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Details

Stereochemistry ABSOLUTE
Molecular Formula C20H22F2N4O2S
Molecular Weight 420.476
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of FILANESIB

SMILES

CON(C)C(=O)N1N=C(S[C@@]1(CCCN)C2=CC=CC=C2)C3=CC(F)=CC=C3F

InChI

InChIKey=LLXISKGBWFTGEI-FQEVSTJZSA-N
InChI=1S/C20H22F2N4O2S/c1-25(28-2)19(27)26-20(11-6-12-23,14-7-4-3-5-8-14)29-18(24-26)16-13-15(21)9-10-17(16)22/h3-5,7-10,13H,6,11-12,23H2,1-2H3/t20-/m0/s1

HIDE SMILES / InChI

Molecular Formula C20H22F2N4O2S
Molecular Weight 420.476
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Description
Curator's Comment: Description was created based on several sources, including http://adisinsight.springer.com/drugs/800026254

Filanesib is a highly selective, targeted KSP inhibitor with a mechanism of action distinct from currently available myeloma therapies such as immunomodulatory drugs (IMiDs®) and proteasome inhibitors. Across multiple studies, filanesib has demonstrated activity in heavily pretreated multiple myeloma patients, with a consistent safety profile including no drug-induced peripheral neuropathy and limited non-hematologic toxicity. Adverse events are generally limited to transient, non-cumulative and predominantly asymptomatic myelosuppression (decreases in blood counts) when supportive measures are used. Alpha 1-acid glycoprotein (AAG), a plasma protein, is a potential patient selection marker for filanesib. AAG is undergoing further investigation in clinical trials and could represent the first patient selection marker for a myeloma therapy. Filanesib is in Phase II for Multiple myeloma treatment.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
18.0 nM [IC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
Overview

Overview

CYP3A4CYP2C9CYP2D6hERG



OverviewOther

Other InhibitorOther SubstrateOther Inducer

Drug as perpetrator​
Sourcing

Sourcing

Vendor/AggregatorIDURL
PubMed

PubMed

TitleDatePubMed
Discovery of (+)-N-(3-aminopropyl)-N-[1-(5-benzyl-3-methyl-4-oxo-[1,2]thiazolo[5,4-d]pyrimidin-6-yl)-2-methylpropyl]-4-methylbenzamide (AZD4877), a kinesin spindle protein inhibitor and potential anticancer agent.
2011 Oct 13
Patents

Sample Use Guides

intravenously either at a dose of 1.5 mg/m2 /day (schedule 1: days 1, 2, 15, and 16) or 3 mg/m2 /day (schedule 2: days 1 and 15).
Route of Administration: Intravenous
Filanesib inhibited His-tagged KSP motor domain assessed as inhibition of microtubule-stimulated KSP ATPase activity with IC50 18nM
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:39:08 UTC 2023
Edited
by admin
on Fri Dec 15 15:39:08 UTC 2023
Record UNII
8A49OSO368
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
FILANESIB
INN   USAN   WHO-DD  
INN   USAN  
Official Name English
FILANESIB [USAN]
Common Name English
(2S)-2-(3-Aminopropyl)-5-(2,5-difluorophenyl)-N-methoxy-N-methyl-2-phenyl-1,3,4-thiadiazole-3(2H)-carboxamide
Systematic Name English
ARRY-520
Code English
1,3,4-THIADIAZOLE-3(2H)-CARBOXAMIDE, 2-(3-AMINOPROPYL)-5-(2,5-DIFLUOROPHENYL)-N-METHOXY-N-METHYL-2-PHENYL-, (2S)-
Systematic Name English
filanesib [INN]
Common Name English
Filanesib [WHO-DD]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C67440
Created by admin on Fri Dec 15 15:39:08 UTC 2023 , Edited by admin on Fri Dec 15 15:39:08 UTC 2023
FDA ORPHAN DRUG 431114
Created by admin on Fri Dec 15 15:39:08 UTC 2023 , Edited by admin on Fri Dec 15 15:39:08 UTC 2023
Code System Code Type Description
SMS_ID
100000174864
Created by admin on Fri Dec 15 15:39:08 UTC 2023 , Edited by admin on Fri Dec 15 15:39:08 UTC 2023
PRIMARY
FDA UNII
8A49OSO368
Created by admin on Fri Dec 15 15:39:08 UTC 2023 , Edited by admin on Fri Dec 15 15:39:08 UTC 2023
PRIMARY
EPA CompTox
DTXSID50237086
Created by admin on Fri Dec 15 15:39:08 UTC 2023 , Edited by admin on Fri Dec 15 15:39:08 UTC 2023
PRIMARY
NCI_THESAURUS
C68937
Created by admin on Fri Dec 15 15:39:08 UTC 2023 , Edited by admin on Fri Dec 15 15:39:08 UTC 2023
PRIMARY
WIKIPEDIA
Filanesib
Created by admin on Fri Dec 15 15:39:08 UTC 2023 , Edited by admin on Fri Dec 15 15:39:08 UTC 2023
PRIMARY
USAN
CD-02
Created by admin on Fri Dec 15 15:39:08 UTC 2023 , Edited by admin on Fri Dec 15 15:39:08 UTC 2023
PRIMARY
PUBCHEM
44224257
Created by admin on Fri Dec 15 15:39:08 UTC 2023 , Edited by admin on Fri Dec 15 15:39:08 UTC 2023
PRIMARY
CAS
885060-09-3
Created by admin on Fri Dec 15 15:39:08 UTC 2023 , Edited by admin on Fri Dec 15 15:39:08 UTC 2023
PRIMARY
DRUG BANK
DB06040
Created by admin on Fri Dec 15 15:39:08 UTC 2023 , Edited by admin on Fri Dec 15 15:39:08 UTC 2023
PRIMARY
INN
9771
Created by admin on Fri Dec 15 15:39:08 UTC 2023 , Edited by admin on Fri Dec 15 15:39:08 UTC 2023
PRIMARY
ChEMBL
CHEMBL2347655
Created by admin on Fri Dec 15 15:39:08 UTC 2023 , Edited by admin on Fri Dec 15 15:39:08 UTC 2023
PRIMARY
Related Record Type Details
TARGET -> INHIBITOR
IC50
Related Record Type Details
ACTIVE MOIETY