K-00546

Details

Stereochemistry	ACHIRAL
Molecular Formula	C15H13F2N7O2S2
Molecular Weight	425.436
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

NC1=NC(NC2=CC=C(C=C2)S(N)(=O)=O)=NN1C(=S)NC3=C(F)C=CC=C3F

InChI

InChIKey=ARIOBGGRZJITQX-UHFFFAOYSA-N

InChI=1S/C15H13F2N7O2S2/c16-10-2-1-3-11(17)12(10)21-15(27)24-13(18)22-14(23-24)20-8-4-6-9(7-5-8)28(19,25)26/h1-7H,(H,21,27)(H2,19,25,26)(H3,18,20,22,23)

HIDE SMILES / InChI

Molecular Formula	C15H13F2N7O2S2
Molecular Weight	425.436
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/15974571
Curator's Comment: description was created based on several sources, including https://www.google.com/patents/WO2002057240A1 | https://www.ncbi.nlm.nih.gov/pubmed/25591119

3-Amino-N-(2,6-difluorophenyl)-5-(4-sulfamoylanilino)-1,2,4-triazole-1-carbothioamide (CDK1/2 INHIBITOR III) is potent inhibitor of Cyclin-dependent kinase 1/2 (IC50=0.6nM and 0,5nM) with marked antiproliferative activity.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Cyclin-dependent kinase 1/cyclin B 5 Target ID: CHEMBL2094127 Sources: https://www.ncbi.nlm.nih.gov/pubmed/15974571	Inhibitor 8297		6.0E-4 µM [IC50]
Cyclin-dependent kinase 2/cyclin A 8 Target ID: CHEMBL2094128 Sources: https://www.ncbi.nlm.nih.gov/pubmed/15974571	Inhibitor 8297		5.0E-4 µM [IC50]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Cancer 592 Sources: https://www.google.com/patents/WO2002057240A1	Primary		Basic research	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
1-Acyl-1H-[1,2,4]triazole-3,5-diamine analogues as novel and potent anticancer cyclin-dependent kinase inhibitors: synthesis and evaluation of biological activities.	2005 Jun 30	15974571

Patents

Sample Use Guides

In Vivo Use Guide

Unknown

Route of Administration: Unknown

In Vitro Use Guide

Compound activity was evaluates in vitro inhibition of cell proliferation in various human tumor cells, including HeLa (cervical adenocarcinoma), HCT-116 (colon carcinoma), A375 (malignant melanoma), SK-OV-3 (ovarian adenocarcinoma), MDA-MB-231 (breast carcinoma), and PC-3 (prostate adenocarcinoma). Cells were trypsinized and counted and 3000-8000 cells were added to each well of a 96-well CytoStar tissue culture treated scintillating microplate. Cells were incubated for 24 hours in complete medium at 37 oC in an atmosphere containing 5% CO2. Next, 1  of compound 3n (CDK1/2 INHIBITOR III) in 100% DMSO was added to the wells of the plate. DMSO only was added to control wells. Cells were incubated for 24 more hours in complete medium at 37oC in an atmosphere containing 5% CO2.

Substance Class	Chemical Created by `admin` on `Sat Dec 16 12:19:54 UTC 2023` Edited by `admin` on `Sat Dec 16 12:19:54 UTC 2023`
Record UNII	LFR1253W75
Record Status	`Validated (UNII)`
Record Version