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Details

Stereochemistry ABSOLUTE
Molecular Formula C19H28N2O3
Molecular Weight 332.4372
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of SONLICROMANOL

SMILES

CC1=C(O)C(C)=C2CC[C@](C)(OC2=C1C)C(=O)N[C@@H]3CCCNC3

InChI

InChIKey=LZYWLEPSQNXESC-KUHUBIRLSA-N
InChI=1S/C19H28N2O3/c1-11-12(2)17-15(13(3)16(11)22)7-8-19(4,24-17)18(23)21-14-6-5-9-20-10-14/h14,20,22H,5-10H2,1-4H3,(H,21,23)/t14-,19+/m1/s1

HIDE SMILES / InChI

Molecular Formula C19H28N2O3
Molecular Weight 332.4372
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

KH-176 is a drug candidate developed by pharmaceutical company Khondrion to treat a range of mitochondrial diseases including MELAS (mitochondrial encephalomyopathy, lactic acidosis, and stroke-like episodes) spectrum disorders. KH176 has been granted Orphan Drug Designation for MELAS spectrum disorders and Leigh disease in Europe and for all inherited mitochondrial respiratory chain disorders in the USA. KH176 acts as a potent intracellular redox-modulating agent essential for the control of oxidative and redox pathologies.

Approval Year

PubMed

PubMed

TitleDatePubMed
Therapeutic effects of the mitochondrial ROS-redox modulator KH176 in a mammalian model of Leigh Disease.
2017 Sep 15
The KHENERGY Study: Safety and Efficacy of KH176 in Mitochondrial m.3243A>G Spectrum Disorders.
2019 Jan
Substance Class Chemical
Created
by admin
on Sat Dec 16 09:13:21 UTC 2023
Edited
by admin
on Sat Dec 16 09:13:21 UTC 2023
Record UNII
JCU3O35RDS
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
SONLICROMANOL
INN  
Official Name English
(2S)-3,4-DIHYDRO-6-HYDROXY-2,5,7,8-TETRAMETHYL-N-(3R)-3-PIPERIDINYL-2H-1-BENZOPYRAN-2-CARBOXAMIDE
Systematic Name English
sonlicromanol [INN]
Common Name English
2H-1-BENZOPYRAN-2-CARBOXAMIDE, 3,4-DIHYDRO-6-HYDROXY-2,5,7,8-TETRAMETHYL-N-(3R)-3-PIPERIDINYL-, (2S)-
Systematic Name English
KH176
Code English
KH-176
Code English
Code System Code Type Description
NCI_THESAURUS
C170380
Created by admin on Sat Dec 16 09:13:21 UTC 2023 , Edited by admin on Sat Dec 16 09:13:21 UTC 2023
PRIMARY
SMS_ID
100000181147
Created by admin on Sat Dec 16 09:13:21 UTC 2023 , Edited by admin on Sat Dec 16 09:13:21 UTC 2023
PRIMARY
PUBCHEM
72710875
Created by admin on Sat Dec 16 09:13:21 UTC 2023 , Edited by admin on Sat Dec 16 09:13:21 UTC 2023
PRIMARY
CAS
1541170-75-5
Created by admin on Sat Dec 16 09:13:21 UTC 2023 , Edited by admin on Sat Dec 16 09:13:21 UTC 2023
PRIMARY
FDA UNII
JCU3O35RDS
Created by admin on Sat Dec 16 09:13:21 UTC 2023 , Edited by admin on Sat Dec 16 09:13:21 UTC 2023
PRIMARY
INN
10972
Created by admin on Sat Dec 16 09:13:21 UTC 2023 , Edited by admin on Sat Dec 16 09:13:21 UTC 2023
PRIMARY
Related Record Type Details
PARENT -> DERIVATIVE
SALT/SOLVATE -> PARENT
Related Record Type Details
METABOLITE ACTIVE -> PARENT
Related Record Type Details
ACTIVE MOIETY
Mechanism of Action: Reactive oxygen species modulators; Orphan Drug Status: Yes for MELAS syndrome, Leigh disease, Mitochondrial disorders; On Fast track: No; New Molecular Entity: Yes; Highest Development Phases: Phase I for Mitochondrial disorders, Preclinical for Parkinson's disease; Most Recent Events: 10 Aug 2015 KH 176 receives Orphan Drug status for MELAS syndrome in European Union, 01 May 2015 Phase-I clinical trials in Mitochondrial disorders (In volunteers) in Belgium (PO) (NCT02544217), 01 May 2015 Preclinical trials in Parkinson's disease in Netherlands (PO)