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

Details

Stereochemistry ACHIRAL
Molecular Formula C26H26F3N3O3
Molecular Weight 485.4981
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of SONIDEGIB

SMILES

C[C@H]1CN(C[C@@H](C)O1)C2=CC=C(NC(=O)C3=CC=CC(C4=CC=C(OC(F)(F)F)C=C4)=C3C)C=N2

InChI

InChIKey=VZZJRYRQSPEMTK-CALCHBBNSA-N
InChI=1S/C26H26F3N3O3/c1-16-14-32(15-17(2)34-16)24-12-9-20(13-30-24)31-25(33)23-6-4-5-22(18(23)3)19-7-10-21(11-8-19)35-26(27,28)29/h4-13,16-17H,14-15H2,1-3H3,(H,31,33)/t16-,17+

HIDE SMILES / InChI

Molecular Formula C26H26F3N3O3
Molecular Weight 485.4981
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

Substance Class Chemical
Created
by admin
on Fri Dec 15 19:19:25 UTC 2023
Edited
by admin
on Fri Dec 15 19:19:25 UTC 2023
Record UNII
0RLU3VTK5M
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
SONIDEGIB
DASH   INN   USAN   WHO-DD  
INN   USAN  
Official Name English
(1,1'-BIPHENYL)-3-CARBOXAMIDE, N-(6-((2R,6S)-2,6-DIMETHYL-4-MORPHOLINYL)-3-PYRIDINYL)-2-METHYL-4'-(TRIFLUOROMETHOXY)-, REL-
Common Name English
LDE 225
Code English
sonidegib [INN]
Common Name English
NVP-LDE225
Code English
SONIDEGIB [USAN]
Common Name English
Sonidegib [WHO-DD]
Common Name English
NVP-LDE 225
Code English
N-(6-((2R,6S)-2,6-DIMETHYLMORPHOLIN-4-YL)PYRIDIN-3-YL)-2-METHYL-4'-(TRIFLUOROMETHOXY)BIPHENYL-3-CARBOXAMIDE
Systematic Name English
N-(6-((CIS-2,6-DIMETHYLMORPHOLIN-4-YL)-3-PYRIDYL)-2-METHYL-3-(4-(TRIFLUOROMETHOXY)PHENYL)BENZAMIDE
Common Name English
LDE-225
Code English
LDE225
Code English
NVP-LDE-225
Code English
ERISMODEGIB
Common Name English
SONIDEGIB [MI]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C2189
Created by admin on Fri Dec 15 19:19:25 UTC 2023 , Edited by admin on Fri Dec 15 19:19:25 UTC 2023
WHO-ATC L01XX48
Created by admin on Fri Dec 15 19:19:25 UTC 2023 , Edited by admin on Fri Dec 15 19:19:25 UTC 2023
NDF-RT N0000184149
Created by admin on Fri Dec 15 19:19:25 UTC 2023 , Edited by admin on Fri Dec 15 19:19:25 UTC 2023
FDA ORPHAN DRUG 468814
Created by admin on Fri Dec 15 19:19:25 UTC 2023 , Edited by admin on Fri Dec 15 19:19:25 UTC 2023
Code System Code Type Description
LACTMED
Sonidegib
Created by admin on Fri Dec 15 19:19:25 UTC 2023 , Edited by admin on Fri Dec 15 19:19:25 UTC 2023
PRIMARY
DAILYMED
0RLU3VTK5M
Created by admin on Fri Dec 15 19:19:25 UTC 2023 , Edited by admin on Fri Dec 15 19:19:25 UTC 2023
PRIMARY
RXCUI
1659191
Created by admin on Fri Dec 15 19:19:25 UTC 2023 , Edited by admin on Fri Dec 15 19:19:25 UTC 2023
PRIMARY RxNorm
CHEBI
90863
Created by admin on Fri Dec 15 19:19:25 UTC 2023 , Edited by admin on Fri Dec 15 19:19:25 UTC 2023
PRIMARY
IUPHAR
8199
Created by admin on Fri Dec 15 19:19:25 UTC 2023 , Edited by admin on Fri Dec 15 19:19:25 UTC 2023
PRIMARY
NDF-RT
N0000184148
Created by admin on Fri Dec 15 19:19:25 UTC 2023 , Edited by admin on Fri Dec 15 19:19:25 UTC 2023
PRIMARY Smoothened Receptor Antagonists [MoA]
ChEMBL
CHEMBL2105737
Created by admin on Fri Dec 15 19:19:25 UTC 2023 , Edited by admin on Fri Dec 15 19:19:25 UTC 2023
PRIMARY
DRUG BANK
DB09143
Created by admin on Fri Dec 15 19:19:25 UTC 2023 , Edited by admin on Fri Dec 15 19:19:25 UTC 2023
PRIMARY
CAS
956697-53-3
Created by admin on Fri Dec 15 19:19:25 UTC 2023 , Edited by admin on Fri Dec 15 19:19:25 UTC 2023
PRIMARY
SMS_ID
100000145390
Created by admin on Fri Dec 15 19:19:25 UTC 2023 , Edited by admin on Fri Dec 15 19:19:25 UTC 2023
PRIMARY
DRUG CENTRAL
5008
Created by admin on Fri Dec 15 19:19:25 UTC 2023 , Edited by admin on Fri Dec 15 19:19:25 UTC 2023
PRIMARY
WIKIPEDIA
SONIDEGIB
Created by admin on Fri Dec 15 19:19:25 UTC 2023 , Edited by admin on Fri Dec 15 19:19:25 UTC 2023
PRIMARY
EU-Orphan Drug
EU/3/09/697(WITHDRAWN)
Created by admin on Fri Dec 15 19:19:25 UTC 2023 , Edited by admin on Fri Dec 15 19:19:25 UTC 2023
PRIMARY Treatment of naevoid basal-cell carcinoma syndrome (Gorlin syndrome) 24/11/2009 Withdrawn
FDA UNII
0RLU3VTK5M
Created by admin on Fri Dec 15 19:19:25 UTC 2023 , Edited by admin on Fri Dec 15 19:19:25 UTC 2023
PRIMARY
EPA CompTox
DTXSID50100933
Created by admin on Fri Dec 15 19:19:25 UTC 2023 , Edited by admin on Fri Dec 15 19:19:25 UTC 2023
PRIMARY
MERCK INDEX
m11843
Created by admin on Fri Dec 15 19:19:25 UTC 2023 , Edited by admin on Fri Dec 15 19:19:25 UTC 2023
PRIMARY
NCI_THESAURUS
C82385
Created by admin on Fri Dec 15 19:19:25 UTC 2023 , Edited by admin on Fri Dec 15 19:19:25 UTC 2023
PRIMARY
PUBCHEM
24775005
Created by admin on Fri Dec 15 19:19:25 UTC 2023 , Edited by admin on Fri Dec 15 19:19:25 UTC 2023
PRIMARY
USAN
YY-63
Created by admin on Fri Dec 15 19:19:25 UTC 2023 , Edited by admin on Fri Dec 15 19:19:25 UTC 2023
PRIMARY
INN
9394
Created by admin on Fri Dec 15 19:19:25 UTC 2023 , Edited by admin on Fri Dec 15 19:19:25 UTC 2023
PRIMARY
EVMPD
SUB123432
Created by admin on Fri Dec 15 19:19:25 UTC 2023 , Edited by admin on Fri Dec 15 19:19:25 UTC 2023
PRIMARY
Related Record Type Details
METABOLIC ENZYME -> NON-INDUCER
compared to positive controls
BINDER->LIGAND
BINDING
METABOLIC ENZYME -> NON-INDUCER
compared to positive controls
SALT/SOLVATE -> PARENT
METABOLIC ENZYME -> INHIBITOR
Ki
METABOLIC ENZYME -> SUBSTRATE
metabolism by CYP3A4 (at least 29% of its overall metabolism); Ketoconazole(CYP 3A4 inhibition) increased sonidegib exposure 2.2-fold;Rifampin (CYP 3A4 induction) reduced exposure by 72%
TARGET -> INHIBITOR
IC50
METABOLIC ENZYME -> NON-INHIBITOR
No time dependent inhibition upto 50 micromolar
METABOLIC ENZYME -> INHIBITOR
Ki
Related Record Type Details
METABOLITE ACTIVE -> PARENT
LNC-119 AND LMT-326 ACCOUNTED FOR 14% OF THE AUC
PLASMA
METABOLITE INACTIVE -> PARENT
MAJOR
PLASMA
METABOLITE ACTIVE -> PARENT
PLASMA
Related Record Type Details
ACTIVE MOIETY
Name Property Type Amount Referenced Substance Defining Parameters References
Biological Half-life PHARMACOKINETIC