9-20)21(29)26-23(10-4-3-5-11-23)22(30)25-13-12-24;5-3(6)1-2-4(7)8/h6-9H,2-5,10-11,13-18H2,1H3,(H,25,30)(H,26,29);1-2H,(H,5,6)(H,7,8)/b;2-1-

HIDE SMILES / InChI

Molecular Formula C23H33N5O2
Molecular Weight 411.5404
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C4H4O4
Molecular Weight 116.0722
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry
Defined Stereocenters 0 / 0
E/Z Centers 1
Optical Activity NONE

Description

Balicatib is a potent cathepsine K inhibitor which was developed for the treatment of knee osteoarthritis. The development of Balicatib was terminated in phase II due to the occurrence of skin rashes and rarer incidences of morphea-like skin changes.

Originator

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
1.4 nM [IC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
PubMed

PubMed

TitleDatePubMed
Emerging targets in osteoporosis disease modification.
2010 Jun 10
Patents

Patents

Sample Use Guides

In Vivo Use Guide
Patients receive 10, 25 or 50 mg tablets daily.
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Tue Oct 22 12:36:09 UTC 2019
Edited
by admin
on Tue Oct 22 12:36:09 UTC 2019
Record UNII
C4P2GHS8LP
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
BALICATIB MALEATE
Common Name English
AAE-581 MALEATE
Code English
BENZAMIDE, N-(1-(((CYANOMETHYL)AMINO)CARBONYL)CYCLOHEXYL)-4-(4-PROPYL-1-PIPERAZINYL)-, (2Z)-2-BUTENEDIOATE
Systematic Name English
Code System Code Type Description
CAS
843609-18-7
Created by admin on Tue Oct 22 12:36:09 UTC 2019 , Edited by admin on Tue Oct 22 12:36:09 UTC 2019
NON-SPECIFIC STOICHIOMETRY
Related Record Type Details
PARENT -> SALT/SOLVATE
PARENT -> SALT/SOLVATE