1-(6-Amino-3,5-difluoropyridin-2-yl)-6-fluoro-7-(3-hydroxy-4-(benzyloxy)-iminopiperidin-1-yl)-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid

ID: ALA3798812

Chembl Id: CHEMBL3798812

PubChem CID: 127046401

Max Phase: Preclinical

Molecular Formula: C26H21F3N6O5

Molecular Weight: 554.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1nc(-n2cc(C(=O)O)c(=O)c3cc(F)c(N4CC/C(=N\OCc5ccccc5)C(O)C4)nc32)c(F)cc1F

Standard InChI:  InChI=1S/C26H21F3N6O5/c27-16-9-18(29)25(31-22(16)30)35-10-15(26(38)39)21(37)14-8-17(28)24(32-23(14)35)34-7-6-19(20(36)11-34)33-40-12-13-4-2-1-3-5-13/h1-5,8-10,20,36H,6-7,11-12H2,(H2,30,31)(H,38,39)/b33-19+

Standard InChI Key:  QFJCKJFKUIZTMQ-HNSNBQBZSA-N

Alternative Forms

1. Parent:

   

   ALA3798812

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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: 554.49

Molecular Weight (Monoisotopic): 554.1526

AlogP: 2.62

#Rotatable Bonds: 6

Polar Surface Area: 156.16

Molecular Species: ACID

HBA: 10

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 5.43

CX Basic pKa: 1.08

CX LogP: 4.11

CX LogD: 2.14

Aromatic Rings: 4

Heavy Atoms: 40

QED Weighted: 0.31

Np Likeness Score: -0.46

References

1. Huang J, Wang M, Wang B, Wu Z, Liu M, Feng L, Zhang J, Li X, Yang Y, Lu Y..  (2016)  Synthesis, antimycobacterial and antibacterial activity of 1-(6-amino-3,5-difluoropyridin-2-yl)fluoroquinolone derivatives containing an oxime functional moiety.,  26  (9): [PMID:27020299] [10.1016/j.bmcl.2016.03.050]

Source

Source(1):

• Scientific Literature