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Details

Stereochemistry ACHIRAL
Molecular Formula C19H11ClN3O2.Na
Molecular Weight 371.752
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of SILMITASERTIB SODIUM

SMILES

[Na+].[O-]C(=O)C1=CC2=C(C=C1)C3=C(C=CN=C3)C(NC4=CC(Cl)=CC=C4)=N2

InChI

InChIKey=ODDAAPQSODILSN-UHFFFAOYSA-M
InChI=1S/C19H12ClN3O2.Na/c20-12-2-1-3-13(9-12)22-18-15-6-7-21-10-16(15)14-5-4-11(19(24)25)8-17(14)23-18;/h1-10H,(H,22,23)(H,24,25);/q;+1/p-1

HIDE SMILES / InChI

Molecular Formula Na
Molecular Weight 22.9898
Charge 1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C19H11ClN3O2
Molecular Weight 348.763
Charge -1
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 https://www.ncbi.nlm.nih.gov/pubmed/21159648

Silmitasertib (CX-4945) is a potent and selective orally bioavailable small molecule inhibitor of Casein kinase II (CK2). The antiproliferative activity of CX-4945 against cancer cells correlated with expression levels of the CK2α catalytic subunit. CX-4945 caused cell-cycle arrest and selectively induced apoptosis in cancer cells relative to normal cells. When administered orally in murine xenograft models, CX-4945 was well tolerated and demonstrated robust antitumor activity. Senhwa Biosciences is developing silmitasertib for the treatment of cholangiocarcinoma, other solid tumours, Castleman's disease (giant lymph node hyperplasia) and multiple myeloma. The compound was originally developed by Cylene Pharmaceuticals. Phase Ib/II development is underway in the US and South Korea for the treatment of cholangiocarcinoma, and development in the remaining indications is at the phase I stage. As at July 2016, no recent reports of development had been identified for phase-I development in Giant-lymph-node-hyperplasia in USA (PO, Capsule), phase-I development in Multiple-myeloma in USA (PO, Capsule), phase-I development in Solid-tumours (Late-stage disease) in USA (PO, Capsule).

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
1.0 nM [IC50]
1.0 nM [IC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
Sourcing

Sourcing

Vendor/AggregatorIDURL
PubMed

PubMed

TitleDatePubMed
CX-4945, an orally bioavailable selective inhibitor of protein kinase CK2, inhibits prosurvival and angiogenic signaling and exhibits antitumor efficacy.
2010 Dec 15
Discovery and SAR of 5-(3-chlorophenylamino)benzo[c][2,6]naphthyridine-8-carboxylic acid (CX-4945), the first clinical stage inhibitor of protein kinase CK2 for the treatment of cancer.
2011 Jan 27
Targeting protein kinase CK2 suppresses prosurvival signaling pathways and growth of glioblastoma.
2013 Dec 1
Patents

Sample Use Guides

Interim results of a phase I trial showed that silmitasertib was well-tolerated in patients with solid tumours. Thirteen such patients (3-4 patients per cohort, from four separate dose cohorts) received oral, twice-daily doses of silmitasertib for 21 consecutive days of a 4-week cycle. The trial design provided for administration of silmitasertib in successive dose cohorts at 90mg, 160mg, 300mg, 460mg, 700mg and 1000mg per dose. No adverse events of grade ≥3 were reported. No dose-limiting toxicities had been observed and the maximum tolerated dose was yet to be defined.
Route of Administration: Oral
Silmitasertib (CX-4945) exerts antiproliferative activity of in a panel of breast cancer cell lines with EC50 1.71-20.01 uM
Substance Class Chemical
Created
by admin
on Fri Dec 15 19:10:02 GMT 2023
Edited
by admin
on Fri Dec 15 19:10:02 GMT 2023
Record UNII
N1E607PU86
Record Status Validated (UNII)
Record Version
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Name Type Language
SILMITASERTIB SODIUM
Common Name English
CX4945 SODIUM
Code English
5-((3-CHLOROPHENYL)AMINO)-BENZO(C)-2,6-NAPHTHYRIDINE-8-CARBOXYLIC ACID SODIUM SALT
Common Name English
BENZO(C)-2,6-NAPHTHYRIDINE-8-CARBOXYLIC ACID, 5-((3-CHLOROPHENYL)AMINO)-, SODIUM SALT (1:1)
Systematic Name English
CX-4945 SODIUM
Code English
Classification Tree Code System Code
NCI_THESAURUS C1404
Created by admin on Fri Dec 15 19:10:03 GMT 2023 , Edited by admin on Fri Dec 15 19:10:03 GMT 2023
NCI_THESAURUS C129825
Created by admin on Fri Dec 15 19:10:03 GMT 2023 , Edited by admin on Fri Dec 15 19:10:03 GMT 2023
Code System Code Type Description
EPA CompTox
DTXSID20156795
Created by admin on Fri Dec 15 19:10:03 GMT 2023 , Edited by admin on Fri Dec 15 19:10:03 GMT 2023
PRIMARY
CAS
1309357-15-0
Created by admin on Fri Dec 15 19:10:03 GMT 2023 , Edited by admin on Fri Dec 15 19:10:03 GMT 2023
PRIMARY
SMS_ID
300000021750
Created by admin on Fri Dec 15 19:10:03 GMT 2023 , Edited by admin on Fri Dec 15 19:10:03 GMT 2023
PRIMARY
PUBCHEM
49788959
Created by admin on Fri Dec 15 19:10:03 GMT 2023 , Edited by admin on Fri Dec 15 19:10:03 GMT 2023
PRIMARY
FDA UNII
N1E607PU86
Created by admin on Fri Dec 15 19:10:03 GMT 2023 , Edited by admin on Fri Dec 15 19:10:03 GMT 2023
PRIMARY
NCI_THESAURUS
C85460
Created by admin on Fri Dec 15 19:10:03 GMT 2023 , Edited by admin on Fri Dec 15 19:10:03 GMT 2023
PRIMARY
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ACTIVE MOIETY