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Details

Stereochemistry ACHIRAL
Molecular Formula C15H13F2NO3
Molecular Weight 293.2654
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of FAB-001

SMILES

CCC1=C(F)C=C(OC2=CC=C(C=C2F)C(N)=O)C(O)=C1

InChI

InChIKey=QUHARGDBJJUOEB-UHFFFAOYSA-N
InChI=1S/C15H13F2NO3/c1-2-8-6-12(19)14(7-10(8)16)21-13-4-3-9(15(18)20)5-11(13)17/h3-7,19H,2H2,1H3,(H2,18,20)

HIDE SMILES / InChI

Molecular Formula C15H13F2NO3
Molecular Weight 293.2654
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

Targets
Substance Class Chemical
Created
by admin
on Sat Dec 16 09:48:12 GMT 2023
Edited
by admin
on Sat Dec 16 09:48:12 GMT 2023
Record UNII
B52RPV7VRM
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
FAB-001
Common Name English
FAB001
Code English
BENZAMIDE, 4-(4-ETHYL-5-FLUORO-2-HYDROXYPHENOXY)-3-FLUORO-
Systematic Name English
MUT056399
Code English
MUT-056399
Code English
Code System Code Type Description
CAS
1269055-85-7
Created by admin on Sat Dec 16 09:48:12 GMT 2023 , Edited by admin on Sat Dec 16 09:48:12 GMT 2023
PRIMARY
SMS_ID
300000041507
Created by admin on Sat Dec 16 09:48:12 GMT 2023 , Edited by admin on Sat Dec 16 09:48:12 GMT 2023
PRIMARY
MANUFACTURER PRODUCT INFORMATION
FAB-001
Created by admin on Sat Dec 16 09:48:12 GMT 2023 , Edited by admin on Sat Dec 16 09:48:12 GMT 2023
PRIMARY Biological Activity of MUT056399:MUT056399 is a highly potent inhibitor of the FabI enzyme of both S. aureus and E. coli with 50% inhibitory concentration IC50s of 12 nM and 58 nM, respectively.;IC50 value: 12 nM (for S. aureus), 58 nM (for E. coli);Target: FabI enzyme;in vitro: MUT056399 is a highly potent new inhibitor of the FabI enzyme of both Staphylococcus aureus and Escherichia coli. MUT056399 is very active against S. aureus strains, including methicillin-susceptible S. aureus (MSSA), methicillin-resistant S. aureus (MRSA), linezolid-resistant, and multidrug-resistant strains, with MIC90s between 0.03 and 0.12 .MU.g/ml. MUT056399 is also active against coagulase-negative staphylococci, with MIC90s between 0.12 and 4 .MU.g/ml. MUT056399 is very active against the 118 S. aureus strains tested, including MSSA and MRSA isolates and linezolid-resistant and multidrug-resistant strains, with MIC90s between 0.03 and 0.12 .MU.g/ml.
FDA UNII
B52RPV7VRM
Created by admin on Sat Dec 16 09:48:12 GMT 2023 , Edited by admin on Sat Dec 16 09:48:12 GMT 2023
PRIMARY
PUBCHEM
44208849
Created by admin on Sat Dec 16 09:48:12 GMT 2023 , Edited by admin on Sat Dec 16 09:48:12 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY
Originator: Mutabilis; Developer: FAB Pharma; Class: Antibacterial, Benzamide, Phenol, Phenyl ether, Small molecule; Mechanism of Action: Enoyl-ACP reductase inhibitor; Highest Development Phase: Phase I for Methicillin-resistant Staphylococcus aureus infections; Most Recent Events: 12 Sep 2012 Antimicrobial data from a Preclinical trial in Acinetobacter infections presented at the 52nd Interscience Conference on Antimicrobial Agents and Chemotherapy (ICAAC-2012), 17 Sep 2011 Pharmacokinetics data from a preclinical trial presented at the 51st Interscience Conference on Antimicrobial Agents and Chemotherapy (ICAAC-2011), 07 May 2011 Pharmacokinetics data from a phase I trial in Healthy volunteers presented at the 21st European Congress of Clinical Microbiology and Infectious Diseases and the 27th International Congress of Chemotherapy (ECCMID/ICC-2011)