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Details

Stereochemistry ACHIRAL
Molecular Formula 2C20H17FNO4.Ca.H2O
Molecular Weight 766.797
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of VIDOFLUDIMUS CALCIUM MONOHYDRATE

SMILES

O.[Ca++].COC1=CC=CC(=C1)C2=CC(F)=C(NC(=O)C3=C(CCC3)C([O-])=O)C=C2.COC4=CC=CC(=C4)C5=CC(F)=C(NC(=O)C6=C(CCC6)C([O-])=O)C=C5

InChI

InChIKey=MRCIEZYDSATFIW-UHFFFAOYSA-L
InChI=1S/2C20H18FNO4.Ca.H2O/c2*1-26-14-5-2-4-12(10-14)13-8-9-18(17(21)11-13)22-19(23)15-6-3-7-16(15)20(24)25;;/h2*2,4-5,8-11H,3,6-7H2,1H3,(H,22,23)(H,24,25);;1H2/q;;+2;/p-2

HIDE SMILES / InChI
Molecular Formula Ca
Molecular Weight 40.078
Charge 2
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE
Molecular Formula C20H17FNO4
Molecular Weight 354.3517
Charge -1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE
Molecular Formula H2O
Molecular Weight 18.0153
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description
Curator's Comment: description was created based on several sources, including http://www.4sc.de/wp-content/uploads/Poster-Tokyo.pdf

Vidofludimus (SC12267; 4SC-101) is a novel oral immunomodulator inhibiting dihydroorotate dehydrogenase (DHODH) and the expression of proinflammatory cytokines including interleukin-17 (IL17A and IL17F) and interferon-gamma. This drug is in the clinical trial for the treatment of inflammatory bowel diseases and Rheumatoid arthritis.

Originator

Approval Year

Unknown
139594
Targets

Targets

Primary TargetPharmacologyConditionPotency
Inhibitor
8297
 134.0 nM [IC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Palliative
Phase II
1132
Unknown

Approved Use

Unknown
Palliative
Phase II
1132
Unknown

Approved Use

Unknown
Cmax

Cmax

ValueDoseCo-administeredAnalytePopulation
6.543 μg/mL
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/32361977
30 mg 1 times / day multiple, oral
dose: 30 mg
route of administration: Oral
experiment type: MULTIPLE
co-administered:
VIDOFLUDIMUS plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: UNKNOWN
10.911 μg/mL
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/32361977
40 mg 1 times / day multiple, oral
dose: 40 mg
route of administration: Oral
experiment type: MULTIPLE
co-administered:
VIDOFLUDIMUS plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: UNKNOWN
10.783 μg/mL
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/32361977
50 mg 1 times / day multiple, oral
dose: 50 mg
route of administration: Oral
experiment type: MULTIPLE
co-administered:
VIDOFLUDIMUS plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: UNKNOWN
AUC

AUC

ValueDoseCo-administeredAnalytePopulation
100.294 μg × h/mL
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/32361977
30 mg 1 times / day multiple, oral
dose: 30 mg
route of administration: Oral
experiment type: MULTIPLE
co-administered:
VIDOFLUDIMUS plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: UNKNOWN
158.686 μg × h/mL
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/32361977
40 mg 1 times / day multiple, oral
dose: 40 mg
route of administration: Oral
experiment type: MULTIPLE
co-administered:
VIDOFLUDIMUS plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: UNKNOWN
166.401 μg × h/mL
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/32361977
50 mg 1 times / day multiple, oral
dose: 50 mg
route of administration: Oral
experiment type: MULTIPLE
co-administered:
VIDOFLUDIMUS plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: UNKNOWN
T1/2

T1/2

ValueDoseCo-administeredAnalytePopulation
30.414 h
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/32361977
30 mg 1 times / day multiple, oral
dose: 30 mg
route of administration: Oral
experiment type: MULTIPLE
co-administered:
VIDOFLUDIMUS plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: UNKNOWN
28.566 h
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/32361977
40 mg 1 times / day multiple, oral
dose: 40 mg
route of administration: Oral
experiment type: MULTIPLE
co-administered:
VIDOFLUDIMUS plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: UNKNOWN
29.805 h
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/32361977
50 mg 1 times / day multiple, oral
dose: 50 mg
route of administration: Oral
experiment type: MULTIPLE
co-administered:
VIDOFLUDIMUS plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: UNKNOWN
Overview

Overview

CYP3A4CYP2C9CYP2D6hERG
inhibitor
1587
substrate
1037

inhibitor
1767
inhibitor
1852

OverviewOther

Other InhibitorOther SubstrateOther Inducer
UGT1A1
204

BCRP
699

URAT1
3

P-gp
1461
CYP2C8
693
Drug as perpetrator​

Drug as perpetrator​

TargetModalityActivityMetaboliteClinical evidence
CYP2D6
1891
 inconclusive [IC50 26.837 uM]
CYP3A4
1925
 inconclusive [IC50 26.837 uM]
P-gp
1650
 inconclusive [IC50 8.1995 uM]
UGT1A1
254
 weak
BCRP
773
 yes [IC50 0.02 uM]
CYP2C9
1819
 yes [IC50 21.3174 uM]
URAT1
3
 yes
Drug as victim

Drug as victim

TargetModalityActivityMetaboliteClinical evidence
CYP2C8
693
 major
CYP2C9
1037
 minor
Sourcing

Sourcing

Vendor/AggregatorIDURL
1PlusChem LLC
1P00FCHW
https://www.1pchem.com/search?query=1P00FCHW
AOBIOUS INC
AOB87354
http://aobious.com/aobious/search?search_query=AOB87354
Ambeed
A377932
http://www.ambeed.com/search/Search.html?keyword=A377932
ApexBio Technology
B4669
https://www.apexbt.com/catalogsearch/result/?q=B4669
AstaTech
40649
http://astatechinc.com/CPSResult.php?CRNO=40649
Axon MedChem
2377
https://www.axonmedchem.com/product/2377
BLD Pharm
BD630834
http://www.bldpharm.com/search/Search.html?keyword=BD630834
Cayman Chemical
18377
http://www.caymanchem.com/app/template/Product.vm/catalog/18377
Chem Scene
CS-3221
http://www.chemscene.com/goproductList/searchProductList?productObj=CS-3221
ChemShuttle
151967
https://www.chemshuttle.com/catalogsearch/result/?q=151967
Debye Scientific
DA-41592
https://www.debyesci.com/index.php?id=product&ext[cno]=DA-41592
Excenen
EX-A546
http://www.excenen.com/searchresultlist.php?id=EX-A546
KeyOrganics
AS-56375
http://www.keyorganicsinc.com/bionet/catalogsearch/result?q=AS-56375
Lab Network
LN01341996
https://labnetwork.com/frontend-app/p/#!/moleculedetails/LN01341996
MedChem Express
HY-14908
https://www.medchemexpress.com/search.html?q=HY-14908&ft=&fa=&fp=
MolPort
MolPort-039-193-851
https://www.molport.com/shop/molecule-link/MolPort-039-193-851
Molnova
M17579
https://www.molnova.com/en/serch-list.html?keywords=M17579
MuseChem
I004676
https://www.musechem.com/product/I004676.html
Selleck Chemicals
S7262
http://www.selleckchem.com/search.html?searchDTO.searchParam=S7262
ShangHai Biochempartner
BCP001567
http://www.biochempartner.com/search_BCP001567
ShangHai Biochempartner
BCP14555
http://www.biochempartner.com/search_BCP14555
TargetMol
T2601
https://www.targetmol.com/search?keyword=T2601
eMolecules
50282989
https://orderbb.emolecules.com/search/#?query=50282989
eNovation Chemicals
D501823
https://www.enovationchem.com/Products.asp?SEARCHTEXT=D501823&searchbtn.x=0&searchbtn.y=0
mcule
MCULE-1963512370
https://mcule.com/MCULE-1963512370/
PubMed

PubMed

TitleDatePubMed
New preclinical findings with vidofludimus.
2010 Jul
Patents

Patents

20030203951
3
20060199856
3
20070027193
3

Sample Use Guides

In Vivo Use Guide
at a dose of 35 mg once daily
Route of Administration: Oral
In Vitro Use Guide
Curator's Comment: Peripheral blood mononuclear cells (PBMCs) from healthy human donors were used to evaluate cellular proliferation and cytokine (IL-17, TNF-α) production. 4SC-101 (VIDOFLUDIMUS) is a potent inhibitor of human Dihydroorotate dehydrogenase (DHODH), inhibits lymphocyte proliferation, and uniquely blocks phytohemagglutinin-stimulated IL-17 production by lymphocytes.
Unknown
Substance Class Chemical
Created
by admin
on Sat Dec 16 14:18:17 GMT 2023
Edited
by admin
on Sat Dec 16 14:18:17 GMT 2023
Record UNII
7N9V0U5X93
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
VIDOFLUDIMUS CALCIUM MONOHYDRATE
Common Name English
1-Cyclopentene-1-carboxylic acid, 2-[[(3-fluoro-3′-methoxy[1,1′-biphenyl]-4-yl)amino]carbonyl]-, calcium salt, hydrate (2:1:1)
Systematic Name English
Code System Code Type Description
FDA UNII
7N9V0U5X93
Created by admin on Sat Dec 16 14:18:18 GMT 2023 , Edited by admin on Sat Dec 16 14:18:18 GMT 2023
PRIMARY
CAS
2728666-90-6
Created by admin on Sat Dec 16 14:18:18 GMT 2023 , Edited by admin on Sat Dec 16 14:18:18 GMT 2023
PRIMARY
PUBCHEM
164512938
Created by admin on Sat Dec 16 14:18:18 GMT 2023 , Edited by admin on Sat Dec 16 14:18:18 GMT 2023
PRIMARY
Related Record Type Details
Structure of VIDOFLUDIMUS
PARENT -> SALT/SOLVATE
Structure of VIDOFLUDIMUS CALCIUM ANHYDROUS
ANHYDROUS->SOLVATE
Related Record Type Details
Structure of VIDOFLUDIMUS
ACTIVE MOIETY
NIH
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