7-Fluoro-1-methyl-8-[4-(3-methylsulfanylmethyl-phenyl)-piperazin-1-yl]-4-oxo-1,4-dihydro-benzo[b][1,8]naphthyridine-3-carboxylic acid

ID: ALA170945

PubChem CID: 484069

Max Phase: Preclinical

Molecular Formula: C26H25FN4O3S

Molecular Weight: 492.58

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CSCc1cccc(N2CCN(c3cc4nc5c(cc4cc3F)c(=O)c(C(=O)O)cn5C)CC2)c1

Standard InChI:  InChI=1S/C26H25FN4O3S/c1-29-14-20(26(33)34)24(32)19-11-17-12-21(27)23(13-22(17)28-25(19)29)31-8-6-30(7-9-31)18-5-3-4-16(10-18)15-35-2/h3-5,10-14H,6-9,15H2,1-2H3,(H,33,34)

Standard InChI Key:  ONEKTTMOORPBGY-UHFFFAOYSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA170945

   7-Fluoro-1-methyl-8-[4-[3-(methylsulfanylmethyl)phenyl]piperazin-1-yl]-4-oxo-benzo[b][1,8]naphthyridine-3-carboxylic acid

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: 492.58

Molecular Weight (Monoisotopic): 492.1631

AlogP: 4.11

#Rotatable Bonds: 5

Polar Surface Area: 78.67

Molecular Species: ACID

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 5.72

CX Basic pKa: 4.45

CX LogP: 4.79

CX LogD: 3.27

Aromatic Rings: 4

Heavy Atoms: 35

QED Weighted: 0.42

Np Likeness Score: -1.26

References

1. 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