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

ID: ALA3798392

Chembl Id: CHEMBL3798392

PubChem CID: 127045999

Max Phase: Preclinical

Molecular Formula: C26H22F3N7O4

Molecular Weight: 553.50

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C26H22F3N7O4/c27-16-9-18(29)25(32-22(16)31)36-10-15(26(38)39)21(37)14-8-17(28)24(33-23(14)36)35-7-6-20(19(30)11-35)34-40-12-13-4-2-1-3-5-13/h1-5,8-10,19H,6-7,11-12,30H2,(H2,31,32)(H,38,39)/b34-20+

Standard InChI Key:  QBRRGDXJCLRSMA-QXUDOOCXSA-N

Alternative Forms

1. Parent:

   

   ALA3798392

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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: 553.50

Molecular Weight (Monoisotopic): 553.1685

AlogP: 2.59

#Rotatable Bonds: 6

Polar Surface Area: 161.95

Molecular Species: ACID

HBA: 10

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 5.13

CX Basic pKa: 8.33

CX LogP: 1.76

CX LogD: 1.74

Aromatic Rings: 4

Heavy Atoms: 40

QED Weighted: 0.30

Np Likeness Score: -0.52

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