Compound ID | 635

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DQ2

Synonym(s): DQ-2  |  DQ 2

Class: Small molecule antibacterial agent

Agent Type: Synthetic; Small molecule; Direct acting;
Spectrum of activity: Gram-positive & Gram-negative
Mechanism of action: Cell wall synthesis inhibitor. MurF inhibitor
Target Pathogen: Weakly active against methicillin-resistant Staphylococcus aureus and Escherichia coli
Description: Synthetic compound with diarylquinoline scaffold
Institute where first reported: Johnson & Johnson Pharmaceutical Research & Development, USA
Highest development stage: Phase 1
Development status: Inactive
Reason dropped: Low activity against Gram negatives such as E. coli due to issues of entering cell, but this was an early member of its class, optimisation has led to bedaquiline being approved by FDA in 2012
Chemical structure(s):
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Molecular weight: 484.63
Iso. SMILES: CN(C)CC[C@](CCC1=CC=CC=C1)(O)[C@H](C2=CC=CC=C2)C3=CC4=C(N=C3OC)C=CC(OC)=C4
InChI Key: QUCYLWMCJCNQQW-VEEOACQBSA-N
Can. SMILES: CN(C)CC[C@@](CCC1=CC=CC=C1)([C@H](C2=CC=CC=C2)C3=C(N=C4C=CC(=CC4=C3)OC)OC)O
InChI: InChI=1S/C31H36N2O3/c1-33(2)20-19-31(34,18-17-23-11-7-5-8-12-23)29(24-13-9-6-10-14-24)27-22-25-21-26(35-3)15-16-28(25)32-30(27)36-4/h5-16,21-22,29,34H,17-20H2,1-4H3/t29-,31+/m1/s1
External links:
Citation: https://doi.org/10.1128/aac.00166-09

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