CG-400549   Click here for help

GtoPdb Ligand ID: 10984

Synonyms: CG400549
PDB Ligand
Compound class: Synthetic organic
Comment: CG400549 is an antibacterial compound that functions by inhibiting bacterial enoyl-ACP reductase (FabI) [2]. It has no activity against Gram-positive bacteria.
2D Structure
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2D Structure

An image of the ligand's 2D structure. For small molecules with SMILES these are drawn using the NCI/CADD Chemical Identifier Resolver. Click on the image to access the chemical structure search tool with the ligand pre-loaded in the structure editor. For other types of ligands, e.g. longer nucleotides and peptides, a manually drawn representation of the molecule may be provided.

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Physico-chemical Properties
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Physico-chemical Properties

Calculated molecular properties are available for small molecules and natural products (not peptides). Properties were generated using the CDK toolkit. All properties were selected to enable the prediction of the Lipinski Rule-of-Five profile or ‘druglikeness’ for each ligand. For more info on each category see the help pages.

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Hydrogen bond acceptors 1
Hydrogen bond donors 1
Rotatable bonds 6
Topological polar surface area 85.49
Molecular weight 340.12
XLogP 3.22
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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SMILES / InChI / InChIKey

SMILES (Simplified Molecular Input Line Entry Specification) A specification for unambiguously describing the structure of chemical molecules using short ASCII strings. Canonical SMILES specify a unique representation of the 2D structure without chiral or isotopic specifications. Isomeric SMILES include chiral specification and isotopes.

Standard InChI (IUPAC International Chemical Identifier) and InChIKey InChI is a non-proprietary, standard, textual identifier for chemical substances designed to facilitate linking of information and database searching. An InChIKey is a simplified version of a full InChI, designed for easier web searching.

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Canonical SMILES Nc1cccc(c1C)Cn1ccc(cc1=O)OCCc1cccs1
Isomeric SMILES Nc1cccc(c1C)Cn1ccc(cc1=O)OCCc1cccs1
InChI InChI=1S/C19H20N2O2S/c1-14-15(4-2-6-18(14)20)13-21-9-7-16(12-19(21)22)23-10-8-17-5-3-11-24-17/h2-7,9,11-12H,8,10,13,20H2,1H3
InChI Key YCLREGRRHGLOAK-UHFFFAOYSA-N
References
1. Bogdanovich T, Clark C, Kosowska-Shick K, Dewasse B, McGhee P, Appelbaum PC. (2007)
Antistaphylococcal activity of CG400549, a new experimental FabI inhibitor, compared with that of other agents.
Antimicrob Agents Chemother, 51 (11): 4191-5. [PMID:17875997]
2. Yum JH, Kim CK, Yong D, Lee K, Chong Y, Kim CM, Kim JM, Ro S, Cho JM. (2007)
In vitro activities of CG400549, a novel FabI inhibitor, against recently isolated clinical staphylococcal strains in Korea.
Antimicrob Agents Chemother, 51 (7): 2591-3. [PMID:17420210]