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

ID: ALA3797969

Chembl Id: CHEMBL3797969

PubChem CID: 127046216

Max Phase: Preclinical

Molecular Formula: C20H17F3N6O5

Molecular Weight: 478.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CO/N=C1\CCN(c2nc3c(cc2F)c(=O)c(C(=O)O)cn3-c2nc(N)c(F)cc2F)CC1O

Standard InChI:  InChI=1S/C20H17F3N6O5/c1-34-27-13-2-3-28(7-14(13)30)18-11(22)4-8-15(31)9(20(32)33)6-29(17(8)26-18)19-12(23)5-10(21)16(24)25-19/h4-6,14,30H,2-3,7H2,1H3,(H2,24,25)(H,32,33)/b27-13+

Standard InChI Key:  VJEYQEJWHRPRMX-UVHMKAGCSA-N

Alternative Forms

1. Parent:

   

   ALA3797969

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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: 478.39

Molecular Weight (Monoisotopic): 478.1213

AlogP: 1.05

#Rotatable Bonds: 4

Polar Surface Area: 156.16

Molecular Species: ACID

HBA: 10

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 11

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 5.43

CX Basic pKa: 0.94

CX LogP: 2.38

CX LogD: 0.42

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.47

Np Likeness Score: -0.36

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