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

ID: ALA3799909

Chembl Id: CHEMBL3799909

PubChem CID: 127045777

Max Phase: Preclinical

Molecular Formula: C20H18F3N7O4

Molecular Weight: 477.40

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)CC1N

Standard InChI:  InChI=1S/C20H18F3N7O4/c1-34-28-14-2-3-29(7-13(14)24)18-11(22)4-8-15(31)9(20(32)33)6-30(17(8)27-18)19-12(23)5-10(21)16(25)26-19/h4-6,13H,2-3,7,24H2,1H3,(H2,25,26)(H,32,33)/b28-14+

Standard InChI Key:  JKGYQUZLRZOOEJ-CCVNUDIWSA-N

Alternative Forms

1. Parent:

   

   ALA3799909

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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: 477.40

Molecular Weight (Monoisotopic): 477.1372

AlogP: 1.02

#Rotatable Bonds: 4

Polar Surface Area: 161.95

Molecular Species: ACID

HBA: 10

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 11

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 5.13

CX Basic pKa: 8.33

CX LogP: 0.04

CX LogD: 0.01

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.47

Np Likeness Score: -0.43

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