7-Fluoro-8-[4-(4-fluoro-phenyl)-piperazin-1-yl]-1-methyl-4-oxo-1,4-dihydro-benzo[b][1,8]naphthyridine-3-carboxylate(2-hydroxy-ethyl)-trimethyl-ammonium

ID: ALA285128

PubChem CID: 9959323

Max Phase: Preclinical

Molecular Formula: C29H33F2N5O4

Molecular Weight: 450.45

Molecule Type: Small molecule

Names and Identifiers

Synonyms: RP-60556A | CHEMBL285128|SCHEMBL7237451|JHXZFXLEIURCCI-UHFFFAOYSA-M|RP-60556A|choline 7-fluoro-8-[4-(4-fluorophenyl)piperazin-1-yl]-1-methyl-4-oxo-1,4-dihydrobenzo[b][1,8]naphthyridine-3-carboxylate

Canonical SMILES:  C[N+](C)(C)CCO.Cn1cc(C(=O)[O-])c(=O)c2cc3cc(F)c(N4CCN(c5ccc(F)cc5)CC4)cc3nc21

Standard InChI:  InChI=1S/C24H20F2N4O3.C5H14NO/c1-28-13-18(24(32)33)22(31)17-10-14-11-19(26)21(12-20(14)27-23(17)28)30-8-6-29(7-9-30)16-4-2-15(25)3-5-16;1-6(2,3)4-5-7/h2-5,10-13H,6-9H2,1H3,(H,32,33);7H,4-5H2,1-3H3/q;+1/p-1

Standard InChI Key:  JHXZFXLEIURCCI-UHFFFAOYSA-M

Molfile:  

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M  CHG  2   1   1  29  -1
M  END

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 450.45

Molecular Weight (Monoisotopic): 450.1503

AlogP: 3.39

#Rotatable Bonds: 3

Polar Surface Area: 78.67

Molecular Species: ACID

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 5.71

CX Basic pKa: 4.44

CX LogP: 4.06

CX LogD: 2.54

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.48

Np Likeness Score: -1.16

References

1. Tabart M, Picaut G, Lavergne M, Wentzler S, Malleron JL, Dutka-Malen S, Berthaud N..  (2003)  Benzo[f]naphtyridones: a new family of topical antibacterial agents active on multi-resistant Gram-positive pathogens.,  13  (7): [PMID:12657275] [10.1016/s0960-894x(03)00057-x]

2. Tabart M, Picaut G, Desconclois JF, Dutka-Malen S, Huet Y, Berthaud N..  (2001)  Synthesis and biological evaluation of benzo[b]naphthyridones, a series of new topical antibacterial agents.,  11  (7): [PMID:11294391] [10.1016/s0960-894x(01)00091-9]

Source

Source(1):

• Scientific Literature